Generic placeholder image

Mini-Reviews in Organic Chemistry

Author(s): Yingkai Liu, Yuqing Jian, Mengru Cao, Bin Wang, Yixing Qiu, Hanwen Yuan, Xudong Zhou, Bin Li, Wenbing Sheng, Caiyun Peng, Zaiqi Zhang* and Wei Wang*

DOI: 10.2174/1570193X18666210311164309

DownloadDownload PDF Flyer Cite As
Seco-Tetracyclic and Seco-Pentacyclic Triterpenoids from Nature: Phytochemistry, Biological Activity: A Review

Page: [188 - 230] Pages: 43

  • * (Excluding Mailing and Handling)

Explore Articles
About Journal
For Authors
For Editors
For Reviewers

Abstract

Seco-tetracyclic and seco-pentacyclic triterpenoids are a special class of triterpenoids with ring/rings cleaved on the original skeleton structures. A class of important triterpene derivatives, secotetracyclic and seco-pentacyclic triterpenoids, have long stimulated the interest and attention of botanists and natural products chemists. There is no systematic and comprehensive review for them. This review is focused on the phytochemical investigations and biological activities of seco-tetracyclic and seco-pentacyclic triterpenoids from nature, covering the literature from 2000-2019. This review describes 310 seco-tetracyclic and 139 seco-pentacyclic triterpenoids discovered from 154 species belong to 97 genera, which cover the chemical structures, types, sources, and bioactivities of compounds. The literature from 2000-2019 is reviewed and 208 references are cited.

Keywords: Seco-tetracyclic triterpenoids, Seco-pentacyclic triterpenoids, phytochemistry, chemical structure, bioactivity, triterpenoids.

Graphical Abstract

[1]
Teponno, R.B.; Kusari, S.; Spiteller, M. Recent advances in research on lignans and neolignans. Nat. Prod. Rep., 2016, 33(9), 1044-1092.
[http://dx.doi.org/10.1039/C6NP00021E] [PMID: 27157413]
[2]
Ren, Y.; Kinghorn, A.D. Natural product triterpenoids and their semi-synthetic derivatives with potential anticancer activity. Planta Med., 2019, 85(11-12), 802-814.
[http://dx.doi.org/10.1055/a-0832-2383] [PMID: 30658371]
[3]
Biswas, T.; Dwivedi, U.N. Plant triterpenoid saponins: biosynthesis, in vitro production, and pharmacological relevance. Protoplasma, 2019, 256(6), 1463-1486.
[http://dx.doi.org/10.1007/s00709-019-01411-0] [PMID: 31297656]
[4]
Dong, K.; Pu, J.X.; Du, X.; Su, J.; Li, X.N.; Yang, J.H.; Zhao, W.; Li, Y.; Sun, H.D.; Kadpolysperins, A-N. lanostane triterpene acids possessing rich structure types from Kadsura polysperma. Tetrahedron, 2012, 68(24), 4820-4829.
[http://dx.doi.org/10.1016/j.tet.2012.03.116]
[5]
Kim, H.J.; Choi, E.H.; Lee, I-S. Two lanostane triterpenoids from Abies koreana. Phytochemistry, 2004, 65(18), 2545-2549.
[http://dx.doi.org/10.1016/j.phytochem.2004.07.007 PMID: 15451314]
[6]
Lavoie, S.; Gauthier, C.; Legault, J.; Mercier, S.; Mshvildadze, V.; Pichette, A. Lanostane- and cycloartane-type triterpenoids from Abies balsamea oleoresin. Beilstein J. Org. Chem., 2013, 9(1), 1333-1339.
[http://dx.doi.org/10.3762/bjoc.9.150] [PMID: 23946828]
[7]
Wang, N.; Li, Z.; Song, D.; Li, W.; Fu, H.; Koike, K.; Pei, Y.; Jing, Y.; Hua, H. Lanostane-type triterpenoids from the roots of Kadsura coccinea. J. Nat. Prod., 2008, 71(6), 990-994.
[http://dx.doi.org/10.1021/np7007522] [PMID: 18491866]
[8]
Wang, N.; Li, Z.L.; Song, D.D.; Li, W.; Pei, Y.H.; Jing, Y.K.; Hua, H.M. Five new 3,4-seco-lanostane-type triterpenoids with antiproliferative activity in human leukemia cells isolated from the roots of Kadsura coccinea. Planta Med., 2012, 78(15), 1661-1666.
[http://dx.doi.org/10.1055/s-0032-1315260] [PMID: 22948612]
[9]
Li, D.X.; Li, J.; Yin, Y.P.; Xuan, L.J. Two new 3, 4-seco-lanostane triterpenoids from stems of Kadsura heteroclita. Chin. Herb. Med., 2015, 7(3), 283-286.
[http://dx.doi.org/10.1016/S1674-6384(15)60052-1]
[10]
Khalilov, Q.; Li, L.; Liu, Y.; Tohtahon, Z.; Chen, X.; Aisa, H.A.; Yuan, T. Piptolinic acids F-J, five new lanostane-type triterpenoids from Piptoporus betulinus. Nat. Prod. Res., 2019, 33(21), 3044-3051.
[http://dx.doi.org/10.1080/14786419.2018.1516218] [PMID: 30362364]
[11]
Akihisa, T.; Uchiyama, E.; Kikuchi, T.; Tokuda, H.; Suzuki, T.; Kimura, Y. Anti-tumor-promoting effects of 25-methoxyporicoic acid A and other triterpene acids from Poria cocos. J. Nat. Prod., 2009, 72(10), 1786-1792.
[http://dx.doi.org/10.1021/np9003239] [PMID: 19746919]
[12]
Akihisa, T.; Nakamura, Y.; Tokuda, H.; Uchiyama, E.; Suzuki, T.; Kimura, Y.; Uchikura, K.; Nishino, H. Triterpene acids from Poria cocos and their anti-tumor-promoting effects. J. Nat. Prod., 2007, 70(6), 948-953.
[http://dx.doi.org/10.1021/np0780001] [PMID: 17488130]
[13]
Peng, X.R.; Liu, J.Q.; Wang, C.F.; Li, X.Y.; Shu, Y.; Zhou, L.; Qiu, M.H. Hepatoprotective effects of triterpenoids from Ganoderma cochlear. J. Nat. Prod., 2014, 77(4), 737-743.
[http://dx.doi.org/10.1021/np400323u] [PMID: 24559087]
[14]
Niu, X.M.; Qiu, M.H.; Li, Z.R.; Lu, Y.; Cao, P.; Zheng, Q.T. Two novel 3,4-seco-trinorlanostane triterpenoids isolated from Ganoderma fornicatum. Tetrahedron Lett., 2004, 45(14), 2989-2993.
[http://dx.doi.org/10.1016/j.tetlet.2004.02.056]
[15]
Gao, X.M.; Pu, J.X.; Huang, S.X.; Lu, Y.; Lou, L.G.; Li, R.T.; Xiao, W.L.; Chang, Y.; Sun, H.D. Kadcoccilactones A-J, triterpenoids from Kadsura coccinea. J. Nat. Prod., 2008, 71(7), 1182-1188.
[http://dx.doi.org/10.1021/np800078x] [PMID: 18590312]
[16]
Li, H.; Wang, L.; Miyata, S.; Kitanaka, S. Kadsuracoccinic acids A-C, ring-A seco-lanostane triterpenes from Kadsura coccinea and their effects on embryonic cell division of Xenopus laevis. J. Nat. Prod., 2008, 71(4), 739-741.
[http://dx.doi.org/10.1021/np700739t] [PMID: 18271558]
[17]
Yang, J.H.; Wen, J.; Du, X.; Li, X.N.; Sun, H.D. Triterpenoids from the stems of Kadsura ananosma. Tetrahedron, 2010, 66(46), 8880-8887.
[http://dx.doi.org/10.1016/j.tet.2010.09.059]
[18]
Zou, J.; Yang, L.B.; Jiang, J.; Diao, Y.Y.; Li, X.N.; Huang, J.; Yang, J.H.; Li, H.L.; Xiao, W.L.; Du, X.; Shang, S.Z.; Pu, J.X.; Sun, H.D. Lanostane triterpenoids from the stems of Schisandra glaucescens. Planta Med., 2012, 78(5), 472-479.
[http://dx.doi.org/10.1055/s-0031-1298214] [PMID: 22281717]
[19]
Lei, C.; Huang, S.X.; Pu, J.X.; Liu, J.P.; Yang, G.Y.; Yang, L.B.; Lu, Y.; Chen, J.J.; Lu, Y.; Xiao, W.L.; Sun, H.D. Lanopropic acid, a novel natural 2,3-secolanostane triterpenoid from Schisandra propinqua var. propinqua. Planta Med., 2008, 74(3), 292-295.
[http://dx.doi.org/10.1055/s-2008-1034306] [PMID: 18266201]
[20]
Liang, C.Q.; Shi, Y.M.; Wang, W.G.; Hu, Z.X.; Li, Y.; Zheng, Y.T.; Li, X.N.; Du, X.; Pu, J.X.; Xiao, W.L.; Zhang, H.B.; Sun, H.D. Kadcoccinic acids A–J, triterpene acids from Kadsura coccinea. J. Nat. Prod., 2015, 78(8), 2067-2073.
[http://dx.doi.org/10.1021/acs.jnatprod.5b00392] [PMID: 26214125]
[21]
Lin, K.W.; Maitraie, D.; Huang, A.M.; Wang, J.P.; Lin, C.N. Triterpenoids and an alkamide from Ganoderma tsugae. Fitoterapia, 2016, 108, 73-80.
[http://dx.doi.org/10.1016/j.fitote.2015.11.003] [PMID: 26598137]
[22]
Yang, L.B.; Qin, B.; Feng, S.M.; Liu, S.J.; Song, X.M. A new triterpenoid from traditional chinese medicine Poria cocos. J. Chem. Res., 2010, 34(10), 553-554.
[http://dx.doi.org/10.3184/030823410X12853461890093]
[23]
Yang, C.H.; Zhang, S.F.; Liu, W-Y.; Zhang, Z.J.; Liu, J.H. Two new triterpenes from the surface layer of Poria cocos. Helv. Chim. Acta, 2009, 92, 660-667.
[http://dx.doi.org/10.1002/hlca.200800360]
[24]
El Dine, R.S.; El Halawany, A.M.; Ma, C.M.; Hattori, M. Anti-HIV-1 protease activity of lanostane triterpenes from the vietnamese mushroom Ganoderma colossum. J. Nat. Prod., 2008, 71(6), 1022-1026.
[http://dx.doi.org/10.1021/np8001139] [PMID: 18547117]
[25]
Campos Ziegenbein, F.; Hanssen, H-P.; König, W.A. Secondary metabolites from Ganoderma lucidum and Spongiporus leucomallellus. Phytochemistry, 2006, 67(2), 202-211.
[http://dx.doi.org/10.1016/j.phytochem.2005.10.025] [PMID: 16356517]
[26]
Xia, J.H.; Zhang, S.D.; Li, Y.L.; Wu, L.; Zhu, Z.J.; Yang, X.W.; Zeng, H.W.; Li, H.L.; Wang, N.; Steinmetz, A.; Zhang, W.D. Sesquiterpenoids and triterpenoids from Abies holophylla and their bioactivities. Phytochemistry, 2012, 74, 178-184.
[http://dx.doi.org/10.1016/j.phytochem.2011.11.011] [PMID: 22169016]
[27]
Wada, S.; Iida, A.; Tanaka, R. Triterpenoid constituents isolated from the bark of Abies sachalinensis. J. Nat. Prod., 2002, 65(11), 1657-1659.
[http://dx.doi.org/10.1021/np020282b] [PMID: 12444693]
[28]
Gao, H.Y.; Wu, L.J.; Nakane, T.; Shirota, O.; Kuroyanagi, M. Rearranged lanostane triterpenoids from Abies sachalinensis (III). Chem. Pharm. Bull. (Tokyo), 2008, 56(9), 1352-1354.
[http://dx.doi.org/10.1248/cpb.56.1352] [PMID: 18758118]
[29]
Wu, X.D.; He, J.; Shen, Y.; Dong, L.B.; Pan, Z.R.; Xu, G.; Gong, X.; Song, L.D.; Leng, Y.; Li, Y.; Peng, L.Y.; Zhao, Q.S. Pseudoferic acids A–C, three novel triterpenoids from the root bark of Pseudolarix kaempferi. Tetrahedron Lett., 2012, 53, 800-803.
[http://dx.doi.org/10.1016/j.tetlet.2011.12.004]
[30]
Lakornwong, W.; Kanokmedhakul, K.; Kanokmedhakul, S.; Kongsaeree, P.; Prabpai, S.; Sibounnavong, P.; Soytong, K. Triterpene lactones from cultures of Ganoderma sp. KM01. J. Nat. Prod., 2014, 77(7), 1545-1553.
[http://dx.doi.org/10.1021/np400846k] [PMID: 24992637]
[31]
Zhou, S.Y.; Wang, W.G.; Li, H.M.; Zhang, R.B.; Li, H.Z.; Li, R.T. Schisanlactone H and sphenanthin A, new metabolites from Schisandra sphenanthera. J. Asian Nat. Prod. Res., 2009, 11(10), 861-866.
[http://dx.doi.org/10.1080/10286020903066845] [PMID: 20183247]
[32]
Ren, R.; Luo, G.J.; Li, H.M.; Wu, Z.Y.; Li, H.Z.; Li, R.T.; Schisanlactone, G. a new 3,4-seco-lanostane triterpenoid from Schisandra sphenanthera. Chin. Chem. Lett., 2009, 20(5), 601-603.
[http://dx.doi.org/10.1016/j.cclet.2008.12.053]
[33]
Li, R.T.; Han, Q.B.; Zhao, A.H.; Sun, H.D. Micranoic acids A and B: two new octanortriterpenoids from Schisandra micrantha. Chem. Pharm. Bull. (Tokyo), 2003, 51(10), 1174-1176.
[http://dx.doi.org/10.1248/cpb.51.1174] [PMID: 14519924]
[34]
Peng, X.R.; Huang, Y.J.; Lu, S.Y.; Yang, J.; Qiu, M.H. Ganolearic acid A, a hexanorlanostane triterpenoid with a 3/5/6/5-fused tetracyclic skeleton from Ganoderma cochlear. J. Org. Chem., 2018, 83(21), 13178-13183.
[http://dx.doi.org/10.1021/acs.joc.8b01906] [PMID: 30346171]
[35]
Isaka, M.; Chinthanoma, P.; Mayteeworakoona, S.; Laoteng, K.; Suvannakada, R.; Choeyklinb, R. Lanostane triterpenoids from cultivated fruiting bodies of the basidiomycete Ganoderma orbiforme. Phytochem. Lett., 2017, 21, 251-255.
[http://dx.doi.org/10.1016/j.phytol.2017.07.010]
[36]
Ma, K.; Ren, J.; Han, J.; Bao, L.; Li, L.; Yao, Y.; Sun, C.; Zhou, B.; Liu, H.; Ganoboninketals, A-C. antiplasmodial 3,4-seco-27-norlanostane triterpenes from Ganoderma boninense Pat. J. Nat. Prod., 2014, 77(8), 1847-1852.
[http://dx.doi.org/10.1021/np5002863] [PMID: 25076059]
[37]
Li, W.; Chinthanom, P.; Rachtawee, P.; Intereya, K.; Feng, T.; Liu, J.K.; Isaka, M. Isolation of 3,4-seco-27-norlanostane triterpenoids from cultivated fruiting bodies of Ganoderma orbiforme. Phytochem. Lett., 2018, 28, 104-109.
[http://dx.doi.org/10.1016/j.phytol.2018.09.017]
[38]
Ke, M.; Li, L.; Li, B.; Wei, H.L.; Chen, S.; Bing, Z.; Yi, S.S.; Wei, L.H. Six new 3,4-seco-27-norlanostane triterpenes from the medicinal mushroom Ganoderma boninense and their antiplasmodial activity and agonistic activity to LXRβ. Tetrahedron, 2015, 71(12), 1808-1814.
[http://dx.doi.org/10.1016/j.tet.2015.02.002]
[39]
El-Dib, R.; Kaloga, M.; Mahmoud, I.; Soliman, H.S.; Moharram, F.A.; Kolodziej, H. Sablacaurin A and B, two 19-nor-3,4-seco-lanostane-type triterpenoids from Sabal causiarum and Sabal blackburniana, respectively. Phytochemistry, 2004, 65(8), 1153-1157.
[http://dx.doi.org/10.1016/j.phytochem.2004.02.026 PMID: 15110697]
[40]
He, F.; Pu, J.X.; Huang, S.X.; Wang, Y.Y.; Xiao, W.L.; Li, L.M.; Liu, J.P.; Zhang, H.B.; Li, Y.; Sun, H.D.; Schinalactone, A. Schinalactone A, a new cytotoxic triterpenoid from Schisandra sphenanthera. Org. Lett., 2010, 12(6), 1208-1211.
[http://dx.doi.org/10.1021/ol902974j] [PMID: 20180522]
[41]
Kongkum, N.; Tuchinda, P.; Pohmakotr, M.; Reutrakul, V.; Piyachaturawat, P.; Jariyawat, S.; Suksen, K.; Akkarawongsapat, R.; Kasisit, J.; Napaswad, C. Cytotoxic, antitopoisomerase IIα, and anti-HIV-1 activities of triterpenoids isolated from leaves and twigs of Gardenia carinata. J. Nat. Prod., 2013, 76(4), 530-537.
[http://dx.doi.org/10.1021/np3006887] [PMID: 23550966]
[42]
Lavoie, S.; Legault, J.; Gauthier, C.; Mshvildadze, V.; Mercier, S.; Pichette, A. Abibalsamins A and B, two new tetraterpenoids from Abies balsamea oleoresin. Org. Lett., 2012, 14(6), 1504-1507.
[http://dx.doi.org/10.1021/ol300237f] [PMID: 22394397]
[43]
Kuroyanagi, M.; Sugiyama, K.; Kanazawa, M.; Kawahara, N.; Novel, A. Novel A-seco-rearranged lanostane triterpenoids from Abies sachalinensis. Chem. Pharm. Bull. (Tokyo), 2000, 48(12), 1917-1920.
[http://dx.doi.org/10.1248/cpb.48.1917] [PMID: 11145144]
[44]
Sun, B.; Hou, B.; Huang, J.; Wu, L.; Kuroyanagi, M.; Gao, H. Two novel A-seco-rearranged lanostane triterpenoids from Abies sachalinensis. Arch. Pharm. Res., 2008, 31(12), 1530-1533.
[http://dx.doi.org/10.1007/s12272-001-2146-6] [PMID: 19099219]
[45]
Xu, H.C.; Hu, K.; Shi, X.H.; Tang, J.W.; Li, X.N.; Sun, H.D.; Puno, P. Synergistic use of NMR computation and quantitative interproton distance analysis in structural determination of neokadcoccitane A, a rearranged triterpenoid featuring an aromatic ring D from Kadsura coccinea. Org. Chem. Front., 2019, 6, 1619-1626.
[http://dx.doi.org/10.1039/C9QO00281B]
[46]
Cao, L.; Li, B.; Shehla, N.; Gong, L.M.; Jian, Y.Q.; Peng, C.Y.; Sheng, W.B.; Liu, L.P.; Cai, X.; Man, R.Y.; Liao, D.F.; Zhu, X.Q.; Choudhary, M.I.; Rahman, A.U.; Wang, W. Triterpenoids from stems of Kadsura heteroclita. Fitoterapia, 2020, 140104441
[http://dx.doi.org/10.1016/j.fitote.2019.104441] [PMID: 31778760]
[47]
Chen, D.F.; Zhang, S.X.; Wang, H.K.; Zhang, S.Y.; Sun, Q.Z.; Cosentino, L.M.; Lee, K.H. Novel anti-HIV lancilactone C and related triterpenes from Kadsura lancilimba. J. Nat. Prod., 1999, 62(1), 94-97.
[http://dx.doi.org/10.1021/np980291d] [PMID: 9917290]
[48]
Yoshikawa, K.; Kouso, K.; Takahashi, J.; Matsuda, A.; Okazoe, M.; Umeyama, A.; Arihara, S. Cytotoxic constituents of the fruit body of Daedalea dickisii. J. Nat. Prod., 2005, 68(6), 911-914.
[http://dx.doi.org/10.1021/np058024c] [PMID: 15974617]
[49]
Yoshikawa, K.; Nishimura, N.; Bando, S.; Arihara, S.; Matsumura, E.; Katayama, S. New lanostanoids, elfvingic acids A-H, from the fruit body of Elfvingia applanata. J. Nat. Prod., 2002, 65(4), 548-552.
[http://dx.doi.org/10.1021/np0103160] [PMID: 11975498]
[50]
Peng, X.; Li, L.; Dong, J.; Lu, S.; Lu, J.; Li, X.; Zhou, L.; Qiu, M. Lanostane-type triterpenoids from the fruiting bodies of Ganoderma applanatum. Phytochemistry, 2019, 157, 103-110.
[http://dx.doi.org/10.1016/j.phytochem.2018.10.011] [PMID: 30390604]
[51]
Ling, Y.; Chen, M.; Wang, K.; Sun, Z.; Li, Z.; Wu, B.; Huang, C. Systematic screening and characterization of the major bioactive components of Poria cocos and their metabolites in rats by LC-ESI-MS(n). Biomed. Chromatogr., 2012, 26(9), 1109-1117.
[http://dx.doi.org/10.1002/bmc.1756] [PMID: 22213174]
[52]
Happi, G.M.; Kouam, S.F.; Talontsi, F.M.; Lamshöft, M.; Zühlke, S.; Bauer, J.O.; Strohmann, C.; Spiteller, M. Antiplasmodial and cytotoxic triterpenoids from the bark of the cameroonian medicinal plant Entandrophragma congoënse. J. Nat. Prod., 2015, 78(4), 604-614.
[http://dx.doi.org/10.1021/np5004164] [PMID: 25871440]
[53]
Happi, G.M.; Talontsi, F.M.; Laatsch, H.; Zühlke, S.; Ngadjui, B.T.; Spiteller, M.; Kouam, S.F. seco-Tiaminic acids B and C: Identification of two novel 3,4-seco-tirucallane triterpenoids isolated from the root of Entandrophragma congoënse (Meliaceae). Fitoterapia, 2018, 124, 17-22.
[54]
Gao, H.Y.; Wu, L.J.; Nakane, T.; Shirota, O.; Kuroyanagi, M. Novel lanostane and rearranged lanostane-type triterpenoids from Abies sachalinensis - II -. Chem. Pharm. Bull. (Tokyo), 2008, 56(4), 554-558.
[55]
Ou, Y.B.; Liu, H.B.; Ge, Y.Z.; Li, H.A.; Zhang, H. Chemical constituents of Aglaia abbreviata. Chem. Nat. Compd., 2014, 50(2), 298-301.
[56]
Li, S.; Cui, B.; Liu, Q.; Tang, L.; Yang, Y.; Jin, X.; Shen, Z. New triterpenoids from the leaves of Cyclocarya paliurus. Planta Med., 2012, 78(3), 290-296.
[57]
Chen, Y.J.; Na, L.; Fan, J.; Zhao, J.; Hussain, N.; Jian, Y.Q.; Yuan, H.; Li, B.; Liu, B.; Choudhary, M.I.; Khan, I.; Wang, W. Seco-dammarane triterpenoids from the leaves of Cyclocarya paliurus. Phytochemistry, 2018, 145, 85-92.
[http://dx.doi.org/10.1016/j.phytochem.2017.10.013] [PMID: 29107810]
[58]
Xuan, T.Y.; Tan, J.; Sun, H.H.; Yang, C.; Lv, W.Y.; Zhang, J.H.; Zhang, K.Q.; Nie, Z.Q.; Ye, Z.J.; He, X.A.; Zhu, G.Z.; Xu, K.P.; Cyclocarioside, O-Q. three novel seco-dammarane triterpenoid glycosides from the leaves of Cyclocarya paliurus. Nat. Prod. Res., 2019, •••, 1-7.
[http://dx.doi.org/10.1080/14786419.2019.1616722] [PMID: 31198051]
[59]
Fang, Z. J.; Shen, S. N.; Wang, J. M.; Wu, Y. J.; Zhou, C. X.; Mo, J. X.; Lin, L. G.; Gan, L. S. 2019.
[60]
Pham, H.T.T.; Ha, T.K.Q.; Cho, H.M.; Lee, B.W.; An, J.P.; Tran, V.O.; Oh, W.K. Insulin mimetic activity of 3,4-seco and hexanordammarane triterpenoids isolated from Gynostemma longipes. J. Nat. Prod., 2018, 81(11), 2470-2482.
[http://dx.doi.org/10.1021/acs.jnatprod.8b00524] [PMID: 30387350]
[61]
Joycharat, N.; Plodpai, P.; Panthong, K.; Yingyongnarongkul, B-e.; Voravuthikunchai, S.P. Terpenoid constituents and antifungal activity of Aglaia forbesii seed against phytopathogens. Revue Canadienne De Chimie, 2010, 88(9), 937-944.
[http://dx.doi.org/10.1139/V10-085]
[62]
Zhang, X.Y.; Zhang, R.T.; Cai, X.H.; Liu, Y.P.; Luo, X.D. Two new compounds from the bark of Dysoxylum hainanense. Zeitschrift Für Naturforschung B, 2010, 65(9), 1161-1163.
[http://dx.doi.org/10.1515/znb-2010-0917]
[63]
Yan, H.J.; Wang, J.S.; Kong, L.Y. Cytotoxic dammarane-type triterpenoids from the stem bark of Dysoxylum binecteriferum. J. Nat. Prod., 2014, 77(2), 234-242.
[http://dx.doi.org/10.1021/np400700g] [PMID: 24547740]
[64]
Wah, L.K.; Abas, F.; Cordell, G.A.; Ito, H.; Ismail, I.S. Steroids from Dysoxylum grande (Meliaceae) leaves. Steroids, 2013, 78(2), 210-219.
[http://dx.doi.org/10.1016/j.steroids.2012.09.011] [PMID: 23178158]
[65]
Pointinger, S.; Promdang, S.; Vajrodaya, S.; Pannell, C.M.; Hofer, O.; Mereiter, K.; Greger, H. Silvaglins and related 2,3-secodammarane derivatives - unusual types of triterpenes from Aglaia silvestris. Phytochemistry, 2008, 69(15), 2696-2703.
[http://dx.doi.org/10.1016/j.phytochem.2008.08.025] [PMID: 18930298]
[66]
Seger, C.; Pointinger, S.; Greger, H.; Hofer, O. Isoeichlerianic acid from Aglaia silvestris and revision of the stereochemistry of foveolin B. Tetrahedron Lett., 2008, 49(27), 4313-4315.
[http://dx.doi.org/10.1016/j.tetlet.2008.04.109]
[67]
Hong, Z.L.; Xiong, J.; Wu, S.B.; Zhu, J.J.; Hong, J.L.; Zhao, Y.; Xia, G.; Hu, J.F. Tetracyclic triterpenoids and terpenylated coumarins from the bark of Ailanthus altissima (“Tree of Heaven”). Phytochemistry, 2013, 86, 159-167.
[http://dx.doi.org/10.1016/j.phytochem.2012.10.008] [PMID: 23153518]
[68]
Zhang, Y.; Wang, J.S.; Wang, X.B.; Gu, Y.C.; Kong, L.Y.; Polystanins, A-D. Polystanins A-D, four new protolimonoids from the fruits of Aphanamixis polystachya. Chem. Pharm. Bull. (Tokyo), 2013, 61(1), 75-81.
[http://dx.doi.org/10.1248/cpb.c12-00332] [PMID: 23302588]
[69]
Zhang, F.; Wang, J.S.; Gu, Y.C.; Kong, L.Y. Cytotoxic and anti-inflammatory triterpenoids from Toona ciliata. J. Nat. Prod., 2012, 75(4), 538-546.
[http://dx.doi.org/10.1021/np200579b] [PMID: 22537362]
[70]
Nugroho, A.E.; Momota, T.; Sugiura, R.; Hanzawa, M.; Yajima, E.; Nagakura, Y.; Yasuda, N.; Hirasawa, Y.; Wong, C.P.; Kaneda, T.; Hadi, A.H.A.; Fukaya, H.; Morita, H.; Dysotriflorins, A-M. triterpenoids from Dysoxylum densiflorum. Tetrahedron, 2014, 70(51), 9661-9667.
[http://dx.doi.org/10.1016/j.tet.2014.10.070]
[71]
Liang, Y.; Wang, W.X.; Wu, X.; Wang, M.; Pu, C.J.; Li, Z.H.; Feng, T.; He, J.; Liu, J.K.; Panisuffrutin, A. a highly degraded seco-triterpene derivative from Paeonia suffruticosa var. papaveracea (Andr.). Kerner. Tetrahedron Lett., 2019, 60(28), 1838-1840.
[http://dx.doi.org/10.1016/j.tetlet.2019.06.009]
[72]
Tan, J.W.; Dong, Z.J.; Liu, J.K. New terpenoids from basidiomycetes Russula lepida. Helv. Chim. Acta, 2000, 83(12), 3191-3197.
[http://dx.doi.org/10.1002/1522-2675(20001220)83:12<3191:AID-HLCA3191>3.0.CO;2-V]
[73]
Clericuzio, M.; Cassino, C.; Corana, F.; Vidari, G. Terpenoids from Russula lepida and R. amarissima (Basidiomycota, Russulaceae). Phytochemistry, 2012, 84, 154-159.
[http://dx.doi.org/10.1016/j.phytochem.2012.07.024] [PMID: 22938994]
[74]
Liu, Y.; Chen, G.; Chen, X.; Chen, S.X.; Gan, L.S.; Yuan, T.; Colocynthenins, A-D. ring-A seco-cucurbitane triterpenoids from the fruits of Citrullus colocynthis. J. Nat. Prod., 2018, 81(9), 2115-2119.
[http://dx.doi.org/10.1021/acs.jnatprod.8b00461] [PMID: 30183289]
[75]
Tan, J.W.; Dong, Z.J.; Ding, Z.H.; Liu, J.K. Lepidolide, a novel Seco-ring-A cucurbitane triterpenoid from Russula lepida (Basidiomycetes). Zeitschrift fuer Naturforschung, C. J. Biosci., 2002, 57(11-12), 963-965.
[76]
Clericuzio, M.; Vidari, G.; Cassino, C.; Legnani, L.; Toma, L. Roseic acid and roseolactones A and B, furan-cucurbitane triterpenes from Russula aurora and R. minutula (Basidiomycota). Eur. J. Org. Chem., 2015, 2014(25), 5462-5468.
[http://dx.doi.org/10.1002/ejoc.201402208]
[77]
Yang, X.W.; Li, S.M.; Wu, L.; Li, Y.L.; Feng, L.; Shen, Y.H.; Tian, J.M.; Tang, J.; Wang, N.; Liu, Y.; Zhang, W.D.; Abiesatrines, A-J. Abiesatrines A-J: anti-inflammatory and antitumor triterpenoids from Abies georgei Orr. Org. Biomol. Chem., 2010, 8(11), 2609-2616.
[http://dx.doi.org/10.1039/c001885f] [PMID: 20372737]
[78]
Wang, H.; Ning, R.; Shen, Y.; Chen, Z.; Li, J.; Zhang, R.; Leng, Y.; Zhao, W. Lithocarpic acids A–N, 3,4-seco-cycloartane derivatives from the cupules of Lithocarpus polystachyus. J. Nat. Prod., 2014, 77(8), 1910-1920.
[http://dx.doi.org/10.1021/np500379f] [PMID: 25098388]
[79]
Ning, R.N.; Wang, H.M.; Shen, Y.; Chen, Z.H.; Zhang, R.J.; Leng, Y.; Zhao, W.M. Lithocarpic acids O-S, five homo-cycloartane derivatives from the cupules of Lithocarpus polystachyus. Bioorg. Med. Chem. Lett., 2014, 24(23), 5395-5398.
[http://dx.doi.org/10.1016/j.bmcl.2014.10.036] [PMID: 25453795]
[80]
Chen, Y.G.; Zhang, Y.; Liu, Y.; Xue, Y.M.; Wang, J.H. A new triterpenoid acid from Schisandra henryi. Chem. Nat. Compd., 2010, 46(4), 569-571.
[http://dx.doi.org/10.1007/s10600-010-9677-3]
[81]
Shu, Y.Z.; Cheng, L.; Yang, P.M. Advances in studies on chemical constituents in Kadsura coccinea and their pharmacological activities. Chin. Tradit. Herbal Drugs, 2011, 42(4), 805-813.
[82]
Nuanyai, T.; Sappapan, R.; Vilaivan, T.; Pudhom, K.; Gardenoins, E. Gardenoins E-H, cycloartane triterpenes from the apical buds of Gardenia obtusifolia. Chem. Pharm. Bull. (Tokyo), 2011, 59(3), 385-387.
[http://dx.doi.org/10.1248/cpb.59.385] [PMID: 21372423]
[83]
Popova, M.P.; Chinou, I.B.; Marekov, I.N.; Bankova, V.S. Terpenes with antimicrobial activity from Cretan propolis. Phytochemistry, 2009, 70(10), 1262-1271.
[http://dx.doi.org/10.1016/j.phytochem.2009.07.025] [PMID: 19698962]
[84]
Zou, J.; Jiang, J.; Diao, Y.Y.; Yang, L.B.; Huang, J.; Li, H.L.; Du, X.; Xiao, W.L.; Pu, J.X.; Sun, H.D. Cycloartane triterpenoids from the stems of Schisandra glaucescens and their bioactivity. Fitoterapia, 2012, 83(5), 926-931.
[http://dx.doi.org/10.1016/j.fitote.2012.04.007] [PMID: 22537642]
[85]
Wu, W.; Ruan, H. Triterpenoids and lignans from the stems of Schisandra glaucescens. Nat. Prod. Res., 2019, 33(3), 328-334.
[http://dx.doi.org/10.1080/14786419.2018.1448980] [PMID: 29527951]
[86]
Sun, R.; Song, H.C.; Wang, C.R.; Shen, K.Z.; Xu, Y.B.; Gao, Y.X.; Chen, Y.G.; Dong, J.Y. Compounds from Kadsura angustifolia with anti-HIV activity. Bioorg. Med. Chem. Lett., 2011, 21(3), 961-965.
[http://dx.doi.org/10.1016/j.bmcl.2010.12.055] [PMID: 21232955]
[87]
Grougnet, R.; Magiatis, P.; Mitaku, S.; Loizou, S.; Moutsatsou, P.; Terzis, A.; Cabalion, P.; Tillequin, F.; Michel, S. seco-Cycloartane triterpenes from Gardenia aubryi. J. Nat. Prod., 2006, 69(12), 1711-1714.
[http://dx.doi.org/10.1021/np060273t] [PMID: 17190447]
[88]
Kunert, O.; Sreekanth, G.; Babu, G.S.; Rao, B.V.R.A.; Radhakishan, M.; Kumar, B.R.; Saf, R.; Rao, A.V.N.A.; Schühly, W. Cycloartane triterpenes from dikamali, the gum resin of Gardenia gummifera and Gardenia lucida. Chem. Biodivers., 2009, 6(8), 1185-1192.
[http://dx.doi.org/10.1002/cbdv.200800339] [PMID: 19697336]
[89]
Tuchinda, P.; Pompimon, W.; Reutrakul, V.; Pohmakotr, M.; Yoosook, C.; Kongyai, N.; Sophasan, S.; Sujarit, K.; Upathum, S.E.; Santisuk, T. Cytotoxic and anti-HIV-1 constituents of Gardenia obtusifolia and their modified compounds. Tetrahedron, 2002, 58(40), 8073-8086.
[http://dx.doi.org/10.1016/S0040-4020(02)00999-7]
[90]
Nuanyai, T.; Sappapan, R.; Teerawatananond, T.; Muangsin, N.; Pudhom, K. Cytotoxic 3,4-seco-cycloartane triterpenes from Gardenia sootepensis. J. Nat. Prod., 2009, 72(6), 1161-1164.
[http://dx.doi.org/10.1021/np900156k] [PMID: 19456120]
[91]
Nuanyai, T.; Chokpaiboon, S.; Vilaivan, T.; Pudhom, K. Cytotoxic 3,4-seco-cycloartane triterpenes from the exudate of Gardenia tubifera. J. Nat. Prod., 2010, 73(1), 51-54.
[http://dx.doi.org/10.1021/np900658t] [PMID: 20028108]
[92]
Zhang, L.S.; Wang, Y.L.; Liu, Q.; Zhou, C.X.; Mo, J.X.; Lin, L.G.; Gan, L.S. Three new 3,4-seco-cycloartane triterpenoids from the flower of Gardenia jasminoides. Phytochem. Lett., 2018, 23, 172-175.
[http://dx.doi.org/10.1016/j.phytol.2017.11.006]
[93]
Gandhe, S.; Lakavath, S.; Palatheeya, S.; Schuehly, W.; Amancha, K.; Kiran Reddy Nallamaddi, R.; Palepu, A.; Thakur, Y.; Rao Adavi Rao Belvotagi, V.; Kumar Bobbala, R.; Narasimha Appa Rao Achanta, V.; Kunert, O. Cycloartanes from the gum resin of Gardenia gummifera L.f. Chem. Biodivers., 2013, 10(9), 1613-1622.
[http://dx.doi.org/10.1002/cbdv.201200383] [PMID: 24078595]
[94]
Nuanyai, T.; Sappapan, R.; Vilaivan, T.; Pudhom, K. Cycloartane triterpenes from the exudate of Gardenia thailandica. Phytochem. Lett., 2011, 4(1), 26-29.
[http://dx.doi.org/10.1016/j.phytol.2010.10.003]
[95]
Xiao, W.L.; Tian, R.R.; Pu, J.X.; Li, X.; Wu, L.; Lu, Y.; Li, S.H.; Li, R.T.; Zheng, Y.T.; Zheng, Q.T.; Sun, H.D. Triterpenoids from Schisandra lancifolia with anti-HIV-1 activity. J. Nat. Prod., 2006, 69(2), 277-279.
[http://dx.doi.org/10.1021/np0503303] [PMID: 16499331]
[96]
Pudhom, K.; Nuanyai, T.; Matsubara, K. Cytotoxic and anti-angiogenic properties of minor 3,4-seco-cycloartanes from Gardenia sootepensis exudate. Chem. Pharm. Bull. (Tokyo), 2012, 60(12), 1538-1543.
[http://dx.doi.org/10.1248/cpb.c12-00699] [PMID: 23207634]
[97]
Yang, J.H.; Pu, J.X.; Wen, J.; Li, X.N.; He, F.; Su, J.; Li, Y.; Sun, H.D. Unusual cycloartane triterpenoids from Kadsura ananosma. Phytochemistry, 2015, 109, 36-42.
[http://dx.doi.org/10.1016/j.phytochem.2014.10.014 PMID: 25457490]
[98]
Wang, W.; Liu, J.; Han, J.; Xu, Z.; Liu, R.; Liu, P.; Wang, W.; Ma, X.; Guan, S.; Guo, D. New triterpenoids from Kadsura heteroclita and their cytotoxic activity. Planta Med., 2006, 72(5), 450-457.
[http://dx.doi.org/10.1055/s-2005-916263] [PMID: 16557460]
[99]
Wang, W.; Liu, J.Z.; Ma, X.C.; Yang, M.; Wang, W.X.; Xu, Z.R.; Liu, P.; Guo, D.A. Three new cyclolanostane triterpenoids from the ethanol extract of the stems of Kadsura heteroclita. Helv. Chim. Acta, 2006, 89(9), 1888-1893.
[http://dx.doi.org/10.1002/hlca.200690180]
[100]
Jia, Z.W.; Lu, Y.; Liao, Z.X.; Chen, D.F. Two new triterpene lactones from the stems of Kadsura polysperma. Helv. Chim. Acta, 2007, 90(6), 1236-1243.
[http://dx.doi.org/10.1002/hlca.200790124]
[101]
Lei, C.; Pu, J.X.; Xiao, W.L.; Yang, L.B.; Liu, J.P.; Chen, J.J.; Sun, H.D. Propinic lactones A and B, two new triterpenoids from Schisandra propinqua var. propinqua and the aignificance in biosythesis pathway. Chin. J. Nat. Med., 2010, 8(1), 1-5.
[http://dx.doi.org/10.3724/SP.J.1009.2010.00001]
[102]
Huang, S.X.; Han, Q.B.; Lei, C.; Pu, J.X.; Xiao, W.L.; Yu, J.L.; Yang, L.M.; Xu, H.X.; Zheng, Y.T.; Sun, H.D. Isolation and characterization of miscellaneous terpenoids of Schisandra chinensis. Tetrahedron, 2008, 64(19), 4260-4267.
[http://dx.doi.org/10.1016/j.tet.2008.02.085]
[103]
Weber, S.; Puripattanavong, J.; Brecht, V.; Frahm, A.W. Phytochemical investigation of Aglaia rubiginosa. J. Nat. Prod., 2000, 63(5), 636-642.
[http://dx.doi.org/10.1021/np9905923] [PMID: 10843575]
[104]
Kashiwada, Y.; Nishimura, K.; Kurimoto, S.; Takaishi, Y. New 29-nor-cycloartanes with a 3,4-seco- and a novel 2,3-seco-structure from the leaves of Sinocalycanthus chinensis. Bioorg. Med. Chem., 2011, 19(9), 2790-2796.
[http://dx.doi.org/10.1016/j.bmc.2011.03.055] [PMID: 21493075]
[105]
Lee, D.H.; Cuendet, M.; Axelrod, F.P.I. C.; Fong, H. H. S.; Pezzuto, J. M.; Kinghorn, A. D., Novel 29-nor-3,4-seco-cycloartane triterpene methyl esters from the aerial parts of Antirhea acutata. Tetrahedron, 2001, 57(33), 7107-7112.
[http://dx.doi.org/10.1016/S0040-4020(01)00664-0]
[106]
Nomoto, Y.; Harinantenaina, L.; Sugimoto, S.; Matsunami, K.; Otsuka, H. 3,4-seco-24-homo-28-nor-Cycloartane and drimane-type sesquiterpenes and their lactams from the EtOAc-soluble fraction of a leaf extract of Cinnamosma fragrans and their biological activity. J. Nat. Med., 2014, 68(3), 513-520.
[http://dx.doi.org/10.1007/s11418-014-0828-x] [PMID: 24633883]
[107]
Namukobe, J.; Kiremire, B.T.; Byamukama, R.; Kasenene, J.M.; Dumontet, V.; Guéritte, F.; Krief, S.; Florent, I.; Kabasa, J.D. Cycloartane triterpenes from the leaves of Neoboutonia macrocalyx L. Phytochemistry, 2014, 102, 189-196.
[http://dx.doi.org/10.1016/j.phytochem.2014.02.005 PMID: 24680168]
[108]
Lei, C.; Huang, Q.H.; Zhao, T.; Wang, P.P.; Li, J.Y.; Li, J.; Hou, A.J. New triterpenoids and PTP1B inhibitory constituents of Pseudolarix amabilis. Fitoterapia, 2019, 139104414
[http://dx.doi.org/10.1016/j.fitote.2019.104414] [PMID: 31705950]
[109]
Reutrakul, V.; Krachangchaeng, C.; Tuchinda, P.; Pohmakotr, M.; Jaipetch, T.; Yoosook, C.; Kasisit, J.; Sophasan, S.; Sujarit, K.; Santisuk, T. Cytotoxic and anti-HIV-1 constituents from leaves and twigs of Gardenia tubifera. Tetrahedron, 2004, 60(7), 1517-1523.
[http://dx.doi.org/10.1016/j.tet.2003.12.010]
[110]
Nian, Y.; Wang, H.Y.; Su, J.; Zhou, L.; Feng, G.; Li, Y.; Qiu, M.H. Cytotoxic cycloartane triterpenes from the roots of Cimicifuga heracleifolia. Tetrahedron, 2012, 68, 6521-6527.
[http://dx.doi.org/10.1016/j.tet.2012.05.083]
[111]
Nishida, M.; Yoshimitsu, H.; Okawa, M.; Ikeda, T.; Nohara, T. Two new 15,16-seco-cycloartane glycosides from Cimicifuga rhizome. Chem. Pharm. Bull. (Tokyo), 2003, 51(10), 1215-1216.
[http://dx.doi.org/10.1248/cpb.51.1215] [PMID: 14519935]
[112]
Bao, N.M.; Nian, Y.; Zhu, G.L.; Wang, W.H.; Zhou, L.; Qiu, M.H. Cytotoxic 9,19-cycloartane triterpenes from the aerial parts of Cimicifuga yunnanensis. Fitoterapia, 2014, 99, 191-197.
[http://dx.doi.org/10.1016/j.fitote.2014.05.019] [PMID: 24887699]
[113]
Nian, Y.; Zhu, H.; Tang, W.R.; Luo, Y.; Du, J.; Qiu, M.H. Triterpenes from the aerial parts of Cimicifuga yunnanensis and their antiproliferative effects on p53(N236S) mouse embryonic fibroblasts. J. Nat. Prod., 2013, 76(5), 896-902.
[http://dx.doi.org/10.1021/np4000262] [PMID: 23621813]
[114]
Shi, Q.Q.; Wang, W.H.; Lu, J.; Li, D.S.; Zhou, L.; Qiu, M.H. New cytotoxic cycloartane triterpenes from the aerial parts of Actaea heracleifolia (syn. Cimicifuga heracleifolia). Planta Med., 2019, 85(2), 154-159.
[http://dx.doi.org/10.1055/a-0733-7229] [PMID: 30231263]
[115]
Wang, W.; Liu, J.; Yang, M.; Sun, J.; Wang, X.; Liu, R.; Guo, D. Simultaneous determination of six major constituents in the stems of Kadsura heteroclita by LC-DAD. Chromatographia, 2006, 64(5-6), 297-302.
[http://dx.doi.org/10.1365/s10337-006-0031-7]
[116]
Tang, Y.; Zhao, Z.Z.; Yao, J.N.; Feng, T.; Li, Z.H.; Chen, H.P.; Liu, J.K.; Irpeksins, A-E. 1,10-seco-eburicane-type triterpenoids from the medicinal fungus Irpex lacteus and their anti-NO activity. J. Nat. Prod., 2018, 81(10), 2163-2168.
[http://dx.doi.org/10.1021/acs.jnatprod.7b00845] [PMID: 30296083]
[117]
Hernandez, V.; De Leo, M.; Cotugno, R.; Braca, A.; De Tommasi, N.; Severino, L. New tirucallane-type triterpenoids from Guarea guidonia. Planta Med., 2018, 84(9-10), 716-720.
[118]
Schulz, S.; Arsene, C.; Tauber, M.; McNeil, J.N. Composition of lipids from sunflower pollen (Helianthus annuus). Phytochemistry, 2000, 54(3), 325-336.
[http://dx.doi.org/10.1016/S0031-9422(00)00089-3] [PMID: 10870188]
[119]
Ukiya, M.; Akihisa, T.; Tokuda, H.; Koike, K.; Takayasu, J.; Okuda, H.; Kimura, Y.; Nikaido, T.; Nishino, H. Isolation, structural elucidation, and inhibitory effects of terpenoid and lipid constituents from sunflower pollen on Epstein-Barr virus early antigen induced by tumor promoter, TPA. J. Agric. Food Chem., 2003, 51(10), 2949-2957.
[http://dx.doi.org/10.1021/jf0211231] [PMID: 12720376]
[120]
Zeng, Q.; Guan, B.; Qin, J.J.; Wang, C.H.; Cheng, X.R.; Ren, J.; Yan, S.K.; Jin, H.Z.; Zhang, W.D. 2,3-Seco- and 3,4-seco-tirucallane triterpenoid derivatives from the stems of Aphanamixis grandifolia Blume. Phytochemistry, 2012, 80, 148-155.
[http://dx.doi.org/10.1016/j.phytochem.2012.05.017 PMID: 22683319]
[121]
Orisadipe, A.T.; Adesomoju, A.A.; D’Ambrosio, M.; Guerriero, A.; Okogun, J.I. Tirucallane triterpenes from the leaf extract of Entandrophragma angolense. Phytochemistry, 2005, 66(19), 2324-2328.
[http://dx.doi.org/10.1016/j.phytochem.2005.07.017 PMID: 16150472]
[122]
Setzer, W.N.; Shen, X.; Bates, R.B.; Burns, J.R.; McClure, K.J.; Zhang, P.; Moriarity, D.M.; Lawton, R.O. A phytochemical investigation of Alchornea latifolia. Fitoterapia, 2000, 71(2), 195-198.
[http://dx.doi.org/10.1016/S0367-326X(99)00133-1 PMID: 10727820]
[123]
Caldwell, C.G.; Franzblau, S.G.; Suarez, E.; Timmermann, B.N. Oleanane triterpenes from Junellia tridens. J. Nat. Prod., 2000, 63(12), 1611-1614.
[http://dx.doi.org/10.1021/np0002233] [PMID: 11141098]
[124]
Rios, M.Y.; Salina, D.; Villarreal, M.L. Cytotoxic activity of moronic acid and identification of the new triterpene 3,4-seco-olean-18-ene-3,28-dioic acid from Phoradendron reichenbachianum. Planta Med., 2001, 67(5), 443-446.
[http://dx.doi.org/10.1055/s-2001-15823] [PMID: 11488459]
[125]
Muhammad, I.; El Sayed, K.A.; Mossa, J.S.; Al-Said, M.S.; El-Feraly, F.S.; Clark, A.M.; Hufford, C.D.; Oh, S.; Mayer, A.M.S. Bioactive 12-oleanene triterpene and secotriterpene acids from Maytenus undata. J. Nat. Prod., 2000, 63(5), 605-610.
[http://dx.doi.org/10.1021/np990456y] [PMID: 10843569]
[126]
Efdi, M.; Ninomiya, M.; Suryani, E.; Tanaka, K.; Ibrahim, S.; Watanabe, K.; Koketsu, M. Sentulic acid: a cytotoxic ring A-seco triterpenoid from Sandoricum koetjape Merr. Bioorg. Med. Chem. Lett., 2012, 22(13), 4242-4245.
[http://dx.doi.org/10.1016/j.bmcl.2012.05.043] [PMID: 22672802]
[127]
He, X.F.; Wang, X.N.; Yin, S.; Dong, L.; Yue, J.M.; Ring, A. Ring A-seco triterpenoids with antibacterial activity from Dysoxylum hainanense. Bioorg. Med. Chem. Lett., 2011, 21(1), 125-129.
[http://dx.doi.org/10.1016/j.bmcl.2010.11.057] [PMID: 21131198]
[128]
Zou, Y.H.; Liu, W.T.; Zhang, J.X.; Xiang, D.C. Triterpenoids from the bark of Dysoxylum hainanense and their anti-inflammatory and radical scavenging activity. Fitoterapia, 2017, 121, 159-163.
[http://dx.doi.org/10.1016/j.fitote.2017.07.012] [PMID: 28739177]
[129]
Vedernikov, D.N.; Roshchin, V.I. Extractive compounds of betulaceae family birch buds (Betula pendulaRoth.): V. Composition of triterpene seco-acids. Russ. J. Bioorganic Chem., 2012, 38(7), 762-768.
[http://dx.doi.org/10.1134/S1068162012070229]
[130]
Uddin, M.N.; Sharma, G.; Yang, J.L.; Choi, H.S.; Lim, S.I.; Kang, K.W.; Oh, W.K. Oleanane triterpenes as protein tyrosine phosphatase 1B (PTP1B) inhibitors from Camellia japonica. Phytochemistry, 2014, 103, 99-106.
[http://dx.doi.org/10.1016/j.phytochem.2014.04.002 PMID: 24815008]
[131]
Quang, T.H.; Ngan, N.T.T.; Minh, C.V.; Kiem, P.V.; Nhiem, N.X.; Tai, B.H.; Thao, N.P.; Tung, N.H.; Song, S.B.; Kim, Y.H. Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus. J. Nat. Prod., 2011, 74(9), 1908-1915.
[http://dx.doi.org/10.1021/np200382s] [PMID: 21870831]
[132]
Pattamadilok, D.; Suttisri, R. Seco-terpenoids and other constituents from Elateriospermum tapos. J. Nat. Prod., 2008, 71(2), 292-294.
[http://dx.doi.org/10.1021/np070629g] [PMID: 18179177]
[133]
Toriumi, Y.; Kakuda, R.; Kikuchi, M.; Yaoita, Y.; Kikuchi, M. New triterpenoids from Gentiana lutea. Chem. Pharm. Bull. (Tokyo), 2003, 51(1), 89-91.
[http://dx.doi.org/10.1248/cpb.51.89] [PMID: 12520135]
[134]
Zhang, F.; Chen, Y.J.; Zhu, Y.; Li, Q.; Chen, J. A new triterpeniod from Aglaia perviridis. Chem. Nat. Compd., 2016, 52(3), 427-431.
[http://dx.doi.org/10.1007/s10600-016-1665-9]
[135]
Chen, I.H.; Lu, M.C.; Du, Y.C.; Yen, M.H.; Wu, C.C.; Chen, Y.H.; Hung, C.S.; Chen, S.L.; Chang, F.R.; Wu, Y.C. Cytotoxic triterpenoids from the stems of Microtropis japonica. J. Nat. Prod., 2009, 72(7), 1231-1236.
[http://dx.doi.org/10.1021/np800694b] [PMID: 19534471]
[136]
Ren, Y.S.; Xu, F.Q.; Zhang, W.; Li, P.P.; Li, Z.; Wu, D.L. Two new 3,4-secooleanane triterpenoids from Buddleja lindleyana Fort. fruits. Phytochem. Lett., 2016, 18, 172-175.
[http://dx.doi.org/10.1016/j.phytol.2016.10.012]
[137]
Li, L.; Sattler, I.; Deng, Z.; Groth, I.; Walther, G. Klaus-Dieter Menzel; Peschel, G.; Grabley, S.; Lin, W. A-seco-oleane-type triterpenes from Phomopsis sp. (strain HKI0458) isolated from the mangrove plant Hibiscus tiliaceus. Phytochemistry, 2008, 69(2), 511-517.
[http://dx.doi.org/10.1016/j.phytochem.2007.08.010 PMID: 17889046]
[138]
Lian, L.; Feng, Y.; Li, Y.W.; Bei, B.; Tang, Y.T.; Wang, H.; Feng, Q.M.; Chen, G. Two new triterpenes from the roots of Pfaffia glomerata. J. Asian Nat. Prod. Res., 2019, 21(5), 442-448.
[http://dx.doi.org/10.1080/10286020.2018.1446949 PMID: 29607660]
[139]
He, X-F.; Wang, X-N.; Yin, S.; Dong, L.; Yue, J-M.; Ring, A. Modified Novel Triterpenoids from Dysoxylum hainanense. Eur. J. Org. Chem., 2009, 21(5), 4818-4824.
[http://dx.doi.org/10.1002/ejoc.200900609]
[140]
Peng, X.; Lin, Y.; Liang, J.; Zhou, M.; Zhou, J.; Ruan, H. Triterpenoids from the barks of Juglans hopeiensis. Phytochemistry, 2020, 170112201
[http://dx.doi.org/10.1016/j.phytochem.2019.112201 PMID: 31778881]
[141]
Ponou, B.K.; Teponno, R.B.; Ricciutelli, M.; Nguelefack, T.B.; Quassinti, L.; Bramucci, M.; Lupidi, G.; Barboni, L.; Tapondjou, L.A. Novel 3-oxo- and 3,24-dinor-2,4-secooleanane-type triterpenes from Terminalia ivorensis A. Chev. Chem. Biodivers., 2011, 8(7), 1301-1309.
[http://dx.doi.org/10.1002/cbdv.201000145] [PMID: 21766451]
[142]
Lai, Y.C.; Chen, C.K.; Tsai, S.F.; Lee, S.S. Triterpenes as α-glucosidase inhibitors from Fagus hayatae. Phytochemistry, 2012, 74, 206-211.
[http://dx.doi.org/10.1016/j.phytochem.2011.09.016 PMID: 22169017]
[143]
Zhang, M.J.; Liu, B.; Liao, S.G.; Xu, Y.K.; Feng, D.Q.; Ji, K.L.; Li, Y. Uncarilic acid and secouncarilic acid, two new triterpenoids from Uucaria sessilifructus. Molecules, 2013, 18(8), 9727-9734.
[http://dx.doi.org/10.3390/molecules18089727] [PMID: 23948713]
[144]
Román, L.U.; Guerra-Ramírez, D.; Morán, G.; Martínez, I.; Hernández, J.D.; Cerda-García-Rojas, C.M.; Torres-Valencia, J.M.; Joseph-Nathan, P. First seco-C oleananes from nature. Org. Lett., 2004, 6(2), 173-176.
[http://dx.doi.org/10.1021/ol036107j] [PMID: 14723521]
[145]
Wang, W.; Ali, Z.; Li, X.C.; Shen, Y.; Khan, I.A. 18,19-secooleanane type triterpene glycosyl esters from the bark of Terminalia arjuna. Planta Med., 2010, 76(9), 903-908.
[http://dx.doi.org/10.1055/s-0029-1240841] [PMID: 20112178]
[146]
Ponou, B.K.; Teponno, R.B.; Ricciutelli, M.; Quassinti, L.; Bramucci, M.; Lupidi, G.; Barboni, L.; Tapondjou, L.A. Dimeric antioxidant and cytotoxic triterpenoid saponins from Terminalia ivorensis A. Chev. Phytochemistry, 2010, 71(17-18), 2108-2115.
[http://dx.doi.org/10.1016/j.phytochem.2010.08.020] [PMID: 20850160]
[147]
Bäcker, C.; Jenett-Siems, K.; Siems, K.; Wurster, M.; Bodtke, A.; Chamseddin, C.; Crüsemann, M.; Lindequist, U. Triterpene glycosides from the leaves of Pittosporum angustifolium. Planta Med., 2013, 79(15), 1461-1469.
[http://dx.doi.org/10.1055/s-0033-1350806] [PMID: 24046217]
[148]
Omolo, J.J.; Maharaj, V.; Naidoo, D.; Klimkait, T.; Malebo, H.M.; Mtullu, S.; Lyaruu, H.V.M.; de Koning, C.B. Bioassay-guided investigation of the Tanzanian plant Pyrenacantha kaurabassana for potential anti-HIV-active compounds. J. Nat. Prod., 2012, 75(10), 1712-1716.
[http://dx.doi.org/10.1021/np300255r] [PMID: 23002902]
[149]
Ji, C-J.; Zeng, G-Z.; Han, J.; He, W-J.; Zhang, Y-M.; Tan, N-H. Zizimauritic acids A-C, three novel nortriterpenes from Ziziphus mauritiana. Bioorg. Med. Chem. Lett., 2012, 22(20), 6377-6380.
[http://dx.doi.org/10.1016/j.bmcl.2012.08.074] [PMID: 22989532]
[150]
Parveen, M.; Ghalib, R.M.; Mehdi, S.H.; Mattu, R.U.H.; Ali, M. A novel antimicrobial triterpenic acid from the leaves of Ficus benjamina (var. comosa). J. Saudi Chem. Soc., 2009, 13, 287-290.
[http://dx.doi.org/10.1016/j.jscs.2009.10.010]
[151]
Kashiwada, Y.; Sekiya, M.; Yamazaki, K.; Ikeshiro, Y.; Fujioka, T.; Yamagishi, T.; Kitagawa, S.; Takaishi, Y. Triterpenoids from the floral spikes of Betula platyphylla var. japonica and their reversing activity against multidrug-resistant cancer cells. J. Nat. Prod., 2007, 70(4), 623-627.
[http://dx.doi.org/10.1021/np060631s] [PMID: 17346076]
[152]
Sotanaphun, U.; Suttisri, R.; Lipipun, V.; Bavovada, R. A new 3,4-seco-ursane triterpenoid from Glyptopetalum sclerocarpum. Chem. Pharm. Bull. (Tokyo), 2000, 48(9), 1347-1349.
[http://dx.doi.org/10.1248/cpb.48.1347] [PMID: 10993235]
[153]
Nareeboon, P.; Kraus, W.; Beifuss, U.; Conrad, J.; Klaiber, I.; Sutthivaiyakit, S. Novel 24-nor-, 24-nor-2,3-seco-, and 3,24-dinor-2,4-seco-ursane triterpenes from Diospyros decandra: evidences for ring A biosynthetic transformations. Tetrahedron, 2006, 62(23), 5519-5526.
[http://dx.doi.org/10.1016/j.tet.2006.03.034]
[154]
Tian, Y.; Feng, L.; Li, B.; Hu, J.; Xie, J.; Xiao, W.; Nie, L.; Wu, J.; Rosanortriterpene, C. Rosanortriterpene C, a 3,24-dinor-2,4-seco-ursane triterpene from the fruits of Rosa laevigata var. leiocapus. Chem. Pharm. Bull. (Tokyo), 2019, 67(11), 1255-1258.
[http://dx.doi.org/10.1248/cpb.c19-00648] [PMID: 31685754]
[155]
Liu, F.; Wang, Y.N.; Li, Y.; Ma, S.G.; Qu, J.; Liu, Y.B.; Niu, C.S.; Tang, Z.H.; Li, Y.H.; Li, L.; Yu, S.S. Triterpenoids from the twigs and leaves of Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR. Tetrahedron, 2018, 75, 296-307.
[http://dx.doi.org/10.1016/j.tet.2018.11.059]
[156]
Tan, Q.W.; Ouyang, M.A.; Gao, B. Three new ring-A modified ursane triterpenes from Davidia involucrata. Molecules, 2014, 19(4), 4897-4906.
[http://dx.doi.org/10.3390/molecules19044897] [PMID: 24747647]
[157]
Kaweetripob, W.; Mahidol, C.; Prawat, H.; Ruchirawat, S. Lupane, friedelane, oleanane, and ursane triterpenes from the stem of Siphonodon celastrineus Griff. Phytochemistry, 2013, 96, 404-417.
[http://dx.doi.org/10.1016/j.phytochem.2013.09.027 PMID: 24156869]
[158]
Xiao, S.J.; Guo, D.L.; Zhang, M.S.; Chen, F.; Ding, L.S.; Zhou, Y. Chemical constituents of the aerial parts of Schnabelia oligophylla. Chem. Nat. Compd., 2017, 53(3), 478-482.
[http://dx.doi.org/10.1007/s10600-017-2026-z]
[159]
Shan, W.A.; Dar, M.Y.; Qurishi, M.A. Novel nor and seco triterpenoids from Koelpinia linearis. Chem. Nat. Compd., 2004, 40(1), 30-34.
[http://dx.doi.org/10.1023/B:CONC.0000025461.14074.f0]
[160]
Ali, M.; Siddiqui, N.A.; Ramachandram, R. Phytochemical investigation of aerial parts of Pluchea lanceolata C.B.Clarke. Ind. J. Chem., Section B. Organic Chemistry Including Medicinal Chemistry, 2001, 40B(8), 698-706.
[161]
Roy, S.K.; Ali, M.; Sharma, M.P.; Ramachandram, R. New pentacyclic triterpenes from the roots of Hemidesmus indicus. Pharmazie, 2001, 56(3), 244-246.
[162]
Huang, P.; Gloria, K.; Wei, S.X.; Peter, G.W. Triterpene acids from Toddalia asiatica. Nat. Prod. Res. Develop., 2005, 17(4), 404-408.
[163]
Qiao, W.; Yao, Z.; Zhang, W.; Duan, H.Q. Two new triterpenes from Duchesnea indica. Chin. Chem. Lett., 2009, 20(5), 572-575.
[http://dx.doi.org/10.1016/j.cclet.2008.12.052]
[164]
Li, R.T.; Li, J.T.; Wang, J.K.; Han, Q.B.; Zhu, Z.Y.; Sun, H.D. Two new E-secoursane glycosides: bodiniodides A and B, isolated from Elsholtzia bodinieri. Helv. Chim. Acta, 2005, 88, 252-258.
[http://dx.doi.org/10.1002/hlca.200590006]
[165]
Zhang, P.Y.; Qin, S.H.; Zhao, H.X.; Wang, F.L.; Guo, H.J.; Bai, H. A new triterpenoid saponin from Sanguisorba officinalis. J. Asian Nat. Prod. Res., 2012, 14(6), 607-611.
[http://dx.doi.org/10.1080/10286020.2012.674944] [PMID: 22587802]
[166]
Wang, R.S.; Jin, M.; Jin, C.S.; Sun, J.F.; Ye, C.; Zong, T.Q.; Chen, G.Q.; Zhou, W.; Li, G. Three new ursane-type triterpenoids from the roots of Sanguisorba officinalis L. and their cytotoxic activity. Phytochem. Lett., 2019, 32, 96-100.
[http://dx.doi.org/10.1016/j.phytol.2019.05.006]
[167]
Liu, W.J.; Peng, Y.Y.; Chen, H.; Liu, X.F.; Liang, J.Y.; Sun, J.B. Triterpenoid saponins with potential cytotoxic activities from the root bark of Ilex rotunda Thunb. Chem. Biodivers., 2017, 14(2)
[http://dx.doi.org/10.1002/cbdv.201600209] [PMID: 27447119]
[168]
Sutthivaiyakit, S.; Seeka, C.; Kritwinyu, T.; Pisutchareonpong, S.; Chimnoi, N. 19-nor-11-Oxooleanan-12-ene and 18,19-seco-19-oxours-11,13 (18)-diene triterpenes from Diospyros decandra bark. Tetrahedron Lett., 2012, 53(14), 1713-1716.
[http://dx.doi.org/10.1016/j.tetlet.2012.01.091]
[169]
Sugimoto, S.; Matsunami, K.; Otsuka, H. Structures of ryobunins A-C from the leaves of Clethra barbinervis. Chem. Pharm. Bull. (Tokyo), 2013, 61(5), 581-586.
[http://dx.doi.org/10.1248/cpb.c12-01098] [PMID: 23649201]
[170]
Chen, G.; Wang, Z.Q.; Jia, J.M. Three minor novel triterpenoids from the leaves of Diospyros kaki. Chem. Pharm. Bull. (Tokyo), 2009, 57(5), 532-535.
[http://dx.doi.org/10.1248/cpb.57.532] [PMID: 19420791]
[171]
Chen, G.; Ren, H.M.; Yu, C.Y. A new 18,19-secoursane triterpene from the leaves of Diospyros kaki. Chem. Nat. Compd., 2012, 47(6), 918-920.
[http://dx.doi.org/10.1007/s10600-012-0104-9]
[172]
Zeng, N.; Shen, Y.; Li, L.Z.; Jiao, W.H.; Gao, P.Y.; Song, S.J.; Chen, W.S.; Lin, H.W. Anti-inflammatory triterpenes from the leaves of Rosa laevigata. J. Nat. Prod., 2011, 74(4), 732-738.
[http://dx.doi.org/10.1021/np1007922] [PMID: 21384845]
[173]
Zhao, W.Q.; Ding, L.S.; Zhang, Q.; Wang, M.K. A novel ursane triterpene from Rubus swinhoei. Chin. Chem. Lett., 2001, 12(3), 245-246.
[174]
Al-Jaber, H.I.; Abrouni, K.K.; Al-Qudah, M.A.; Abu Zarga, M.H. New terpenes from Salvia palaestina Benth. and Salvia syriaca L. growing wild in Jordan. J. Asian Nat. Prod. Res., 2012, 14(7), 618-625.
[http://dx.doi.org/10.1080/10286020.2012.682151] [PMID: 22574636]
[175]
Al-Aboudi, A.M.F.; Abu Zarga, M.H.; Abu-Irmaileh, B.E.; Awwadi, F.F.; Khanfar, M.A. Three new seco-ursadiene triterpenoids from Salvia syriaca. Nat. Prod. Res., 2015, 29(2), 102-108.
[http://dx.doi.org/10.1080/14786419.2014.959518] [PMID: 25226348]
[176]
Farimani, M.M.; Abbas-Mohammadi, M.; Esmaeili, M-A.; Salehi, P.; Nejad-Ebrahimi, S.; Sonboli, A.; Hamburger, M. Seco-ursane-type triterpenoids from Salvia urmiensis with apoptosis-inducing activity. Planta Med., 2015, 81(14), 1290-1295.
[http://dx.doi.org/10.1055/s-0035-1546256] [PMID: 26252828]
[177]
Katakawa, J.; Tetsumi, T.; Hasegawa, H.; Iida, T.; Katai, M. A new triterpene from leaves and stems of Eunonymus fortune Hand.-Mazz. Natural Medicines, 2000, 54(1), 18-21.
[178]
Vieira Filho, S.A.; Duarte, L.P.; Silva, G.D.F.; Lula, I.S.; Dos Santos, M.H. Total assignment of 1H and 13C NMR spectra of two 3, 4‐secofriedelanes from Austroplenckia populnea. Magn. Reson. Chem., 2001, 39(12), 746-748.
[http://dx.doi.org/10.1002/mrc.942]
[179]
Laure, F.; Herbette, G.; Faure, R.; Bianchini, J.P.; Raharivelomanana, P.; Fogliani, B. Structures of new secofriedelane and friedelane acids from Calophyllum inophyllum of French Polynesia. Magn. Reson. Chem., 2005, 43(1), 65-68.
[http://dx.doi.org/10.1002/mrc.1476] [PMID: 15468303]
[180]
Sutthivaiyakit, S.; Nakorn, N.N.; Kraus, W.; Sutthivaiyakit, P. A novel 29-nor-3,4-seco-friedelane triterpene and a new guaiane sesquiterpene from the roots of Phyllanthus oxyphyllus. Tetrahedron, 2003, 59(50), 9991-9995.
[http://dx.doi.org/10.1016/j.tet.2003.10.023]
[181]
Lião, L.M.; Vieira, P.C.; Rodrigues-Filho, E.; Fernandes, J.B.; Silva, M.F. Isomeric triterpenoids from Peritassa campestris. Z. Natforsch. C J. Biosci., 2002, 57(3-4), 403-406.
[http://dx.doi.org/10.1515/znc-2002-3-433] [PMID: 12064747]
[182]
Reyes, B.M.; Ramírez-Apan, M.T.; Toscano, R.A.; Delgado, G. Triterpenes from Garcia parviflora. Cytotoxic evaluation of natural and semisynthetic friedelanes. J. Nat. Prod., 2010, 73(11), 1839-1845.
[http://dx.doi.org/10.1021/np100440p] [PMID: 20958014]
[183]
Yang, G.Z.; Yin, X.Q.; Li, Y.C. Chemical constituents of Tripterygium wilfordii. Helv. Chim. Acta, 2000, 83(12), 3344-3350.
[http://dx.doi.org/10.1002/1522-2675(20001220)83:12<3344:AID-HLCA3344>3.0.CO;2-B]
[184]
Mena-Rejón, G.J.; Pérez-Espadas, A.R.; Moo-Puc, R.E.; Cedillo-Rivera, R.; Bazzocchi, I.L.; Jiménez-Diaz, I.A.; Quijano, L. Antigiardial activity of triterpenoids from root bark of Hippocratea excelsa. J. Nat. Prod., 2007, 70(5), 863-865.
[http://dx.doi.org/10.1021/np060559y] [PMID: 17385912]
[185]
Liu, J.Q.; Peng, X.R.; Li, X.Y.; Li, T.Z.; Zhang, W.M.; Shi, L.; Han, J.; Qiu, M.H. Norfriedelins A-C with acetylcholinesterase inhibitory activity from acerola tree (Malpighia emarginata). Org. Lett., 2013, 15(7), 1580-1583.
[http://dx.doi.org/10.1021/ol4003702] [PMID: 23484960]
[186]
Sousa, G.F.; Duarte, L.P.; Alcântara, A.F.; Silva, G.D.; Vieira-Filho, S.A.; Silva, R.R.; Oliveira, D.M.; Takahashi, J.A. New triterpenes from Maytenus robusta: structural elucidation based on NMR experimental data and theoretical calculations. Molecules, 2012, 17(11), 13439-13456.
[http://dx.doi.org/10.3390/molecules171113439] [PMID: 23147402]
[187]
Nguyen, T-A-T.; Duong, T-H.; Le Pogam, P.; Beniddir, M.A.; Nguyen, H-H.; Nguyen, T-P.; Do, T-M-L.; Nguyen, K-P-P. Two new triterpenoids from the roots of Phyllanthus emblica. Fitoterapia, 2018, 130, 140-144.
[http://dx.doi.org/10.1016/j.fitote.2018.08.022] [PMID: 30170172]
[188]
Xu, H.X.; Ming, D.S.; Dong, H.; But, P.P.H. A new anti-HIV triterpene from Geum japonicum. Chem. Pharm. Bull. (Tokyo), 2000, 48(9), 1367-1369.
[http://dx.doi.org/10.1248/cpb.48.1367] [PMID: 10993241]
[189]
Marchesini, A.M.; Prado, G.G.; Messiano, G.B.; Machado, M.B.; Lopes, L.M.X. Chemical constituents of Aristolochia giberti. J. Braz. Chem. Soc., 2009, 20(9), 1598-1608.
[http://dx.doi.org/10.1590/S0103-50532009000900006]
[190]
Tanaka, T.; Ishibashi, M.; Fujimoto, H.; Okuyama, E.; Koyano, T.; Kowithayakorn, T.; Hayashi, M.; Komiyama, K. New onoceranoid triterpene constituents from Lansium domesticum. J. Nat. Prod., 2002, 65(11), 1709-1711.
[http://dx.doi.org/10.1021/np020239o] [PMID: 12444710]
[191]
Dong, S.H.; Zhang, C.R.; Dong, L.; Wu, Y.; Yue, J.M. Onoceranoid-type triterpenoids from Lansium domesticum. J. Nat. Prod., 2011, 74(5), 1042-1048.
[http://dx.doi.org/10.1021/np100943x] [PMID: 21401117]
[192]
Zhao, Y.H.; Deng, T.Z.; Chen, Y.; Liu, X.M.; Yang, G.Z. Two new triterpenoids from Lycopodium obscurum L. J. Asian Nat. Prod. Res., 2010, 12(8), 666-671.
[http://dx.doi.org/10.1080/10286020.2010.493881] [PMID: 20706902]
[193]
Zhang, Y.; Yi, P.; Chen, Y.; Mei, Z.N.; Hu, X.; Yang, G.Z.; Lycojaponicuminol, A-F. Lycojaponicuminol A-F: cytotoxic serratene triterpenoids from Lycopodium japonicum. Fitoterapia, 2014, 96, 95-102.
[http://dx.doi.org/10.1016/j.fitote.2014.04.012] [PMID: 24752141]
[194]
Wang, C.; Yan, Q.; Wang, Y.; Huang, S.; Ning, J.; Feng, L.; Sun, C.; Zhang, B.; Li, D.; Ma, X. Ebracpenes A and B, Unusual Ring C- seco and Ring D-aromatic Nor-Triterpenoids, from Euphorbia ebracteolata and Lipase Inhibitory Evaluation. J. Org. Chem., 2019, 84(3), 1624-1629.
[http://dx.doi.org/10.1021/acs.joc.8b02800] [PMID: 30608692]
[195]
Vazdekis, N.E.J.; Chávez, H.; Estévez-Braun, A.; Ravelo, A.G. Triterpenoids and a lignan from the aerial parts of Maytenus apurimacensis. J. Nat. Prod., 2009, 72(6), 1045-1048.
[http://dx.doi.org/10.1021/np800594a] [PMID: 19492829]
[196]
Li, B.J.; Gao, B.C.; Peng, S.L.; Xun, L.; Ding, L.S. Chemical constituents of Acanthochlamys bracteata. Chin. J. Chem., 2005, 23, 933-936.
[http://dx.doi.org/10.1002/cjoc.200590933]
[197]
Bläs, B.; Zapp, J.; Becker, H. ent-Clerodane diterpenes and other constituents from the liverwort Adelanthus lindenbergianus (Lehm.). Mitt. Phytochemistry, 2004, 65(1), 127-137.
[http://dx.doi.org/10.1016/S0031-9422(03)00387-X PMID: 14697278]
[198]
Cheng, Y.B.; Liu, F.J.; Wang, C.H.; Hwang, T.L.; Tsai, Y.F.; Yen, C.H.; Wang, H.C.; Tseng, Y.H.; Chien, C.T.; Chen, Y.A.; Chang, F.R.; Wu, Y.C. Bioactive triterpenoids from the leaves and twigs of Lithocarpus litseifolius and L.corneus. Planta Med., 2018, 84(1), 49-58.
[http://dx.doi.org/10.1055/s-0043-113826] [PMID: 28701018]
[199]
Dallavalle, S.; Jayasinghe, L.; Kumarihamy, B.M.M.; Merlini, L.; Musso, L.; Scaglioni, L. A new 3,4-seco-lupane derivative from Lasianthus gardneri. J. Nat. Prod., 2004, 67(5), 911-913.
[http://dx.doi.org/10.1021/np030374g] [PMID: 15165165]
[200]
Pei, Y.G.; Wu, Q.X.; Shi, Y.P. Triterpenoids and other constituents from Euphorbia Humifusa. J. Chin. Chem. Soc. (Taipei), 2007, 54(6), 1565-1572.
[http://dx.doi.org/10.1002/jccs.200700221]
[201]
Zhang, D.; Chen, C.; Zhao, Y.; Gao, Y.; Cai, E.; Zhu, H. 3,4-seco-lupane triterpene derivatives with cytotoxic activities from the leaves of Eleutherococcus sessiliflorus. Nat. Prod. Res., 2019, 35(16), 2633-2639.
[http://dx.doi.org/10.1080/14786419.2019.1656622] [PMID: 31460786]
[202]
Chen, C.; Zhang, D.F.; Zhao, Y.; Cai, E.B.; Zhu, H.Y.; Gao, Y.G. A new 3,4-seco-lupane triterpenene glycosyl ester from the leaves of Eleutherococcus sessiliflorus. Nat. Prod. Res., 2010, 34(13), 1927-1930.
[http://dx.doi.org/10.1080/14786419.2018.1564292] [PMID: 30672331]
[203]
Gao, H.Y.; Guo, Z.H.; Cheng, P.; Xu, X.M.; Wu, L.J. New triterpenes from Salacia hainanensis Chun et How with α-glucosidase inhibitory activity. J. Asian Nat. Prod. Res., 2010, 12(10), 834-842.
[http://dx.doi.org/10.1080/10286020.2010.503653] [PMID: 20924896]
[204]
Yu, M.H.; Shi, Z.F.; Yu, B.W.; Pi, E.H.; Wang, H.Y.; Hou, A.J.; Lei, C. Triterpenoids and α-glucosidase inhibitory constituents from Salacia hainanensis. Fitoterapia, 2014, 98, 143-148.
[http://dx.doi.org/10.1016/j.fitote.2014.07.016] [PMID: 25073097]
[205]
Uchiyama, T.; Hara, S.; Makino, M.; Fujimoto, Y. seco-Adianane-type triterpenoids from Dorstenia brasiliensis (Moraceae). Phytochemistry, 2002, 60(8), 761-764.
[http://dx.doi.org/10.1016/S0031-9422(02)00180-2] [PMID: 12150794]
[206]
Wang, F.; Ren, F.C.; Liu, J.K. Alstonic acids A and B, unusual 2,3-secofernane triterpenoids from Alstonia scholaris. Phytochemistry, 2009, 70(5), 650-654.
[http://dx.doi.org/10.1016/j.phytochem.2009.03.007] [PMID: 19361823]
[207]
Ragasa, C.Y.; Espineli, D.L.; Mandia, E.H.; Raga, D.D.; Don, M.J.; Shen, C.C. A new triterpene from Atalantia retusa Merr. Z. Naturforsch. B, 2012, 67(5), 426-432.
[http://dx.doi.org/10.5560/znb.2012-0026]
[208]
Liu, C.; Liao, Z.X.; Liu, S.J.; Ji, L.J.; Sun, H.F. Two new 2,3-seco-hopane triterpene derivatives from Megacodon stylophorus and their antiproliferative and antimicrobial activities. Planta Med., 2014, 80(11), 936-941.
[http://dx.doi.org/10.1055/s-0034-1368612] [PMID: 24995501]