Chemical Composition and Bioactivities of Melia azedarach (Meliaceae): A Comprehensive Review

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Abstract

Melia azedarach L., a species of the mahogany family (Meliaceae), has long been used as a folk medicine for various diseases. Recent studies on this plant revealed that this plant contains many interesting bioactivities such as antioxidant, antimicrobial, antiviral, antifeedant, antidiabetic, antifungal, and cytotoxic activities. A diverse range of organic compounds has been isolated from this species, such as triterpenoids, limonoids, degraded limonoids, steroids, lignans, flavonoids, and phenolics. This review article will give a comprehensive overview of the chemical constituents and biological activity of Melia azedarach.

Graphical Abstract

[1]
Mabberley, D.J. A monograph of Melia in Asia and the Pacific. The history of white cedar and persian lilac, Gardens’. Bulletin, 1984, 37(1), 49-64.
[2]
Do, T.L. Vietnamese Medicinal Plants and Herbs, 12th ed.; Medical Publishing House: Hanoi, 2004, p. 161.
[3]
Bich, D.; Chung, D.; Chuong, B.; Dong, N.; Dam, D.T.; Hien, P.; Lo, V.; Mai, P.; Man, P.; Nhuw, D. The medicinal plants and animals in Vietnam; Hanoi Science Technology Publishing House: Hanoi, 2006; Vol. 2, p. 1111.
[4]
Warrier, P.K.; Nambiar, V.P.K.; Ramankutty, C. Indian medicinal plants: A compendium of 500 species; Orient Longman Ltd: India, 1995, Vol. 5, .
[5]
Dymock, W.; Warden, C.H.H.; Hooper, D. Pharmacographia; Republished under the auspices of Hamdard National Foundation of Pakistan: Pakistan, 1890; p. 91.
[6]
Bohnenstengel, F.I.; Wray, V.; Witte, L.; Srivastava, R.P.; Proksch, P. Insecticidal meliacarpins (C-seco limonoids) from Melia azedarach. Phytochemistry, 1999, 50(6), 977-982.
[http://dx.doi.org/10.1016/S0031-9422(98)00644-X]
[7]
Lau, C.B.; Long, C. Illustrated Handbook for Medicinal Materials from Nature in Yunnan; Yunnan Science and Technology Press: Kunming, 2005; Vol. 3, .
[8]
Su, Z.S.; Yang, S.P.; Zhang, S.; Dong, L.; Yue, J.M. Meliarachins A-K: eleven limonoids from the twigs and leaves of Melia azedarach. Helv. Chim. Acta, 2011, 94(8), 1515-1526.
[http://dx.doi.org/10.1002/hlca.201000444]
[9]
Akihisa, T.; Pan, X.; Nakamura, Y.; Kikuchi, T.; Takahashi, N.; Matsumoto, M.; Ogihara, E.; Fukatsu, M.; Koike, K.; Tokuda, H. Limonoids from the fruits of Melia azedarach and their cytotoxic activities. Phytochemistry, 2013, 89, 59-70.
[http://dx.doi.org/10.1016/j.phytochem.2013.01.015] [PMID: 23465718]
[10]
Song, M.; Zhang, J.; Chan, G.; Hou, Y.; Chen, X.P.; Zhang, X.Q.; Ye, W.C.; Zhang, Q.W. Bioactive Limonoids and Triterpenoids from the fruits of Melia azedarach. J. Nat. Prod., 2020, 83(12), 3502-3510.
[http://dx.doi.org/10.1021/acs.jnatprod.9b01151] [PMID: 33253570]
[11]
Zhou, F.; Ma, X.H.; Li, Z.J.; Li, W.; Zheng, W.M.; Wang, Z.B.; Zeng, X.M.; Sun, K.H.; Zhang, Y.H. Four new tirucallane triterpenoids from the fruits of Melia azedarach and their cytotoxic activities. Chem. Biodivers., 2016, 13(12), 1738-1746.
[http://dx.doi.org/10.1002/cbdv.201600149] [PMID: 27449157]
[12]
Wang, W.; Xia, Z.; Tian, Z.; Jiang, H.; Zhan, Y.; Liu, C.; Li, C.; Zhou, H. Chemical constituents from the fruits of Melia azedarach (Meliaceae). Biochem. Syst. Ecol., 2020, 92, 104094.
[http://dx.doi.org/10.1016/j.bse.2020.104094]
[13]
Schulte, K.; Rücker, G.; Matern, H.U. Über einige inhaltsstoffe der früchte und Wurzel von Melia azedarach L. Planta Med., 1979, 35(1), 76-83.
[http://dx.doi.org/10.1055/s-0028-1097188]
[14]
Zhang, S.N.; Huang, L.; Ma, R.J.; Yang, M.F.; Wei, B.F.; Song, H.Z.; Wang, H.S.; Tan, Q.G. Chemical constituents from the barks of Melia azedarach and their PTP1B inhibitory activity. Nat. Prod. Res., 2021, 35(22), 4442-4447.
[http://dx.doi.org/10.1080/14786419.2020.1729146] [PMID: 32081038]
[15]
Zeng, J.; Zhang, S.N.; Song, H.Z.; Ma, R.J.; Tan, Q.G. Flavonoid and Lignan glycosides from the leaves of Melia azedarach. Chem. Nat. Compd., 2020, 56(2), 323-324.
[http://dx.doi.org/10.1007/s10600-020-03019-w]
[16]
Salib, J.Y.; Michael, H.N.; El-Nogoumy, S.I. New lactoyl glycoside quercetin from Melia azedarach leaves. Chem. Nat. Compd., 2008, 44(1), 13-15.
[http://dx.doi.org/10.1007/s10600-008-0005-0]
[17]
Ahmed, M.F.; Rao, A.S.; Ahemad, R.S.; Ibrahim, M. Phytochemical studies and antioxidant activity of Melia azedarach Linn leaves by DPPH scavenging assay. Int. J. Pharm. Appl., 2012, 3(1), 271-276.
[18]
Srivastava, S.K.; Gupta, H.O. New limonoids from the roots of Melia azedarach Linn, Indian. J. Chem. Sect. B: Org. Chem. Incl. Med. Chem., 1985, 24(2), 166-170.
[19]
Khan, M.R.; Kihara, M.; Omoloso, A.D. Antimicrobial activity of Horsfieldia helwigii and Melia azedarach. Fitoterapia, 2001, 72(4), 423-427.
[http://dx.doi.org/10.1016/S0367-326X(00)00334-8] [PMID: 11395270]
[20]
Zahoor, M.; Ahmed, M.; Naz, S.; Ayaz, M. Cytotoxic, antibacterial and antioxidant activities of extracts of the bark of Melia azedarach (China Berry). Nat. Prod. Res., 2015, 29(12), 1170-1172.
[http://dx.doi.org/10.1080/14786419.2014.982649] [PMID: 25426766]
[21]
Kim, M.; Kim, S.K.; Park, B.N.; Lee, K.H.; Min, G.H.; Seoh, J.Y.; Park, C.G.; Hwang, E.S.; Cha, C.Y.; Kook, Y.H. Antiviral effects of 28-deacetylsendanin on herpes simplex virus-1 replication. Antiviral Res., 1999, 43(2), 103-112.
[http://dx.doi.org/10.1016/S0166-3542(99)00037-6] [PMID: 10517312]
[22]
Huang, R.C.; Okamura, H.; Iwagawa, T.; Nakatani, M. The structures of azedarachins, limonoid antifeedants from Chinese Melia azedarach Linn. Bull. Chem. Soc. Jpn., 1994, 67(9), 2468-2472.
[http://dx.doi.org/10.1246/bcsj.67.2468]
[23]
Carpinella, C.; Ferrayoli, C.; Valladares, G.; Defago, M.; Palacios, S. Potent limonoid insect antifeedant from Melia azedarach. Biosci. Biotechnol. Biochem., 2002, 66(8), 1731-1736.
[http://dx.doi.org/10.1271/bbb.66.1731] [PMID: 12353636]
[24]
Tan, Q-G.; Lai, C-H.; Zhang, G-J.; Chen, Y-F.; Wang, H-F. Triterpenoids and sterols from Melia azedarach and their anti-diabetes activities, Chin. Tradit. Herb. Drugs, 2014, 913-918.
[25]
Tan, Q-G.; Lai, C-H.; Zhang, G-J.; Chen, Y-F.; Qin, D-J.; Wang, H-S. Chemical constituents from Melia azedarach and their anti-diabetes activities. Nat. Prod. Res. Develop., 2014, 26(2), 162-166.
[26]
Jabeen, K.; Javaid, A.; Ahmad, E.; Athar, M. Antifungal compounds from Melia azedarach leaves for management of Ascochyta rabiei, the cause of chickpea blight. Nat. Prod. Res., 2011, 25(3), 264-276.
[http://dx.doi.org/10.1080/14786411003754298] [PMID: 20628965]
[27]
Ahn, J.W.; Choi, S.U.; Lee, C.O. Cytotoxic limonoids from Melia azedarach var. Japonica. Phytochemistry, 1994, 36(6), 1493-1496.
[http://dx.doi.org/10.1016/S0031-9422(00)89749-6]
[28]
Ntalli, N.G.; Cottiglia, F.; Bueno, C.A.; Alché, L.E.; Leonti, M.; Vargiu, S.; Bifulco, E.; Menkissoglu-Spiroudi, U.; Caboni, P. Cytotoxic tirucallane triterpenoids from Melia azedarach fruits. Molecules, 2010, 15(9), 5866-5877.
[http://dx.doi.org/10.3390/molecules15095866] [PMID: 20802401]
[29]
He, L.; Yin, N.; Cheng, J.W.; Wu, X.Q.; Jiang, J.X.; Song, X.L. Structural features of a new heteropolysaccharide from the fruit bodies of Melia azedarach and its effect on cytotoxic activity. Fitoterapia, 2009, 80(7), 399-403.
[http://dx.doi.org/10.1016/j.fitote.2009.05.012] [PMID: 19463921]
[30]
Nanba, T. The Encyclopedia of Wakan-Yaku (Traditional Sino-Japanese Medicines) with Color Pictures, Revised ed.; Hoikusya: Osaka, 1994, Vol. 1, .
[31]
Rastogi, R.P. Mehrotra. B.N. Compendium of Indian Medicinal Plants; CSIR Publication: India, 1991, Vol. I, .
[32]
Rastogi, R.P.; Mehrotra, B.N. Compendium of Indian Medicinal Plants; CSIR Publication: India, 1993, Vol. III, .
[33]
Sen, A.; Batra, A.; Rao, D.V. Pivotal role of plant growth regulators in clonal propogation of Melia azedarach L. Int. J. Pharm. Sci. Rev. Res., 2010, 5(2), 43-49.
[34]
Yuan, C-M.; Zhang, Y.; Tang, G-H.; Li, Y.; He, H-P.; Li, S-F.; Hou, L.; Li, X-Y.; Di, Y-T.; Li, S-L.; Hua, H-M.; Hao, X-J. Cytotoxic limonoids from Melia azedarach. Planta Med., 2013, 79(2), 163-168.
[PMID: 23250810]
[35]
Faizi, S.; Wasi, A.; Siddiqui, B.S.; Naz, A. New terpenoids from the roots of Melia azedarach. Aust. J. Chem., 2002, 55(4), 291-296.
[http://dx.doi.org/10.1071/CH01101]
[36]
Zeng, J.; Ma, R.J.; Wang, L.; Zhang, S.N.; Song, H.Z.; Yang, Y.; Tan, Q.G. Chemical constituents from the leaves of Melia azedarach. Nat. Prod. Res., 2019, 33(19), 2860-2863.
[http://dx.doi.org/10.1080/14786419.2018.1501690] [PMID: 30445850]
[37]
Wu, S.B.; Bao, Q.Y.; Wang, W.X.; Zhao, Y.; Xia, G.; Zhao, Z.; Zeng, H.; Hu, J.F. Cytotoxic triterpenoids and steroids from the bark of Melia azedarach. Planta Med., 2011, 77(9), 922-928.
[http://dx.doi.org/10.1055/s-0030-1250673] [PMID: 21243584]
[38]
Liu, S.C.; Bai, H.; Tang, W.Z.; Ma, T.; Yao, Q.Q. Study on chemical constituents of Melia azedarach L. Chin. J. Exp. Tradit. Med. Form., 2011, 17(6), 93-96.
[39]
Chiang, C.K.; Chang, F.C. Tetracyclic triterpenoids from Melia azedarach, L.—III. Tetrahedron, 1973, 29(14), 1911-1929.
[http://dx.doi.org/10.1016/0040-4020(73)80126-7]
[40]
Chang, F.C.; Chiang, C-K. Kulinone, a euphane-type triterpenoid from Melia azedarach. L. Chem. Commun. (Camb.), 1968, 19, 1156-1158.
[41]
Pan, X.; Matsumoto, M.; Nakamura, Y.; Kikuchi, T.; Zhang, J.; Ukiya, M.; Suzuki, T.; Koike, K.; Akihisa, R.; Akihisa, T. Three new and other limonoids from the hexane extract of Melia azedarach fruits and their cytotoxic activities. Chem. Biodivers., 2014, 11(7), 987-1000.
[http://dx.doi.org/10.1002/cbdv.201400052] [PMID: 25044585]
[42]
Khan, M.F.; Rawat, A.K.; Pawar, B.; Gautam, S.; Srivastava, A.K.; Negi, D.S. Bioactivity-guided chemical analysis of Melia azedarach L. (Meliaceae), displaying antidiabetic activity. Fitoterapia, 2014, 98, 98-103.
[http://dx.doi.org/10.1016/j.fitote.2014.07.014] [PMID: 25062890]
[43]
Jin, Q.; Lee, C.; Lee, J.W.; Lee, M-S.; Lee, M.K.; Hwang, B.Y. A new apotirucallane-type triterpenoid from the fruit of Melia azedarach. Nat. Prod. Sci., 2013, 19(4), 342-346.
[44]
Kelecom, A.; Cabral, M.M.O.; Garcia, E.S. A new euphane triterpene from the Brazilian Melia azedarach. J. Braz. Chem. Soc., 1996, 7(1), 39-41.
[http://dx.doi.org/10.5935/0103-5053.19960006]
[45]
Tan, Q.G.; Li, X.N.; Chen, H.; Feng, T.; Cai, X.H.; Luo, X.D. Sterols and terpenoids from Melia azedarach. J. Nat. Prod., 2010, 73(4), 693-697.
[http://dx.doi.org/10.1021/np1000472] [PMID: 20361779]
[46]
Nakai, H.; Shiro, M. Sendanolactone, a new triterpenoid from Melia azedarach L. var. japonica Makino. Acta Crystallogr. B, 1978, 34(6), 2063-2065.
[http://dx.doi.org/10.1107/S0567740878007402]
[47]
Ochi, M.; Kotsuki, H.; Tokoroyama, T.; Kubota, T. The structure of sendanolactone, a new triterpenoid from Melia azedarach L. var. japonica Makino. Bull. Chem. Soc. Jpn., 1977, 50(9), 2499-2500.
[http://dx.doi.org/10.1246/bcsj.50.2499]
[48]
Rani, M.; Suhag, P.; Kamar, R.; Kalidhar, S.B. Chemical component and biological efficacy of Melia azedarach stems. J. Med. Arm. Plant. Sci., 1999, 21, 1043-1047.
[49]
Peng, Z. Study on Triterpenoids of the seed of Melia azedarach L. Med. J., 2011, 24(3), 381-382.
[50]
Ge, J.J.; Wang, L.T.; Chen, P.; Zhang, Y.; Lei, X.X.; Ye, X.X. Two new tetracyclic triterpenoids from the barks of Melia azedarach. J. Asian Nat. Prod. Res., 2016, 18(1), 20-25.
[http://dx.doi.org/10.1080/10286020.2015.1124866] [PMID: 26727712]
[51]
Sanna, G.; Madeddu, S.; Giliberti, G.; Ntalli, N.G.; Cottiglia, F.; De Logu, A.; Agus, E.; Caboni, P. Limonoids from Melia azedarach Fruits as Inhibitors of Flaviviruses and Mycobacterium tubercolosis. PLoS One, 2015, 10(10), e0141272.
[http://dx.doi.org/10.1371/journal.pone.0141272] [PMID: 26485025]
[52]
Caboni, P.; Ntalli, N.G.; Bueno, C.E.; Alche, L.E. Isolation and chemical characterization of components with biological activity extracted from Azadirachta indica and Melia azedarach. Emerging trends in dietary components for preventing and combating disease, ACS Symposium series, 2012, 1093, 51-77.
[http://dx.doi.org/10.1021/bk-2012-1093.ch004]
[53]
Liding, L.; Jingwen, G.; Xianhua, Q. Triterpenes from the seeds oil of Melia Azedarach L. J. Jiangxi Sci, 1996, 30-33.
[54]
Shin-Foon, C.; Wang, W. Studies on the insecticidal principles and biological activities of Melia azedarach L., J. South China Agr. Univ., 1993, 3, 64-69.
[55]
Han, J.; Lin, W.H.; Xu, R.S.; Wang, W.L.; Zhao, S.H. Studies on the chemical constituents of Melia azedarach L. Yao Xue Xue Bao, 1991, 26(6), 426-429.
[PMID: 1789108]
[56]
Lavie, D.; Jain, M.K.; Kirson, I. Terpenoids. Part VI. The complete structure of melianone. J. Chem. Soc. C, 1967, 1347-1351.
[http://dx.doi.org/10.1039/J39670001347]
[57]
Lavie, D.; Jain, M.K.; Kirson, I. Terpenoids-V. Melianone from Melia azederach L. Tetrahedron Lett., 1966, 7(19), 2049-2052.
[http://dx.doi.org/10.1016/S0040-4039(00)72798-5]
[58]
Liu, H.B.; Zhang, C.R.; Dong, S.H.; Dong, L.; Wu, Y.; Yue, J.M. Limonoids and triterpenoids from the seeds of Melia azedarach. Chem. Pharm. Bull., 2011, 59(8), 1003-1007.
[http://dx.doi.org/10.1248/cpb.59.1003] [PMID: 21804245]
[59]
Jin, Q.; Lee, C.; Woo Lee, J.; Yeon Choi, J.; Tae Hong, J.; Kim, Y.; Kyeong Lee, M.; Yeon Hwang, B. Two new C-seco Limonoids from the fruit of Melia azedarach. Helv. Chim. Acta, 2014, 97(8), 1152-1157.
[http://dx.doi.org/10.1002/hlca.201400045]
[60]
Zhang, W.M.; Liu, J.Q.; Peng, X.R.; Wan, L.S.; Zhang, Z.R.; Li, Z.R.; Qiu, M.H. Triterpenoids and sterols from the leaves and twigs of Melia azedarach. Nat. Prod. Bioprospect., 2014, 4(3), 157-162.
[http://dx.doi.org/10.1007/s13659-014-0019-1] [PMID: 24955297]
[61]
Díaz, M.; Castillo, L.; Elisa Diaz, C.; Gonzalez-Coloma, A.; Rossini, C. Limonoids from Melia azedarach with deterrent activity against insects. Nat. Prod. J., 2012, 2(1), 36-44.
[http://dx.doi.org/10.2174/2210315511202010036]
[62]
Díaz, M.; Rossini, C. Triterpenoides de frutos de Melia azedarach: Su potencial como agentes de control de insectos. Revista Del Laboratorio Tecnológico Del Uruguay, 2011, 6, 56-59.
[63]
Ngoc Tuan, N.; Kuo, P.; Hoang, V.D.; Hien, V.T.; Quang, L.D.; Hieu, T.T.; Li, Y.; Thanh, N.T.; Wu, T.; Thang, T.D. The Limonoids and other constituents from the fruits of Melia azedarach and their biological activity. Rec. Nat. Prod., 2022, 16(4), 307-315.
[http://dx.doi.org/10.25135/rnp.277.21.06.2097]
[64]
Pan, X.; Matsumoto, M.; Nishimoto, Y.; Ogihara, E.; Zhang, J.; Ukiya, M.; Tokuda, H.; Koike, K.; Akihisa, M.; Akihisa, T. Cytotoxic and nitric oxide production-inhibitory activities of limonoids and other compounds from the leaves and bark of Melia azedarach. Chem. Biodivers., 2014, 11(8), 1121-1139.
[http://dx.doi.org/10.1002/cbdv.201400190] [PMID: 25146759]
[65]
Ma, X.; Zhou, F.; Deng, Y.; Sun, K.; Zhang, H.; Zeng, X.; Zhang, Y.; Yu, X. A new steroid ester from the leaves of Melia azedarach. Chem. Nat. Compd., 2018, 54(5), 921-925.
[http://dx.doi.org/10.1007/s10600-018-2513-x]
[66]
Okogun, J.I.; Fakunle, C.O.; Ekong, D.E.U.; Connolly, J.D. Chemistry of the meliacins (limonoids). The structure of melianin A, a new protomeliacin from Melia azedarach. J. Chem. Soc., Perkin Trans. 1, 1975, 14(14), 1352-1356.
[http://dx.doi.org/10.1039/p19750001352]
[67]
Suhag, P.; Mahla, M.; Singh, R.; Kalidhar, S.B. Bharati. Phytochemical investigation of Melia azedarach roots. J. Indian Chem. Soc., 2002, 79(6), 548-549.
[68]
Zhang, H.; Li, X.N.; Sun, B.H.; Gao, H.Y.; Wu, L.J. Chemical constituents from the stem bark of Melia azedarach L. J. Shenyang Pharm. Univ., 2008, 25(7), 534-536.
[69]
Ekong, D.E.U.; Fakunle, C.O.; Fasina, A.K.; Okogun, J.I. The meliacins (limonoids). Nimbolin A and B, two new meliacin cinnamates from Azadirachta indica L. and Melia azedarach L. J. Chem. Soc. D, 1969, 20(20), 1166-1167.
[http://dx.doi.org/10.1039/c29690001166]
[70]
Kraus, W.; Bokel, M. Neue Tetranortriterpenoide aus Melia azedarach Linn. (Meliaceae). Chem. Ber., 1981, 114(1), 267-275.
[http://dx.doi.org/10.1002/cber.19811140129]
[71]
Nakai, H.; Shiro, M.; Ochi, M. Ohchinolide A, a new limonoid from Melia azedarach L. var. japonica Makino. Acta Crystallogr. B, 1980, 36(7), 1698-1700.
[http://dx.doi.org/10.1107/S056774088000698X]
[72]
Masamitsu, O.; Hiyoshizo, K.; Mitsuhiro, I.; Hiroshi, N.; Motoo, S.; Takashi, T. The structures of ohchinolide A and B, two new limonoids from Melia azedarach Linn. var. japonica Makino. Acta Crystallogr., 1979, 8(9), 1137-1140.
[73]
Zhou, H.; Hamazaki, A.; Fontana, J.D.; Takahashi, H.; Esumi, T.; Wandscheer, C.B.; Tsujimoto, H.; Fukuyama, Y. New Ring C-seco limonoids from brazilian melia a zedarach and their cytotoxic activity. J. Nat. Prod., 2004, 67(9), 1544-1547.
[74]
Huang, R.C.; Tadera, K.; Yagi, F.; Minami, Y.; Okamura, H.; Iwagawa, T.; Nakatani, M. Limonoids from Melia azedarach. Phytochemistry, 1996, 43(3), 581-583.
[http://dx.doi.org/10.1016/0031-9422(96)00353-6]
[75]
Nakatani, M.; Huang, R.C.; Okamura, H.; Iwagawa, T.; Tadera, K. Salannal, a new limonoid from Melia azedarach Linn. Chem. Lett., 1995, 24(11), 995-996.
[http://dx.doi.org/10.1246/cl.1995.995]
[76]
Huang, R.C.; Minami, Y.; Yagi, F.; Nakamura, Y.; Nakayama, N.; Tadera, K.; Nakatani, M. Melianolide, a new limonoid of biogenetic interest, from Chinese Melia azedarach L. Heterocycles, 1996, 7(43), 1477-1482.
[77]
Park, S.; Nhiem, N.X.; Subedi, L.; Oh, I.; Kim, J.Y.; Kim, S.Y.; Kim, S.H. Isolation of bioactive limonoids from the fruits of Melia azedarach. J. Asian Nat. Prod. Res., 2020, 22(9), 830-838.
[http://dx.doi.org/10.1080/10286020.2019.1666826] [PMID: 31545102]
[78]
Jeong, H.; Park, S.; Kim, S.Y.; Cho, S.H.; Jeong, M.S.; Kim, S.R.; Seo, J.B.; Kim, S.H.; Kim, K.N. 1-Cinnamoyltrichilinin from Melia azedarach Causes Apoptosis through the p38 MAPK Pathway in HL-60 Human Leukemia Cells. Int. J. Mol. Sci., 2020, 21(20), 7506-7517.
[http://dx.doi.org/10.3390/ijms21207506] [PMID: 33053881]
[79]
Srivastava, S.D.; Srivastava, S. Insect antifeedant novel limonoids from the roots of Melia azedarach. J. Indian Chern. Soc, 1996, 73(9), 467-469.
[80]
Qiu, L.; Heng, L.; Xu, R.; Luo, J.; Li, Y. Two new nimbolinin- and trichilin-class limonoids isolated from the fruits of Melia azedarach. Chin. J. Nat. Med., 2019, 17(3), 227-230.
[http://dx.doi.org/10.1016/S1875-5364(19)30025-1] [PMID: 30910059]
[81]
Ochi, M.; Kotsuki, H.; Tokoroyama, T. Sendanal, a new limonoid from Melia azedarach Linn. var. Japonica Makino. Chem. Lett., 1978, 7(6), 621-624.
[http://dx.doi.org/10.1246/cl.1978.621]
[82]
Wang, W.Q.; Xia, Z.Z.; Yu, S.H.; Tian, Z.H.; Yan, B.; Jiang, H.Q.; Zhou, H.L. Two new limonoids from the fruits of Melia azedarach (Meliaceae). Chem. Biodivers., 2021, 18(2), e2000822.
[http://dx.doi.org/10.1002/cbdv.202000822] [PMID: 33245610]
[83]
Ochi, M.; Kotsuki, H.; Kataoka, T.; Tada, T.; Tokoroyama, T. Limonoids from Melia azedarach Linn. var. Japonica Makino. III. The structures of ohchinal and ohchinin acetate. Chem. Lett., 1978, 7(4), 331-334.
[http://dx.doi.org/10.1246/cl.1978.331]
[84]
Fukuyama, Y.; Miura, I.; Ochi, M. Bitter limonoids from the fruit of Melia azedarach L. var. japonica Makino. Bull. Chem. Soc. Jpn., 1983, 56(4), 1139-1142.
[http://dx.doi.org/10.1246/bcsj.56.1139]
[85]
Chun Huang, R.; Zhou, J-B.; Suenaga, H.; Takezaki, K.; Tadera, K.; Nakatani, M. Insect antifeeding property of limonoids from Okinawan and Chinese Melia azedarach L., and from Chinese Melia toosendan (Meliaceae). Biosci. Biotechnol. Biochem., 1995, 59(9), 1755-1757.
[http://dx.doi.org/10.1271/bbb.59.1755]
[86]
Srivastava, S.D. Limonoids from the seeds of Melia azedarach. J. Nat. Prod., 1986, 49(1), 56-61.
[http://dx.doi.org/10.1021/np50043a005] [PMID: 3701342]
[87]
Ochi, M.; Kotsuki, H.; Hirotsu, K.; Tokoroyama, T. Sendanin, a new limonoid from Melia azedarach Linn. var. Japonica Makino. Tetrahedron Lett., 1976, 17(33), 2877-2880.
[http://dx.doi.org/10.1016/S0040-4039(01)85526-X]
[88]
Nakatani, M.; Huang, R.C.; Okamura, H.; Iwagawa, T.; Tadera, K. Degraded limonoids from Melia azedarach. Phytochemistry, 1998, 49(6), 1773-1776.
[http://dx.doi.org/10.1016/S0031-9422(98)00262-3] [PMID: 11711098]
[89]
Carpinella, M.C.; Defago, M.T.; Valladares, G.; Palacios, S.M. Antifeedant and insecticide properties of a limonoid from Melia azedarach (Meliaceae) with potential use for pest management. J. Agric. Food Chem., 2003, 51(2), 369-374.
[http://dx.doi.org/10.1021/jf025811w] [PMID: 12517097]
[90]
Ochi, M.; Kotsuki, H.; Ishida, H.; Tokoroyama, T. Limonoids from Melia azedarach Linn. var. japonica Makino. II. The natural hydroxyl precursor of sendanin. Chem. Lett., 1978, 7(1), 99-102.
[http://dx.doi.org/10.1246/cl.1978.99]
[91]
Wang, N.; Fan, Y.; Yian, C-M.; Song, J.; Yao, Y.; Liu, W.; Gajendran, B.; Zacksenhaus, E.; Li, Y.; Liu, J.; Hoa, X.J.; Ben-David, Y. Selective ERK1/2 agonists isolated from Melia azedarach with potent anti-leukemic activity. BMC Cancer, 2019, 19(1), 1-9.
[PMID: 30606139]
[92]
Itokawa, H.; Qiao, Z.S.; Hirobe, C.; Takeya, K. Cytotoxic limonoids and tetranortriterpenoids from Melia azedarach. Chem. Pharm. Bull., 1995, 43(7), 1171-1175.
[http://dx.doi.org/10.1248/cpb.43.1171] [PMID: 7586061]
[93]
Takeya, K.; Qiao, Z-S.; Hirobe, C.; Itokawa, H. Cytotoxic trichilin-type limonoids from Melia azedarach. Bioorg. Med. Chem., 1996, 4(8), 1355-1359.
[http://dx.doi.org/10.1016/0968-0896(96)00128-9] [PMID: 8879558]
[94]
Nakatani, M.; Chun Huang, R.; Okamura, H.; Naoki, H.; Iwagawa, T. Limonoid antifeedants from Chinese Melia azedarach. Phytochemistry, 1994, 36(1), 39-41.
[http://dx.doi.org/10.1016/S0031-9422(00)97008-0]
[95]
Oelrichs, P.B.; Hill, M.W.; Vallely, P.J.; MacLeod, J.K.; Molinski, T.F. Toxic tetranortriterpenes of the fruit of Melia azedarach. Phytochemistry, 1983, 22(2), 531-534.
[http://dx.doi.org/10.1016/0031-9422(83)83039-8]
[96]
Kikuchi, T.; Pan, X.; Ishii, K.; Nakamura, Y.; Ogihara, E.; Koike, K.; Tanaka, R.; Akihisa, T. Cytotoxic and apoptosis-inducing activities of 12-O-Acetylazedarachin B from the fruits of Melia azedarach in human cancer cell lines. Biol. Pharm. Bull., 2013, 36(1), 135-139.
[http://dx.doi.org/10.1248/bpb.b12-00795] [PMID: 23302647]
[97]
Huang, R.C.; Okamura, H.; Iwagawa, T.; Tadera, K.; Nakatani, M.; Azedarachin, C A limonoid antifeedant from Melia azedarach. Phytochemistry, 1995, 38(3), 593-594.
[http://dx.doi.org/10.1016/0031-9422(94)00707-Z]
[98]
Zhou, H.; Hamazaki, A.; Fontana, J.D.; Takahashi, H.; Wandscheer, C.B.; Fukuyama, Y. Cytotoxic limonoids from Brazilian Melia azedarach. Chem. Pharm. Bull., 2005, 53(10), 1362-1365.
[http://dx.doi.org/10.1248/cpb.53.1362] [PMID: 16205005]
[99]
Fukuyama, Y.; Nakaoka, M.; Yamamoto, T.; Takahashi, H.; Minami, H. Degraded and oxetane-bearing limonoids from the roots of Melia azedarach. Chem. Pharm. Bull., 2006, 54(8), 1219-1222.
[http://dx.doi.org/10.1248/cpb.54.1219] [PMID: 16880676]
[100]
Xie, J-X.; Yuan, A-X. The structure of iso-chuanliansu isolated from Chinese medicine--the bark of Melia. Yao Xue Xue Bao, 1985, 20(3), 188-192.
[PMID: 4072686]
[101]
Jong-Woong, A.; Geon-Seek, Y.; No, Z.; Seung-Ho, Y. 12-hydroxyamoorastatone, a new limonoid from Melia azedarach var. japonica. Bull. Korean Chem. Soc., 1993, 14(5), 554-556.
[102]
Morgan, E.D.; Thornton, M.D. Azadirachtin in the fruit of Melia azedaiuch. Phytochemistry, 1973, 12(2), 391-392.
[http://dx.doi.org/10.1016/0031-9422(73)80025-1]
[103]
Petrera, E.; Coto, C.E. Effect of the potent antiviral 1-cinnamoyl-3,11-dihydroxymeliacarpin on cytokine production by murine macrophages stimulated with HSV-2. Phytother. Res., 2014, 28(1), 104-109.
[http://dx.doi.org/10.1002/ptr.4974] [PMID: 23512754]
[104]
Barquero, A.A.; Michelini, F.M.; Alché, L.E. 1-Cinnamoyl-3,11-dihydroxymeliacarpin is a natural bioactive compound with antiviral and nuclear factor-κB modulating properties. Biochem. Biophys. Res. Commun., 2006, 344(3), 955-962.
[http://dx.doi.org/10.1016/j.bbrc.2006.03.226] [PMID: 16631615]
[105]
Barquero, A.A.; Alché, L.E.; Coto, C.E. Block of vesicular stomatitis virus endocytic and exocytic pathways by 1-cinnamoyl-3,11-dihydroxymeliacarpin, a tetranortriterpenoid of natural origin. J. Gen. Virol., 2004, 85(2), 483-493.
[http://dx.doi.org/10.1099/vir.0.19343-0] [PMID: 14769906]
[106]
Alché, L.E.; Assad Ferek, G.; Meo, M.; Coto, C.E.; Maier, M.S. An antiviral meliacarpin from leaves of Melia azedarach L. Z. Naturforsch. C J. Biosci., 2003, 58(3-4), 215-219.
[http://dx.doi.org/10.1515/znc-2003-3-413] [PMID: 12710731]
[107]
Lee, S.M.; Klocke, J.A.; Barnby, M.A.; Yamasaki, M.B.; Balandrin, M.F. Insecticidal constituents of Azadirachta indica and Melia azedarach (Meliaceae). Nat. Occurr. Pest Bioregulators, CS Symposium series, 1991, 449, pp. 293-304.
[http://dx.doi.org/10.1021/bk-1991-0449.ch019]
[108]
Lee, S.M.; Klocke, J.A.; Balandrin, M.F. The structure of 1-cinnamoylmelianolone, a new insecticidaltetranortriterpenoid, from L. (Meliaceae). Tetrahedron Lett., 1987, 28(31), 3543-3546.
[http://dx.doi.org/10.1016/S0040-4039(00)95530-8]
[109]
Nakatani, M.; Huang, R.C.; Okamura, H.; Iwagawa, T.; Tadera, K.; Naoki, H. Three new antifeeding meliacarpinins from Chinese Melia azedarach Linn. Tetrahedron, 1995, 51(43), 11731-11736.
[http://dx.doi.org/10.1016/0040-4020(95)00724-M]
[110]
Nakatani, M.; Huang, R.C.; Okamura, H.; Iwagawa, T. The structure of a new antifeeding meliacarpinin from Chines Melia azedarach L. Chem. Lett., 1993, 22(12), 2125-2128.
[http://dx.doi.org/10.1246/cl.1993.2125]
[111]
Nakatani, M.; Arikawa, S.; Okamura, H.; Iwagawa, T. Isolation of a new insect antifeeding azadirachtin derivative from Okinawan Melia azedarach Linn. Heterocycles, 1994, 38(2), 327-331.
[http://dx.doi.org/10.3987/COM-93-6554]
[112]
Takeya, K.; Qiao, Z.S.; Hirobe, C.; Itokawa, H. Cytotoxic azadirachtin-type limonoids from Melia azedarach. Phytochemistry, 1996, 42(3), 709-712.
[http://dx.doi.org/10.1016/0031-9422(96)00044-1] [PMID: 8768322]
[113]
Fukuyama, Y.; Ogawa, M.; Takahashi, H.; Minami, H. Two new meliacarpinins from the roots of Melia azedarach. Chem. Pharm. Bull., 2000, 48(2), 301-303.
[http://dx.doi.org/10.1248/cpb.48.301] [PMID: 10705527]
[114]
Saxena, M.; Srivastava, S.K. A new limonoid glycoside from the stem bark of Melia azedarach Linn, Indian. J. Chem. Sect. B: Org. Chem. Incl. Med. Chem., 1986, 25(10), 1087-1088.
[115]
Srivastava, S. Further constituent from the seeds of Melia azedarach. Planta Med., 1987, 53(1), 100-101.
[http://dx.doi.org/10.1055/s-2006-962635] [PMID: 17268976]
[116]
Rusia, K.; Srivastava, A.K. Structure of a new limonoid glycoside from the seeds for Melia azedarach Linn. Proc. Natl. Acad. Sci. India, 1988, 58, 33-36.
[117]
D’Ambrosio, M.; Guerriero, A. Degraded limonoids from Melia azedarach and biogenetic implications. Phytochemistry, 2002, 60(4), 419-424.
[http://dx.doi.org/10.1016/S0031-9422(02)00107-3] [PMID: 12031436]
[118]
Chong, X.; Tian, G.; Cheng, Z.; Yao, Q. Study on chemical constituents of the seed of Melia azedarach L. Food and Drug, 2009, 11(3), 30-31.
[119]
Wu, S.B.; Ji, Y.P.; Zhu, J.J.; Zhao, Y.; Xia, G.; Hu, Y.H.; Hu, J.F. Steroids from the leaves of Chinese Melia azedarach and their cytotoxic effects on human cancer cell lines. Steroids, 2009, 74(9), 761-765.
[http://dx.doi.org/10.1016/j.steroids.2009.04.005] [PMID: 19379765]
[120]
Ervina, M.; Poerwono, H.; Widyowati, R.; Otsuka, H.; Matsunami, K.; Sukardiman, S. Pregnane steroids from the leaves of Melia azedarach and apoptotic activity against T47D cells. Asian Pac. J. Cancer Prev., 2021, 22(6), 1967-1973.
[http://dx.doi.org/10.31557/APJCP.2021.22.6.1967] [PMID: 34181358]
[121]
Nakatani, M.; Takao, H.; Miura, I.; Hase, T. Azedarachol, a steroid ester antifeedant from Melia azedarach var. japonica. Phytochemistry, 1985, 24(9), 1945-1948.
[http://dx.doi.org/10.1016/S0031-9422(00)83097-6]
[122]
Kwon, H.C.; Lee, B.G.; Kim, S.H.; Jung, C.M.; Hong, S.Y.; Han, J.W.; Lee, H.W.; Zee, O.P.; Lee, K.R. Inducible nitric oxide synthase inhibitors from Melia azedarach var. Japonica. Arch. Pharm. Res., 1999, 22(4), 410-413.
[http://dx.doi.org/10.1007/BF02979067] [PMID: 10489883]
[123]
Lee, B.G.; Kim, S.H.; Zee, O.P.; Lee, K.R.; Lee, H.Y.; Han, J.W.; Lee, H.W. Suppression of inducible nitric oxide synthase expression in RAW 264.7 macrophages by two β-carboline alkaloids extracted from Melia azedarach. Eur. J. Pharmacol., 2000, 406(3), 301-309.
[http://dx.doi.org/10.1016/S0014-2999(00)00680-4] [PMID: 11040335]
[124]
Jafari, S.; Saeidnia, S.; Hajimehdipoor, H.; Ardekani, M.R.S.; Faramarzi, M.A.; Hadjiakhoondi, A.; Khanavi, M. Cytotoxic evaluation of Melia azedarach in comparison with, Azadirachta indica and its phytochemical investigation. Daru, 2013, 21(1), 37-43.
[http://dx.doi.org/10.1186/2008-2231-21-37] [PMID: 23679992]
[125]
Carpinella, M.C.; Ferrayoli, C.G.; Palacios, S.M. Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits. J. Agric. Food Chem., 2005, 53(8), 2922-2927.
[http://dx.doi.org/10.1021/jf0482461] [PMID: 15826040]
[126]
Carpinella, M.C.; Giorda, L.M.; Ferrayoli, C.G.; Palacios, S.M. Antifungal effects of different organic extracts from Melia azedarach L. on phytopathogenic fungi and their isolated active components. J. Agric. Food Chem., 2003, 51(9), 2506-2511.
[http://dx.doi.org/10.1021/jf026083f] [PMID: 12696928]
[127]
Cabral, M.M.O.; Garcia, E.S.; Kelecom, A. Lignanes from the Brazilian Melia azedarach, and their activity in Rhodnius prolixus (Hemiptera, Reduviidae). Mem. Inst. Oswaldo Cruz, 1995, 90(6), 759-763.
[http://dx.doi.org/10.1590/S0074-02761995000600018] [PMID: 8731373]
[128]
Kumazawa, S.; Kubota, S.; Yamamoto, H.; Okamura, N.; Sugiyama, Y.; Kobayashi, H.; Nakanishi, M.; Ohta, T. Antiangiogenic activity of flavonoids from Melia azedarach. Nat. Prod. Commun., 2013, 8(12), 1934578X1300801.
[http://dx.doi.org/10.1177/1934578X1300801215] [PMID: 24555281]
[129]
Marco, J.A.; Barberá, O.; Sanz, J.F.; Sánchez-Parareda, J. Flavonol diglycosides from Melia azedarach. J. Nat. Prod., 1986, 49(1), 170.
[http://dx.doi.org/10.1021/np50043a030]
[130]
Aritomi, M.; Miyazaki, K.; Mazaki, T. Chemical constituents in the leaves of Rhus javanicus L. and Melia azedarach L. var. subtripinnata MIQ. Yakugaku Zasshi, 1964, 84(9), 894-895.
[http://dx.doi.org/10.1248/yakushi1947.84.9_894] [PMID: 14247822]
[131]
Mishra, M.; Srivastava, S.K. A new flavone glycoside from Melia azedarach Linn. Curr. Sci., 1984, 53(13), 694-695.
[132]
Srivastava, S.K.; Mishra, M. New anthraquinone pigments from the stem bark of Melia azedarach Linn. Indian J. Chem., 1985, 24(7), 793-794.
[133]
Shahwar, D.; Raza, M.A.; Shafiq-Ur-Rehman; Abbasi, M.A.; Atta-Ur-Rahman An investigation of phenolic compounds from plant sources as trypsin inhibitors. Nat. Prod. Res., 2012, 26(12), 1087-1093.
[http://dx.doi.org/10.1080/14786419.2011.559637] [PMID: 22011193]
[134]
Rise, M.; Cojocaru, M.; Gottlieb, H.E.; Goldschmidt, E.E. Accumulation of α-tocopherol in senescing organs as related to chlorophyll degradation. Plant Physiol., 1989, 89(4), 1028-1030.
[http://dx.doi.org/10.1104/pp.89.4.1028] [PMID: 16666657]
[135]
Guangzhong, Y.; Yu, C.; Shilian, Z.; Zhengfang, Z. Studies on the chemical constituents of the bark of Melia azedarach L. Nat. Prod. Res. Develop., 1998, 10(4), 45-47.
[136]
Shisheng, L.; Jiangzhen, D.; Shouxun, Z. Minor phenolic constituents of chinaberry-tree (Melia azedarach). Chin. Tradit. Herbal Drugs, 2000, 2(31), 86-89.
[137]
Merra, P.S.; Kalidhar, S.B. Phytochemical investigation of Melia azedarach leaves. Curr. Res. Med. Aromat. Plants, 2003, 25, 397-399.
[138]
Mwamatope, B.; Tembo, D.; Chikowe, I.; Kampira, E.; Nyirenda, C. Total phenolic contents and antioxidant activity of Senna singueana, Melia azedarach, Moringa oleifera and Lannea discolor herbal plants. Sci. Am., 2020, 9, e00481.
[http://dx.doi.org/10.1016/j.sciaf.2020.e00481]
[139]
Munir, A.; Sultana, B.; Babar, T.; Bashir, A.; Amjad, M.; Hassan, Q. Investigation on the antioxidant activity of leaves, fruit and stem bark of Dhraik (Melia azedarach). Eur. J. Appl. Sci., 2012, 4(2), 47-51.
[140]
Safaei-Ghomi, J.; Ahmadi, T.; Batooli, H. GC-MS identification of essential oil components and in vitro investigation of antioxidant activity of methanol extracts from flower and fruit fractions of Melia azedarach cultivated in Central Iran. Chem. Nat. Compd., 2010, 46(5), 816-818.
[http://dx.doi.org/10.1007/s10600-010-9755-6]
[141]
Ervina, M.; Poerwono, H.; Widyowati, R.; Matsunami, K. Sukardiman, Bioselective hormonal breast cancer cytotoxic and antioxidant potencies of Melia azedarach L. wild type leaves. Biotechnol. Rep. (Amst.), 2020, 25, e00437.
[http://dx.doi.org/10.1016/j.btre.2020.e00437] [PMID: 32140442]
[142]
Marimuthu, S.; Balakrishnan, P.; Nair, S. Phytochemical investigation and radical scavenging activities of Melia azedarach and its DNA protective effect in cultured lymphocytes. Pharm. Biol., 2013, 51(10), 1331-1340.
[http://dx.doi.org/10.3109/13880209.2013.791323] [PMID: 23767787]
[143]
Wachsman, M.B.; Castilla, V.; Coto, C.E. Inhibition of foot and mouth disease virus (FMDV) uncoating by a plant-derived peptide isolated from Melia azedarach L. leaves. Arch. Virol., 1998, 143(3), 581-590.
[http://dx.doi.org/10.1007/s007050050314] [PMID: 9572558]
[144]
Paula Pifarré, M.; Berra, A.; Coto, C.E.; Alché, L.E. Therapeutic action of meliacine, a plant-derived antiviral, on HSV-induced ocular disease in mice. Exp. Eye Res., 2002, 75(3), 327-334.
[http://dx.doi.org/10.1006/exer.2002.2027] [PMID: 12384095]
[145]
Alché, L.E.; Barquero, A.A.; Sanjuan, N.A.; Coto, C.E. An antiviral principle present in a purified fraction from Melia azedarach L. leaf aqueous extract restrains herpes simplex virus type 1 propagation. Phytother. Res., 2002, 16(4), 348-352.
[http://dx.doi.org/10.1002/ptr.895] [PMID: 12112291]
[146]
Bueno, C.A.; Alché, L.E.; Barquero, A.A. 1-Cinnamoyl-3,11-dihydroxymeliacarpin delays glycoprotein transport restraining virus multiplication without cytotoxicity. Biochem. Biophys. Res. Commun., 2010, 393(1), 32-37.
[http://dx.doi.org/10.1016/j.bbrc.2010.01.068] [PMID: 20097166]
[147]
Bueno, C.A.; Lombardi, M.G.; Sales, M.E.; Alché, L.E. A natural antiviral and immunomodulatory compound with antiangiogenic properties. Microvasc. Res., 2012, 84(3), 235-241.
[http://dx.doi.org/10.1016/j.mvr.2012.09.003] [PMID: 23006904]
[148]
Defagó, M.; Valladares, G.; Banchio, E.; Carpinella, C.; Palacios, S. Insecticide and antifeedant activity of different plant parts of Melia azedarach on Xanthogaleruca luteola. Fitoterapia, 2006, 77(7-8), 500-505.
[http://dx.doi.org/10.1016/j.fitote.2006.05.027] [PMID: 16889905]
[149]
Hadjiakhoondi, A.; Vatandoost, H.; Khanavi, M.; Sadeghipour-Roodsari, H.R.; Vosoughi, M.; Kazemi, M.; Abai, M.R. Fatty acid composition and toxicity of Melia azedarach L. fruits against malaria vector Anopheles stephensi. Iran. J. Pharm. Res., 2006, 2(2), 97-102.
[150]
Bullangpoti, V.; Wajnberg, E.; Audant, P.; Feyereisen, R. Antifeedant activity of Jatropha gossypifolia and Melia azedarach senescent leaf extracts on Spodoptera frugiperda (Lepidoptera: Noctuidae) and their potential use as synergists. Pest Manag. Sci., 2012, 68(9), 1255-1264.
[http://dx.doi.org/10.1002/ps.3291] [PMID: 22488906]
[151]
Coria, C.; Almiron, W.; Valladares, G.; Carpinella, C.; Ludueña, F.; Defago, M.; Palacios, S. Larvicide and oviposition deterrent effects of fruit and leaf extracts from Melia azedarach L. on Aedes aegypti (L.) (Diptera: Culicidae). Bioresour. Technol., 2008, 99(8), 3066-3070.
[http://dx.doi.org/10.1016/j.biortech.2007.06.012] [PMID: 17669645]
[152]
Cabral, M.M.O.; Garcia, E.S.; Rembold, H.; De Simone, S.G.; Kelecom, A. Anti-moulting activity in Brazilian Melia azedarach. Mem. Inst. Oswaldo Cruz, 1996, 91(1), 117-118.
[http://dx.doi.org/10.1590/S0074-02761996000100021] [PMID: 8734961]
[153]
Valladares, G.; Defago, M.T.; Palacios, S.; Carpinella, M.C. Laboratory evaluation of Melia azedarach (Meliaceae) extracts against the elm leaf beetle (Coleoptera: Chrysomelidae). J. Econ. Entomol., 1997, 90(3), 747-750.
[http://dx.doi.org/10.1093/jee/90.3.747]
[154]
Schmidt, G.; Rembold, H.; Ahmed, A.A.I.; Breuer, M. Effect of Melia azedarach fruit extract on juvenile hormone titer and protein content in the hemolymph of two species of noctuid lepidopteran larvae. Phytoparasitica, 1998, 26(4), 283-291.
[http://dx.doi.org/10.1007/BF02981442]
[155]
Valladares, G.R.; Ferreyra, D.; Defago, M.T.; Carpinella, M.C.; Palacios, S. Effects of Melia azedarach on Triatoma infestans. Fitoterapia, 1999, 70(4), 421-424.
[http://dx.doi.org/10.1016/S0367-326X(99)00051-9]
[156]
Saleem, R.; Ahmed, S.I.; Shamim, S.M.; Faizi, S.; Siddiqui, B.S. Antibacterial effect of Melia azedarach flowers on rabbits. Phytother. Res., 2002, 16(8), 762-764.
[http://dx.doi.org/10.1002/ptr.1044] [PMID: 12458483]
[157]
Saleem, R.; Rani, R.; Ahmed, M.; Sadaf, F.; Ahmad, S.I.; ul Zafar, N.; Khan, S.S.; Siddiqui, B.S.; Lubna; Ansari, F.; Khan, S.A.; Faizi, S. Effect of cream containing Melia azedarach flowers on skin diseases in children. Phytomedicine, 2008, 15(4), 231-236.
[http://dx.doi.org/10.1016/j.phymed.2008.02.002] [PMID: 18375108]
[158]
Khan, A.V.; Khan, A.A.; Shukla, I. In vitro antibacterial potential of Melia azedarach crude leaf extracts against some human pathogenic bacterial strains; Ethnobot; Leafl, 2008, pp. 439-445.
[159]
Khan, A.V.; Ahmed, Q.U.; Mir, M.R.; Shukla, I.; Khan, A.A. Antibacterial efficacy of the seed extracts of Melia azedarach against some hospital isolated human pathogenic bacterial strains. Asian Pac. J. Trop. Biomed., 2011, 1(6), 452-455.
[http://dx.doi.org/10.1016/S2221-1691(11)60099-3] [PMID: 23569812]
[160]
Sen, A.; Batra, A. Evaluation of antimicrobial activity of different solvent extracts of medicinal plant: Melia azedarach L. Int. J. Curr. Pharm. Res., 2012, 4(2), 67-73.
[161]
Orhan, I.E.; Guner, E.; Ozcelik, B.; Senol, F.S.; Caglar, S.S.; Emecen, G.; Kocak, O.; Sener, B. Assessment of antimicrobial, insecticidal and genotoxic effects of Melia azedarach L. (chinaberry) naturalized in Anatolia. Int. J. Food Sci. Nutr., 2012, 63(5), 560-565.
[http://dx.doi.org/10.3109/09637486.2011.642855] [PMID: 22149768]
[162]
Neycee, M.; Nematzadeh, G.H.A.; Dehestani, A.; Alavi, M. Evaluation of antibacterial effects of chinaberry (Melia azedarach) against gram-positive and gram-negative bacteria. Int. J. Agric. Crop Sci., 2012, 4(11), 709-712.
[163]
Della Bona, A.; Nedel, F. Evaluation of Melia azedarach extracts against Streptococcus mutans. J. Med. Food, 2015, 18(2), 259-263.
[http://dx.doi.org/10.1089/jmf.2013.0181] [PMID: 25069066]
[164]
Jeba Malar, T.R.J.; Antonyswamy, J.; Vijayaraghavan, P.; Ock Kim, Y.; Al-Ghamdi, A.A.; Elshikh, M.S.; Hatamleh, A.A.; Al-Dosary, M.A.; Na, S.W.; Kim, H.J. In-vitro phytochemical and pharmacological bio-efficacy studies on Azadirachta indica A. Juss and Melia azedarach Linn for anticancer activity. Saudi J. Biol. Sci., 2020, 27(2), 682-688.
[http://dx.doi.org/10.1016/j.sjbs.2019.11.024] [PMID: 32210688]
[165]
Melo, E.J.T.; Vilela, K.J.; Carvalho, C.S. Effects of aqueous leaf extracts of Azadirachta indica A. Juss.(neem) and Melia azedarach L.(Santa Barbara or cinnamon) on the intracellular development of Toxoplasma gondii. Rev. Bras. Pl. Med., Botucatu, 2011, 13(2), 215-222.
[166]
Kim, H.W.; Kang, S.C. The toxicity and anti-cancer activity of the hexane layer of Melia azedarach L. var. japonica Makino’s bark extract. Toxicol. Res., 2012, 28(1), 57-65.
[http://dx.doi.org/10.5487/TR.2012.28.1.057] [PMID: 24278590]
[167]
Shrestha, S.S.; Ferrarese, I.; Sut, S.; Zengin, G.; Grana, S.; Ak, G.; Pant, D.R.; Dall’Acqua, S.; Rajbhandary, S. Phytochemical investigations and in vitro bioactivity screening on Melia azedarach L. leaves extract from Nepal. Chem. Biodivers., 2021, 18(5), e2001070.
[http://dx.doi.org/10.1002/cbdv.202001070] [PMID: 33682999]
[168]
Carpinella, M.C.; Herrero, G.G.; Alonso, R.A.; Palacios, S.M. Antifungal activity of Melia azedarach fruit extract. Fitoterapia, 1999, 70(3), 296-298.
[http://dx.doi.org/10.1016/S0367-326X(99)00009-X]
[169]
Akihisa, T.; Nishimoto, Y.; Ogihara, E.; Matsumoto, M.; Zhang, J.; Abe, M. Nitric Oxide production-inhibitory activity of Limonoids from Azadirachta indica and Melia azedarach. Chem. Biodivers., 2017, 14(6), e1600468.
[http://dx.doi.org/10.1002/cbdv.201600468] [PMID: 28145090]
[170]
Seifu, D.; Gustafsson, L.; Chawla, R.; Genet, S.; Debella, A.; Holst, M.; Hellström, P. Antidiabetic and gastric emptying inhibitory effect of herbal Melia azedarach leaf extract in rodent models of diabetes type 2 mellitus. J. Exp. Pharmacol., 2017, 9, 23-29.
[http://dx.doi.org/10.2147/JEP.S126146] [PMID: 28360538]
[171]
Khan, M.F.; Rawat, A.K.; Khatoon, S.; Hussain, M.K.; Mishra, A.; Negi, D.S. In vitro and in vivo antidiabetic effect of extracts of Melia azedarach, Zanthoxylum alatum, and Tanacetum nubigenum. Integr. Med. Res., 2018, 7(2), 176-183.
[http://dx.doi.org/10.1016/j.imr.2018.03.004] [PMID: 29984178]
[172]
Szewczuk, V.D.; Mongelli, E.R.; Pomilio, A.B. In vitro anthelmintic activity of Melia azedarach naturalized in Argentina. Phytother. Res., 2006, 20(11), 993-996.
[http://dx.doi.org/10.1002/ptr.1929] [PMID: 16941610]
[173]
Ntalli, N.G.; Menkissoglu-Spiroudi, U.; Giannakou, I. Nematicidal activity of powder and extracts of Melia azedarach fruits against Meloidogyne incognita. Ann. Appl. Biol., 2010, 156(2), 309-317.
[http://dx.doi.org/10.1111/j.1744-7348.2009.00388.x]
[174]
Aoudia, H.; Ntalli, N.; Aissani, N.; Yahiaoui-Zaidi, R.; Caboni, P. Nematotoxic phenolic compounds from Melia azedarach against Meloidogyne incognita. J. Agric. Food Chem., 2012, 60(47), 11675-11680.
[http://dx.doi.org/10.1021/jf3038874] [PMID: 23136941]
[175]
Christina, A.J.M.; Haja Najumadeen, N.A.; Vimal Kumar, S.; Manikandan, N.; Tobin, G.C.; Venkataraman, S.; Murugesh, N. Antilithiatic effect of Melia azedarach. on ethylene glycol–induced nephrolithiasis in rats. Pharm. Biol., 2006, 44(6), 480-485.
[http://dx.doi.org/10.1080/13880200600812634]
[176]
Mandal, R.; Dhaliwal, P.K. Antifertility effect of Melia azedarach Linn. (dharek) seed extract in female albino rats. Indian J. Exp. Biol., 2007, 45(10), 853-860.
[PMID: 17948733]
[177]
Dharmalingam, S.R.; Madhappan, R.; Chidambaram, K.; Ramamurthy, S.; Gopal, K.; Swetha, P.; Senthil Kumar, K.L. Anti-urolithiatic activity of Melia azedarach Linn leaf extract in ethylene glycol-induced urolithiasis in male albino rats. Trop. J. Pharm. Res., 2016, 13(3), 391-397.
[http://dx.doi.org/10.4314/tjpr.v13i3.12]
[178]
Vijaya, V.T.; Srinivasan, D.; Sengottuvelu, S. Wound healing potential of Melia azedarach L. leaves in alloxan induced diabetic rats. Glob. J. Res. Med. Plants Indig. Med., 2012, 1(7), 265-271.
[179]
Rao, A.S.; Ahmed, M.S.; Ibrahim, M. Hepatoprotective activity of Melia azedarach leaf extract against simvastatin induced Hepatotoxicity in rats. J. Appl. Pharm. Sci., 2012, 2(7), 144-148.
[http://dx.doi.org/10.7324/JAPS.2012.2721]
[180]
Sumathi, A. Hepatoprotective activity of Melia azedarach L. against carbon tetrachloride induced hepatic damage in rats. Int. J. Pharm. Sci. Res., 2012, 3(5), 387-388.
[181]
Hanifa Moursi, S.A.; Al-Khatib, I.M.H. Effect of Melia azedarach fruits on gipsing-restraint stress-induced ulcers in rats. Jpn. J. Pharmacol., 1984, 36(4), 527-533.
[http://dx.doi.org/10.1254/jjp.36.527] [PMID: 6543233]
[182]
Roop, J.K.; Dhaliwal, P.K.; Guraya, S.S.; Bashir, A.; Amjad, M.; Hassan, Q. Extracts of Azadirachta indica and Melia azedarach seeds inhibit folliculogenesis in albino rats. Braz. J. Med. Biol. Res., 2005, 38(6), 943-947.
[http://dx.doi.org/10.1590/S0100-879X2005000600017] [PMID: 15933789]
[183]
Sultana, S.; Akhtar, N.; Asif, H.M. Phytochemical screening and antipyretic effects of hydro-methanol extract of Melia azedarach leaves in rabbits. Bangladesh J. Pharmacol., 2013, 8(2), 214-217.
[http://dx.doi.org/10.3329/bjp.v8i2.14708]