Abstract

We report herein a feasible study concerning the design, synthesis, structure and in vitro antimycobacterial activity of new phenanthroline derivatives with p-halo-benzoyl skeleton. The preparation is straight and efficient, involving an N-alkylation reaction of 1,7- phenanthroline. The antimycobacterial agents have been prepared in good yields and purity. The antimycobacterial activity of the synthesized compounds was investigated against Mycobacterium tuberculosis H37Rv. Five from the eight tested compounds had activity against M. tuberculosis H37Rv under aerobic conditions. A certain influence of substituents from the para position of the benzoyl moiety was observed; thus, the 1,7- phenanthrolinium salts substituted with p-halo (Br, Cl)- benzoyl have shown the most pronounced antimycobacterial activity. SAR correlations have been done.

Keywords: Antimycobacterial, design, synthesis, N-alkylation, 1, 7-Phenanthroline, p-Halo-benzoyl, SAR.

Graphical Abstract