Synthesis, Bacteriostatic and Anticancer Activity of Novel Phenanthridines Structurally Similar to Benzo[c]phenanthridine Alkaloids

摘要: In this study, we report the synthesis, antibacterial and anticancer evaluation of 38 novel phenanthridines that were designed as analogs benzo[c]phenanthridine alkaloids. The prepared differ from benzo[c]phenanthridines in absence a benzene A-ring. All compounds 6-bromo-2-hydroxy-3-methoxybenzaldehyde several synthetic steps through reduction Schiff bases accomplished by radical cyclization. Twelve derivatives showed high activity against Bacillus subtilis, Micrococcus luteus and/or Mycobacterium vaccae at single digit micromolar concentrations. Some also displayed cytotoxicity K-562 MCF-7 cancer cell lines low concentrations more potent than chelerythrine sanguinarine. active caused cell-cycle arrest cells, increased levels p53 protein apoptosis-specific fragmentation PARP-1. Biological was connected especially with presence N-methyl quaternary nitrogen 7-benzyloxy substitution (compounds 7i, 7j, 7k, 7l) phenanthridine.