Synthesis and antibacterial study of 10, 15, 20-triphenyl-5-(4-hydroxy-3-(trimethylammonium)methyl)phenylporphyrin as models for combination of porphyrin and alkylating agent.
10, 15, 20-Triphenyl-5-(4-hydroxy-3-(trimethylammonium)methyl)phenylporphyrin 4 and its zinc complex 5 have been synthesized and antibacterial activities have been studied for 4 and its derivative. Compound 4 showed stronger inhibition than that of 10, 15, 20-triphenyl-5-(4-hydroxy-3-(dimethylamine)methyl)phenylporphyrin (2) and 10, 15, 20-triphenyl-5-(4-methoxy-3-(trimethylammonium)methyl)phenylporphyrin (6). It is possible that antibacterial activity of compound 4 involved in photoinducing both o-quinone methide intermediate and singlet oxygen formation.
Zhang
Jianye
J
College of Chemistry and Molecular Sciences, Wuhan University, Hubei Wuhan 430072, PR China.
Wu
Xiaojun
X
Cao
Xiaoping
X
Yang
Fan
F
Wang
Jiangfeng
J
Zhou
Xiang
X
Zhang
Xiao Lian
XL
D000477:Alkylating Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000478:Alkylation; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010778:Photochemotherapy; D011166:Porphyrins / Q000138:chemical synthesis* / Q000494:pharmacology*; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D013056:Spectrophotometry, Ultraviolet
C478045:10, 15, 20-triphenyl-5-(4-hydroxy-3-(trimethylammonium)methyl)phenylporphyrin; D000477:Alkylating Agents; D000900:Anti-Bacterial Agents; D011166:Porphyrins; D000644:Quaternary Ammonium Compounds