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2-Methyl-4/5-nitroimidazole derivatives potentiated against sexually transmitted Trichomonas: Design, synthesis, biology and 3D-QSAR study.

Abstract：

:Trichomoniasis is the most prevalent, non-viral sexually transmitted diseases (STD) caused by amitochondriate protozoan Trichomonas vaginalis. Increased resistance of T. vaginalis to the marketed drug Metronidazole necessitates the development of newer chemical entities. A library of sixty 2-methyl-4/5-nitroimidazole derivatives was synthesized via nucleophilic ring opening reaction of epoxide and the efficacies against drug-susceptible and -resistant Trichomonas vaginalis were evaluated. All the molecules except two were found to be active against both susceptible and resistant strains with MICs ranging 8.55-336.70 μM and 28.80-1445.08 μM, respectively. Most of the compounds were remarkably more effective than the standard Metronidazole. This study analyzes the in vitro and in vivo activities of the new 5-nitroimidazoles, which were found to be safe against human cervical HeLa cells with good selectivity index. The exploration of SAR by the synthesis of four different prototypes and 3D-QSAR study has shown the importance of prototype 1 over other prototypes.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Mandalapu D,Kushwaha B,Gupta S,Singh N,Shukla M,Kumar J,Tanpula DK,Sankhwar SN,Maikhuri JP,Siddiqi MI,Lal J,Gupta G,Sharma VL

doi

10.1016/j.ejmech.2016.09.006

subject

Has Abstract

pub_date

2016-11-29 00:00:00

pages

820-839

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(16)30734-6

journal_volume

124

pub_type

杂志文章

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