Journal Article

Coumarin–benzimidazole hybrids as a potent antimicrobial agent: synthesis and biological elevation

Palnati, Gopala Reddy, Tripathi, C K M, Pasupuleti, Mukesh, Raj, Sneha, Sashidhara, Koneni V, Singh, L Ravithej, Srivastava, Akanksha, Avula, Srinivasa Rao

2017

Overview

Molecular hybridization approach is an emerging tool in drug discovery for designing new pharmacophores with biological activity. A novel, new series of coumarin–benzimidazole hybrids were designed, synthesized and evaluated for their broad spectrum antimicrobial activity. Among all the synthesized molecules, compound ( E )-3-(2-1 H -benzo[ d ]imidazol-1-yl)-1-((4-chlorobenzyl)oxy)imino)ethyl)-2 H -chromen-2-one showed the most promising broad spectrum antibacterial activity against Pseudomonas aeruginosa , Staphylococcus aureus, Bacillus subtilis and Proteus vulgaris. In addition, it has showed no cytotoxicity and hemolysis at 10 times the MIC concentration. SAR studies indicate that position of the chlorine atom in the hybrid critically determines the antibacterial activity.

• Publisher: Nature Publishing Group UK,Nature Publishing Group
• Subject: 631/154/309/507 / 631/326/22/1290 / 96/106 / Animals / Anti-Bacterial Agents - adverse effects / Anti-Bacterial Agents - chemical synthesis / Anti-Bacterial Agents - chemistry / Anti-Bacterial Agents - pharmacology / Anti-Infective Agents - adverse effects / Anti-Infective Agents - chemical synthesis / Anti-Infective Agents - chemistry / Anti-Infective Agents - pharmacology / Antibacterial activity / Antimicrobial activity / Antimicrobial agents / Bacillus subtilis - drug effects / Bacillus subtilis - growth & development / Bacteriology / Benzimidazoles / Benzimidazoles - adverse effects / Benzimidazoles - chemical synthesis / Benzimidazoles - chemistry / Benzimidazoles - pharmacology / Biological activity / Biomedical and Life Sciences / Bioorganic Chemistry / Cell Line / Cell Survival - drug effects / Chemical synthesis / Chlorine / Connective Tissue Cells - cytology / Connective Tissue Cells - drug effects / Coumarin / Coumarins - adverse effects / Coumarins - chemical synthesis / Coumarins - chemistry / Coumarins - pharmacology / Cytotoxicity / Drug Design / Drug Resistance, Multiple, Bacterial / Hemolysis - drug effects / Humans / Hybridization / Hybrids / Hydrocarbons, Chlorinated - adverse effects / Hydrocarbons, Chlorinated - chemical synthesis / Hydrocarbons, Chlorinated - chemistry / Hydrocarbons, Chlorinated - pharmacology / Life Sciences / Medicinal Chemistry / Mice / Microbial Sensitivity Tests / Microbiology / Minimum inhibitory concentration / Models, Molecular / Molecular Structure / Organic Chemistry / original-article / Pharmacophores / Proteus vulgaris - drug effects / Proteus vulgaris - growth & development / Pseudomonas aeruginosa / Pseudomonas aeruginosa - drug effects / Pseudomonas aeruginosa - growth & development / Staphylococcus aureus - drug effects / Staphylococcus aureus - growth & development / Stereoisomerism / Structure-Activity Relationship / Toxicity