Synthesis and Biological Evaluation of Some 2 Mercaptobenzothiazole Derivatives

Abstract

Advances in molecular analyses of the information relay pathways for their constituents and principal ligands along with mechanisms utilized by the host for microbial recognition have stimulated interest in therapeutic agents with dual functionalities i.e. antimicrobial and anti-inflammatory effects. Clinical studies demonstrated therapeutic benefits of agents with dual functionality with their effects on microorganisms and the concomitant host inflammatory response and it will facilitate progress in this emerging area poised to be a significant milestone for therapeutics. In the present study seven series of novel 2-mercaptobenzothiazole derivatives bearing 1,3,4-oxadiazole (ODZ1-15 and OXZ1-13), acetohydrazide (ACH1-5), 1,3,4-triazole (TRZ1-13), 1,3,4-thiadiazole (TDZ1-13), and 2-pyrazoline (PYZ1-19 and PYS1-9) moieties at the second position were synthesized with the objective of developing dual acting antimicrobial-analgesicanti-inflammatory agents with gastrosparing activity. Synthesized compounds were evaluated for their in vitro antimicrobial activity by the cup plate method. It was interesting to note that compounds ODZ4, ODZ10 and ODZ13 with acetamide group as linker between 2- mercaptobenzothiazole and 1, 3, 4-oxadiazole moieties showed significant inhibitory activity (inhibition zone 28-32 mm) against the tested Gram-positive and Gram-negative bacterial strains. Whereas compounds TDZ9 and TDZ10 with acetamide group as linker between 2-mercaptobenzothiazole and 1, 3, 4-thiadiazole moieties showed specific inhibitory activity against the tested Gram-negative bacteria Pseudomonas aeruginosa (inhibition zone 26 and 24 mm, respectively). Hence, it is concluded from the present study that analogs ODZ10, TDZ9 and PYZ14 can be considered as one of the scaffolds for design and development of dual acting antimicrobial and analgesic-anti-inflammatory agents. newline newline