Synthesis of Novel Methoxy Substituted Benzothiazole Derivatives and Antibacterial activity against Streptococcus Pyogene
Journal Title: Journal of Biological and chemical Chronicles - Year 2018, Vol 4, Issue 2
Abstract
Streptococcus (S) pyogenes is a Gram-positive facultative anaerobic organism which occurs in chains or in pairs and rarely cause life-threatening infection. Transmission of S. pyogenes is usually through direct contact with droplets of saliva or nasal secretions from carriers or persons with clinical infection, or through skin contact, especially contact with infected lesions. Synthesis and screening of benzothiazole derivatives have great importance in heterocyclic chemistry because of its potent and significant biological activities against Streptococcus (S) pyogenes especially methoxy substitution at benzothiazole. Methoxy substituted benzothiazole derivatives were synthesized by reaction of 3-chloro-4-methoxy-aniline with potassium thiocyanate under temperature control and presence of bromine in glacial acetic acid and ammonia. Substituted nitrobenzamides then synthesized by condensation of, 2- amino-4-chloro-5-methoxy-benzothiazole with 2(3or4)-nitrobenzoylchloride acid in presence of dry pyridine and acetone. Finally, newly synthesized derivatives (K-01 to K-09) were synthesized through replacing of chlorine of nitrobenzamide by reaction with 2-nitroaniline, 3-nitroaniline, and 4-nitroaniline in presence of DMF. Analytical characterization was performed by TLC, melting point, IR and NMR spectral study. Antibacterial activity was performed against S. pyogenes by cup plate method (diffusion technique) using procaine penicillin as standard. Compound K-01 showed potent antibacterial activity against S. pyogenes at both concentrations 50μg/ml and 100μg/ml as compared to standard.
Authors and Affiliations
Akhilesh Gupta
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