Experimental and theoretical studies on methanesulfonic acid 1-methylhydrazide: Antimicrobial activities of its sulfonyl hydrazone derivatives

Abstract

Methanesulfonic acid 1-methylhydrazide (msmh) and its sulfonyl hydrazone derivatives, salicylaldehyde-N-methylmethanesulfonylhydrazone (salmsmh) and 2-hydroxy-1-naphthaldehyde-N-methylmethanesulfonylhydrazone (nafmsmh) were synthesized and characterized by using FT-IR, H-1 NMR, C-13 NMR, LC-MS and elemental analysis Conformation analysis of msmh based on DFT/B3LYP/6-311G(d) method was performed. H-1 and C-13 shielding tensors of msmh for the most stable conformer were calculated with GIAO/DFT/B3LYP/6-311++G(2d, 2p) methods in vacuo, and various solvents such as DMSO, THF, acetonitrile, methanol and aqueous solution. The harmonic vibrational wavenumbers for the most stable conformer were calculated using at B3LYP/6-311G(d) level Antimicrobial activity of the compounds was also screened against Gram-positive bacteria (Staphylococcus aureus ATCC 25923. Bacillus cereus RSKK 863)and Gram-negative bacteria(Escherichia coli ATCC 11230, Salmonella enterititis ATCC 40376, Pseudomonos aeruginosa ATCC 28753) by both disc diffusion and micro dilution methods. (C) 2009 Elsevier B.V. All rights reserved