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Title: Carbamates of sulfathiazole and methyl tryptophanate: Synthesis, antimicrobial activity and docking studies against DNA gyrase A
Authors: Kammu, Pushpa Kumar
Devineni, Subbarao
Chintha, Venkataramaiah
Wudayagiri, Rajendra
Kannali, Jayakumar
Doddipalli, Venkataramana Reddy
Chamarthi, Nagaraju
Keywords: Carbamate derivatives;Sulfathiazole;Methyl tryptophanate;Antimicrobial activity;Docking study;DNA gyrase A
Issue Date: Dec-2019
Publisher: NISCAIR-CSIR, India
Abstract: It is well demonstrated that bacteria have become resistant to common medications recently and it is considered to be one of the major threats to human health. The research on innovative antimicrobial agents explores a vast and interesting subject area. Therefore, a series of new carbamate derivatives of sulfathiazole 6a-e, a common oral antimicrobial drug and methyl tryptophanate 8a-e, N-methyl α-amino acid ester containing indole moiety have been synthesized. Structures of the title products have been elucidated by spectral analyses like IR, NMR (1H and 13C), mass and elemental composition. The compounds have been evaluated for their in vitro antimicrobial activity including minimum inhibitory concentrations (MICs). Whereas, three carbamate derivatives of sulfathiazole 6a, 6b and 6e and one derivative of methyl tryptophanate 8a show promising antibacterial activity in the range of MIC 2.88-8.14 µg/mL and it is a comparable activity of streptomycin (MIC = 3.14-7.43 µg/mL). Most of the compounds provide potent activity against E. coli which is equivalent to streptomycin (MIC = 3.14 µg/mL). The title compounds have been docked into the active site of E. coli DNA gyrase A enzyme to ensure the binding mode and the results demonstrate that a few compounds show better binding energies with enzyme than that of standard, streptomycin and associated with antibacterial activity.
Page(s): 1384-1397
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.58B(12) December 2019]

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