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Vol. 8, Issue 8 (2019)

Carbamates of sulfathiazole and methyl tryptophanate: Synthesis, antimicrobial activity and docking studies against DNA Gyrase A

Author(s):
Kammu Pushpa Kumar, Chintha Venkataramaiah, Kannali Jayakumar, Doddi Palli Venkataramana Reddy, Chamarthi Naga Raju and Wudayagiri Rajendra
Abstract:
It is well demonstrated that bacteria have become resistance hastily and it is considered to be one of the utmost threats to human health. The research on innovative antimicrobial agents explores a great interesting subject matter recently. 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 were elucidated by spectral analyses like IR, NMR (1H and 13C), mass and elemental compositions. The compounds were 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 showed promising antibacterial activity in the range of MIC 3.125-6.25 µg/mL and it is a comparable activity of streptomycin (MIC = 3.125-6.25 µg/mL). Most of the compounds provided potent activity against E. coli was equivalent to streptomycin (MIC = 3.125 µg/mL). The title compounds were docked into the active site of E. coli DNA Gyrase A enzyme to ensure the binding mode and the results demonstrated that a few compounds showed better binding energies with enzyme than that of standard, streptomycin and associated well to antibacterial activity.
Pages: 50-62  |  113 Views  9 Downloads
How to cite this article:
Kammu Pushpa Kumar, Chintha Venkataramaiah, Kannali Jayakumar, Doddi Palli Venkataramana Reddy, Chamarthi Naga Raju and Wudayagiri Rajendra. Carbamates of sulfathiazole and methyl tryptophanate: Synthesis, antimicrobial activity and docking studies against DNA Gyrase A. The Pharma Innovation Journal. 2019; 8(8): 50-62.
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