Nano-MoO3-mediated synthesis of bioactive thiazolidin-4-ones acting as anti-bacterial agents and their mode-of-action analysis using in silico target prediction, docking and similarity searching

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Keerthy Hosadurga Kumar, . and Shardul Paricharak, . and Chakrabhavi Dhananjaya Mohan, . and Hanumantharayappa Bharathkumar, . and Nagabhushana, G.P. and Dinesh Koragere Rajashekar, . and Gujjarahalli Thimmanna Chandrappa, . and Andreas Bender, . and Basappa, . and Kanchugarakoppal Subbegowda Rangappa, . (2016) Nano-MoO3-mediated synthesis of bioactive thiazolidin-4-ones acting as anti-bacterial agents and their mode-of-action analysis using in silico target prediction, docking and similarity searching. New Journal of Chemistry, 40 (03). pp. 2189-2199. ISSN 11440546

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Official URL: https://doi.org/10.1039/C5NJ02729B

Abstract

The efficacy of thiazolidin-4-ones as synthons for diverse biological small molecules has given impetus to anti-bacterial studies. Our work aims to synthesize novel bioactive thiazolidin-4-ones using nano-MoO3 for the first time. The compelling advantage of using nano-MoO3 is that the recovered nano-MoO3 can be reused thrice without considerable loss of its catalytic activity. The synthesized thiazolidin-4-ones were tested for anti-bacterial activity against two strains of pathogenic bacteria, namely, Salmonella typhi and Klebsiella pneumoniae. Our results indicated that 3-(benzo[d]isoxazol-3-yl)-2-(3-methoxyphenyl)thiazolidine-4-one (compound 3b) showed significant inhibitory activity towards Salmonella typhi, in comparison with gentamicin. Furthermore, in silico target prediction presented the target of compound 3b as the FtsK motor domain of DNA translocase of Salmonella typhi. Hence, our hypothesis is that compound 3b may disrupt chromosomal segregation and thereby inhibit the division of Salmonella typhi. In addition, similarity searching showed that 34 compounds with a chemical similarity of 70% or higher to compound 3b, which were retrieved from ChEMBL, bound to targets associated with biological processes related to cell development in 36% of the cases. In summary, our work details novel usage of nano-MoO3 for the synthesis of novel thiazolidin-4-ones possessing anti-bacterial activity, and presents a mode-of-action hypothesis.

Item Type: Article
Subjects: Faculty of Science > Pure Sciences > Chemistry
Divisions: Jnana Bharathi / Central College Campus > Department of Chemistry
Depositing User: Mr H.G. Srikanth
Date Deposited: 17 Oct 2016 09:34
Last Modified: 17 Oct 2016 09:34
URI: http://eprints-bangaloreuniversity.in/id/eprint/6473

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