Synthesis, in vitro anticancer and antimycobacterial evaluation of new 5-(2,5-dimethoxyphenyl)-1,3,4-thiadiazole-2-amino derivatives

Bioorganic & Medicinal Chemistry Letters
Naveen PolkamSridhar Balasubramanian

Abstract

A series of 2,5-disubstituted-1,3,4-thiadiazole derivatives 5a-5l, 7a-7e and 9 have been synthesised and screened for in vitro antimycobacterial activity against Mycobacterium smegmatis MC-155. In addition these compounds have also been screened for cytotoxic activity against cancer cell lines HT-29, MDA-MB-231 by MTT colorimetric assay. The compounds are well characterized by spectral analysis viz. (1)H NMR, (13)C NMR, FT-IR, mass and HRMS. Screening results indicate that compounds 5g, 7a possess good antitubercular activity with MIC value 65.74 and 40.86, respectively, compounds 5g, 7a, 7b, 7d, 7e and 9 displayed promising cytotoxic activity against the cell lines tested. 5g and 7a stand out to be potent antimycobacterial and anticancer agents among the tested series. Further the title compounds were also tested on human normal cells HEK293T and are found to be safer with lesser cytotoxicity. It is interesting to observe that compound 5g has come out to be safer, potent anticancer and antimycobacterial agent.

References

Mar 14, 2007·Bioorganic & Medicinal Chemistry·Wojciech RzeskiMartyna Kandefer-Szerszeń
Apr 1, 2008·Saudi Journal of Gastroenterology : Official Journal of the Saudi Gastroenterology Association·Rashmi PatnayakAmitabh Jena
Sep 28, 2010·Saudi Journal of Gastroenterology : Official Journal of the Saudi Gastroenterology Association·Saurav ChakravarttySubhayan Mandal
Dec 15, 2010·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zhuo ChenYuping Zhang
Jun 23, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wei LiTiemin Sun
Nov 1, 2011·Folia Histochemica Et Cytobiologica·Małgorzata JuszczakWojciech Rzeski
Dec 5, 2012·ChemMedChem·Yijing LiGuisen Zhao

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Citations

Dec 16, 2016·Expert Opinion on Therapeutic Patents·Kamal M Dawood, Thoraya A Farghaly
Feb 9, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mohamed El-NaggarHuda R M Rashdan
Nov 8, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Grzegorz CzernelAndrzej Niewiadomy
Sep 24, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sara JanowskaMonika Wujec
Aug 29, 2021·Medicinal Research Reviews·Kritika LaxmikeshavNagula Shankaraiah

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