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

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

  • Bioorg Med Chem Lett. 2015 Apr 1;25(7):1398-402. doi: 10.1016/j.bmcl.2015.02.052.
Naveen Polkam 1,  Parsharamulu Rayam 1,  Jaya Shree Anireddy 2,  Satyanarayana Yennam 3,  Hasitha Shilpa Anantaraju 4,  Sriram Dharmarajan 4,  Yogeeswari Perumal 4,  Sudha Sravanti Kotapalli 5,  Ramesh Ummanni 5,  Sridhar Balasubramanian 6
Affiliations

Affiliations

  • 1 Centre for Chemical Sciences and Technology, IST, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad 500085, T.S., India.
  • 2 Centre for Chemical Sciences and Technology, IST, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad 500085, T.S., India. Electronic address: jayashreeanireddy@gmail.com.
  • 3 Department of Medicinal Chemistry, GVK Biosciences Pvt. Ltd, IDA, Nacharam, Hyderabad 500076, T.S., India.
  • 4 Department of Pharmacy, Birla Institute of Technology and Science, Pilani, Hyderabad Campus, Jawahar Nagar 500078, T.S., India.
  • 5 Center for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, T.S., India.
  • 6 Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, T.S., India.
PMID: 25765907 DOI: 10.1016/j.bmcl.2015.02.052
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.

Keywords

2,5-Disubstitued-1,3,4-thiadiazole; Anti-mycobacterial activity; Cytotoxic activity; In vitro studies; MTT colorimetric assay.

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