Synthesis and biological evaluation of novel 1,2,3-triazole derivatives as anti-tubercular agents

  • Bioorg Med Chem Lett. 2017 Aug 15;27(16):3698-3703. doi: 10.1016/j.bmcl.2017.07.008.
Abdul Aziz Ali  1 ,  Dhrubajyoti Gogoi  2 ,  Amrita K Chaliha  2 ,  Alak K Buragohain  2 ,  Priyanka Trivedi  3 ,  Prakash J Saikia  4 ,  Praveen S Gehlot  5 ,  Arvind Kumar  5 ,  Vinita Chaturvedi  6 ,  Diganta Sarma  7
Affiliations
  • 1. Department of Chemistry, Dibrugarh University, Dibrugarh 786004, Assam, India.
  • 2. DBT-Bioinformatics Infrastructure Facility, Centre for Biotechnology and Bioinformatics, Dibrugarh University, Dibrugarh 786004, Assam, India.
  • 3. Biochemistry Division, Central Drug Research Institute, CSIR, Lucknow 226001, India.
  • 4. Analytical Chemistry Division, CSIR-North East Institute of Science & Technology, Jorhat 785006, Assam, India.
  • 5. AcSIR, Salt and Marine Chemicals Division, CSIR-Central Salt and Marine Chemicals Research Institute, Bhavnagar 364002, India.
  • 6. Biochemistry Division, Central Drug Research Institute, CSIR, Lucknow 226001, India. Electronic address: [email protected].
  • 7. Department of Chemistry, Dibrugarh University, Dibrugarh 786004, Assam, India. Electronic address: [email protected].
PMID: 28712709 DOI: 10.1016/j.bmcl.2017.07.008
Abstract

A library of seventeen novel 1,2,3-triazole derivatives were efficiently synthesized in excellent yields by the popular 'click chemistry' approach and evaluated in vitro for their anti-tubercular activity against Mycobacterium tuberculosis H37Ra (ATCC 25177 strain). Among the series, six compounds exhibited significant activity with minimum inhibitory concentration (MIC) values ranging from 3.12 to 0.78μg/mL and along with no significant cytotoxicity against MBMDMQs (mouse bone marrow derived macrophages). Molecular docking of the target compounds into the active site of DprE1 (Decaprenylphosphoryl-β-d-ribose-2'-epimerase) enzyme revealed noteworthy information on the plausible binding interactions.

Keywords
1,2,3-Triazoles; Antimycobacterial activity; Cytotoxicity; Molecular docking; Tuberculosis.