IN-SILICO DESIGN, SYNTHESIS AND IN VITRO ANTITUBERCULAR ACTIVITY OF NOVEL 1, 2, 4 - TRIAZOLE DERIVATIVES
Keywords:
1,2,4-triazole derivatives, Conventional synthesis, Spectral study, In vitro antitubercular activityAbstract
Objective: To design, synthesize and in vitro anti tubercular evaluation of some new 1,2,4–triazole derivatives.
Methods: Novel 1,2,4–triazole derivatives were designed by using various softwares like ACD Lab Chemsketch, Molinspiration, Prediction of activity spectra for substances(PASS) and Schrodinger Glide XP (Grid based ligand docking with energetics). The designed molecules having required physico-chemical properties, drug likeness and obeying Lipinski's rule of five were selected for the synthesis. The synthesized compounds were subjected to TLC, melting point determination, FTIR and 1HNMR spectroscopic studies. Antitubercular activity of selected compounds was evaluated by Resazurin microtitre assay (REMA) method.
Results: Three derivatives (MB-2, MB-8 and MB-10) were selected for the synthesis with the help of in-silico modeling. The selected derivatives were synthesized by conventional method. All the synthesized compounds showed characteristic peak in FTIR and 1HNMR spectroscopic studies. Based on the Schrodinger Glide XP score, MB-2 and MB-10 were selected for in vitro antitubercular evaluation. All the selected derivatives showed antitubercular activity, but the compound MB-2 showed significant antitubercular activity comparing with the compound MB-10.
Conclusion: These results are useful for further investigation in the future.
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References
Jyoti Sharma, Shamim Ahmad, Shamsher Alam M. Bioactive triazoles: a potential review. J Chem Pharm Res 2012;4(12):5157-64.
Haken Bektas, Nesrin Karaali, Deniz Sahin, Ahmet Demirbas, Sengul Alpay Karaoglu, Neslihan Demirbas. Synthesis and antimicrobial activities of some new 1,2,4-triazole derivatives. Mol 2010;15(4):2427-38.
Bhimagouda S Patil, Krishnamoorthi G, Shashi kumar ND, Lokesh MR, Bhojya Naik HS. Synthesis and antimicrobial activity of some (1,2,4)-triazole derivatives. J Chem 2013: 7 pages.
Yatin J Mange, Arun M Isloor, Shridhar Malladi, Shrikrishna Isllor, Hoong-Kun Fun. Synthesis and antimicrobial activities of some novel 1,2,4-triazole derivatives. Arab J Chem 2013;6(2):177-81.
Shashikant Pattan, Priyanka Gadhave, Vishal Tambe, Santosh Dengale, Deepak Thakur, Hiremath SV, et al. Synthesis and evaluation of some novel 1,2,4-triazole derivatives for antimicrobial, anti-tubercular and anti-inflammatory activities. Indian J Chem 2012;51B: 297-301.
Jianming Xu, Yongbing Cao, Jun Zhang, Shichong Yu, Yan Zou, Xiayun Chai, et al. Design synthesis and antifungal activities of novel 1,2,4-triazole derivatives. Eur J Med Chem 2011;46(7):3142-8.
Reginaldo G Lima-Neto, Nery NM Cavalcante, Rajendrea M Srivastava, Francisco J B, Mendonca Junior, Almir G Wanderley, et al. Synthesis of 1,2,3-triazole derivatives and in vitro antifungal evaluation on Candida strains. Mol 2012;17(5):5882-92.
Nan Wang, Xiaoyun Chai, Ying Chen, Lei Zhang, Wenjuan Li, Yijun Gao, et al. Synthesis, antifungal activity and molecular docking studies of novel triazole derivatives. Med Chem (Bentham Sci) 2013;9(3):384-8.
Tanushree Singha, Jagadish Singh, Arup Naskar, Tirtha Ghosh, Arijit Mondal, Mirtyunjoy Kundu, et al. Synthesis and evaluation of anti-proliferative activity of 1,2,4-triazole derivatives against EAC bearing mice model. Ind J Pharm Edu Res 2012;46(4):346-51.
Vinod Kumar Pandey, Zehra Tusi, Sumerah Tusi, Madhawanand Joshi. Synthesis and biological evaluation of some novel 5-[(3-aralkyl amido/imidoalkyl)phenyl]-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines as antiviral agents. ISRN Org Chem (2012): 7 pages.
Arul K, Anton Smith A. In-silico design, synthesis and in vitro anticancer evaluation of some novel 1,2,4–triazole derivatives. Exp 2014;21(1):1439-52.