Design, synthesis and evaluation of diarylpiperazine derivatives as potent anti-tubercular agents
- Eur J Med Chem. 2015 Nov 13:105:238-44. doi: 10.1016/j.ejmech.2015.10.024.
- 1. Medicinal Chemistry Research Laboratory, Department of Pharmacy, Birla Institute of Technology & Science, Pilani, 333031, India.
- 2. Institute for Tuberculosis Research, MC-964 College of Pharmacy, University of Illino's at Chicago, 833 S. Wood St, Chicago, IL, 60621-7231, USA.
- 3. Medicinal Chemistry Research Laboratory, Department of Pharmacy, Birla Institute of Technology & Science, Pilani, 333031, India. Electronic address: [email protected].
Molecular hybridization is an emerging approach to design novel ligands by combination of two or more pharmacophoric subunits of known bioactive compounds. In the present study, we have designed a novel series of diarylpiperazine analogues, synthesized, characterized using FTIR, (1)H NMR, Mass, Elemental analysis and evaluated their in-vitro anti-tubercular activity. Among the reported sixteen diarylpiperazines, eleven analogues exhibited significant anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain with MIC values below 6.25 μg/mL and good selectivity index. Structure activity relationship studies concluded that, ortho-para directing group (except para chloro) substitution on ortho and para position of piperazine attached phenyl ring favored anti-tubercular activity.