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in silico Design, ADME Prediction, Molecular Docking, Synthesis of Novel Triazoles, Indazoles & Aminopyridines and in vitro Evaluation of Antitubercular Activity
Corresponding Author(s) : M. Vijaya Jyothi
Asian Journal of Chemistry,
Vol. 32 No. 11 (2020): Vol 32 Issue 11
Abstract
To design and synthesize novel triazoles, indazoles and aminopyridines from various (thiophene-2-yl)prop-2-en-1-one derivatives as antitubercular leads by in silico and in vitro methods. in silco Drug design, ADME prediction and molecular docking studies were performed to assess drug likeliness and antitubercular potential of all 30 novel triazoles, indazoles and aminopyridines. in silico Drug design studies revealed that the synthetic routes applied were appropriate according to the calculations of Swiss-ADME that measure synthetic accessibility. Most of the synthesized compounds found to have considerable binding score with enoyl ACP reductase enzyme of Mycobacterium tuberculosis. All the synthesized compounds were evaluated for antitubercular potential against Drug Resistant Mycobacterium tuberculosis H37Rv strain by Luciferase reporter assay method. Most of the synthesized compounds exhibited remarkable antitubercular potential against resistant strain.
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- J.M. Altimari, S.C. Hockey, H.I. Boshoff, A. Sajid and L.C. Henderson, ChemMedChem, 10, 787 (2015); https://doi.org/10.1002/cmdc.201500051
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J.M. Altimari, S.C. Hockey, H.I. Boshoff, A. Sajid and L.C. Henderson, ChemMedChem, 10, 787 (2015); https://doi.org/10.1002/cmdc.201500051
N. Boechat, V.F. Ferreira, S.B. Ferreira, M. de L.G. Ferreira, F. de C. da Silva, M.M. Bastos, M. dos S. Costa, M.C.S. Lourenço, A.C. Pinto, A.U. Krettli, A.C. Aguiar, B.M. Teixeira, N.V. da Silva, P.R.C. Martins, F.A.F.M. Bezerra, A.L.S. Camilo, G.P. da Silva and C.C.P. Costa, J. Med. Chem., 17, 5988 (2011); https://doi.org/10.1021/jm2003624
D.D. Gaikwad, A.D. Chapolikar, C.G. Devkate, K.D. Warad, A.P. Tayade, R.P. Pawar and A.J. Domb, Eur. J. Med. Chem., 90, 707 (2015); https://doi.org/10.1016/j.ejmech.2014.11.029
C. Thais Muradas, L. Bruno Abbadi, D. Anne Villela, S. Fernanda Macchi and F. Pedro Bergo, PLoS One, 8, 1 (2018); https://doi.org/10.1371/journal.pone.0202568
M.N. Gomes, R.C. Braga, E.M. Grzelak, B.J. Neves, E. Muratov, R. Ma, L.L. Klein, S. Cho, G.R. Oliveira, S.G. Franzblau and C.H. Andrade, Eur. J. Med. Chem., 137, 126 (2017); https://doi.org/10.1016/j.ejmech.2017.05.026
H. Zhang, J. Shen, B. Wu and X. Cui, Asian J. Org. Chem., 7, 1089 (2018); https://doi.org/10.1002/ajoc.201800231
V.M.R. Ahmad, G. Sastry and N. Bano, Arab. J. Chem., 9, S931 (2016); https://doi.org/10.1016/j.arabjc.2011.09.002
U.A. More, S.D. Joshi, T.M. Aminabhavi, A.K. Gadad, M.N. Nadagouda and V.H. Kulkarni, Eur. J. Med. Chem., 71, 199 (2014); https://doi.org/10.1016/j.ejmech.2013.11.004
S.D. Joshi, S.R. Dixit, J. Basha, V.H. Kulkarni, T.M. Aminabhavi, M.N. Nadagouda and C. Lherbet, Bioorg. Chem., 81, 440 (2018); https://doi.org/10.1016/j.bioorg.2018.08.035
V. Shanthi and Ramanathan, 3 Biotech, 4, 253(2014); https://doi.org/10.1007/s13205-013-0146-0
M.-H. Lin, H.-J. Liu, W.-C. Lin, C.-K. Kuo and T.-H. Chuang, Org. Biomol. Chem., 13, 11376 (2015); https://doi.org/10.1039/C5OB01747E
M.C. Bagley, V. Fusillo, R.L. Jenkins, M.C. Lubinu and C. Mason, J. Beilstein Org. Chem., 9, 1957 (2013); https://doi.org/10.3762/bjoc.9.232
A.D. Campos-Melo, C. Droppelmann, K. Volkening and J.M. Strong, Int. J. Mol. Sci., 15, 15592 (2014); https://doi.org/10.3390/ijms150915592
P.M. Sivakumar, S.P. Seenivasan, V. Kumar and M. Doble, Bioorg. Med. Chem. Lett., 17, 1695 (2007); https://doi.org/10.1016/j.bmcl.2006.12.112