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Synthesis and Molecular Docking Based Exploration of Salicylic Acid Derivatives
Corresponding Author(s) : Navneet Singh
Asian Journal of Chemistry,
Vol. 30 No. 11 (2018): Vol 30 Issue 11
Abstract
In present study, four salicylic acid derivatives viz., 2-acetoxybenzoic acid (2a), 2-(1H-indol-2-yl)benzoic acid (3a), 5-chloro-2-acetoxybenzoic acid (2b) and 5-chloro-2-(1H-indol-2-yl)benzoic acid (3b) were synthesized and studied for molecular docking on 3JUS and 3UPI protein selected from pdb. The studies show that all of the four synthesized compounds were found to be docked. Compound 3a and 3b showed the best ligand pose energy -10.8163 kcal/mol and -11.1354 kcal/mol with docking run: elapsed time 9 s and 12 s, respectively in respect of 3JUS Further, compounds 3a and 3b showed the best ligand pose energy -9.17851 and -9.54722 kcal/mol with docking run: elapsed time 10 and 14 s, respectively in case of 3UPI. Hence, studies showed that 5-chloro-2-(1H-indol-2-yl)benzoic acid (3b) emerged as potent compound which might show diverse nature of biological and therapeutic activity.
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References
D.M.A. Dempsey, J. Shah and D.F. Klessig, Crit. Rev. Plant Sci., 18, 547 (1999); https://doi.org/10.1080/07352689991309397.
A. Krautheim and H. Gollnick, Clin. Pharmacokinet., 42, 1287 (2003); https://doi.org/10.2165/00003088-200342140-00005.
T. Arif, Clin. Cosmet. Investig. Dermatol., 8, 455 (2015); https://doi.org/10.2147/CCID.S84765.
J.R. Vane and R.M. Botting, Thromb. Res., 110, 255 (2003); https://doi.org/10.1016/S0049-3848(03)00379-7.
R.S. Borges, T.G. Barros, G.A.N. Pereira, J. Batista Jr., R.F.G.P. Beleza Filho, A.A.S. Veiga, M. Hamoy, V.J. Mello, A.B.F. Silva and C.A.L. Barros, Pharmacol. Pharm., 5, 1185 (2014); https://doi.org/10.4236/pp.2014.513130.
C.J. Patil and C.A. Nehete, Int. J. Pharm. Sci. Rev. Res., 33, 248 (2015).
M.J.M. Taka and D.V. Topic, Acta Pharm., 54, 171 (2004).
D.F. Klessig, M. Tian and H.W. Choi, Front. Immunol., 7, 206 (2016); https://doi.org/10.3389/fimmu.2016.00206.
Y. Anjaneyulu, N.B. Ramam and R.P. Rao, Indian Natl. Sci. Acad., 53, 548 (1987).
R. Dachineni, D.R. Kumar, E. Callegari, R. Sankaranarayanan, S.S. Kesharwani, T. Seefeldt, H. Tummala and G.J. Bhat, Int. J. Oncol., 51, 1661 (2017); https://doi.org/10.3892/ijo.2017.4167.
A. Wodnicka and E. Huzar, Curr. Chem. Lett., 6, 125 (2017); https://doi.org/10.5267/j.ccl.2017.3.002.
A. Imramovsky, K. Pauk, Z. Padelkova and J. Hanusek, Crystals, 2, 349 (2012); https://doi.org/10.3390/cryst2020349.
D. Ekinci, M. Senturk and O. Kufrevioglu, Expert. Opin. Ther. Pat., 21, 1831 (2011); https://doi.org/10.1517/13543776.2011.636354.
P.M. Chagas, S.G. Rosa, M.H. Sari, C.E. Oliveira, R.F. Canto, S.C. da Luz, A.L. Braga and C.W. Nogueira, Pharmacol. Biochem. Behav., 118, 87 (2014); https://doi.org/10.1016/j.pbb.2013.12.022.
P.S. Clissold, Drugs, 32(Suppl. 4), 8 (1986); https://doi.org/10.2165/00003495-198600324-00003.
O.O. Fadeyi, C.A. Obafemi, C.O. Adewunmi and E.O. Iwalewa, Afr. J. Biotechnol., 3, 426 (2004); https://doi.org/10.5897/AJB2004.000-2081.
A. Saqib, C.S. Karigar, M.A. Pasha and M.S.R. Harish, J. Pharmacol. Res. Opin., 2, 35 (2012).
S. Shaikh, N. Shaikh, M. Zamir, S.D. Salunke and M.A. Baseer, Chem. Sci. Trans., 2, 584 (2013); https://doi.org/10.7598/cst2013.427.