Issue

Vol. 30 No. 4 (2018): Vol 30 Issue 4

Copyright (c) 2018 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

in silico Quest Guided by Physico-Chemical Descriptors of Bedaquiline for New Scaffolds with Potential Inhibitory Capacity against Homology Model of Mycobacterium F1F0 ATP Synthase

https://doi.org/10.14233/ajchem.2018.21145
Rama Krishna Munnaluri
Molecular Modeling and Medicinal Chemistry Group, Department of Chemistry, University College of Science, Osmania University, Hyderabad-500 007, India
Vijjulatha Manga
Molecular Modeling and Medicinal Chemistry Group, Department of Chemistry, University College of Science, Osmania University, Hyderabad-500 007, India

Corresponding Author(s) : Vijjulatha Manga

vijjulathamanga@gmail.com

Asian Journal of Chemistry, Vol. 30 No. 4 (2018): Vol 30 Issue 4

Abstract

As the first US FDA approved drug for treating pulmonary multi drug resistant tuberculosis (MDR-TB) in the last 40 years, bedaquiline (TMC207, SirturoTM) stands out as cynosure in the circles of synthetic chemists exploring new therapeutics against tuberculosis. The remarkable efficacy of bedaquiline in treating tuberuculosis lies in its ability to target the energy metabolism that affects both replicating as well as dormant forms of M. tuberculosis (MTB). Despite its promising antitubercular profile, bedaquiline raises serious concern with its string of side effects and emergence of resistant strains, warrants a quest for better substitutes. In the present work, we employed in silico methods like homology modeling and virtual screening to zero in on molecules that exhibit high affinity at the binding site of bedaquiline.

Keywords

Bedaquiline Pubchem database MTB F1F0 ATP synthase Homology modeling Virtual screening Molecular docking
Munnaluri, R. K., & Manga, V. (2018). in silico Quest Guided by Physico-Chemical Descriptors of Bedaquiline for New Scaffolds with Potential Inhibitory Capacity against Homology Model of Mycobacterium F1F0 ATP Synthase. Asian Journal of Chemistry, 30(4), 904–912. https://doi.org/10.14233/ajchem.2018.21145
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. Global tuberculosis report (2016); http://apps.who.int/iris/bitstream/10665/250441/1/9789241565394-eng.pdf?ua=1.
  2. S.H. Kaufmann and A.J. McMichael, Nat. Med., 11(4s), S33 (2005); https://doi.org/10.1038/nm1221.
  3. M. Klopper, R. Warren, C. Hayes, N. Gey van Pittius, E. Streicher, B. Müller, F.A. Sirgel, M. Chabula-Nxiweni, E. Hoosain, G. Coetzee, P. David van Helden, T.C. Victor and A.P. Trollip, Emerg. Infect. Dis., 19, 449 (2013); https://doi.org/10.3201/eid1903.120246.
  4. N.S. Shah, A. Wright, G.-H. Bai, L. Barrera, F. Boulahbal, N. MartínCasabona, F. Drobniewski, C. Gilpin, M. Havelková, R. Lepe, R. Lumb, B. Metchock, F. Portaels, M.F. Rodrigues, S. Rüsch-Gerdes, A. Van Deun, V. Vincent, K. Laserson, C. Wells and J.P. Cegielski, Emerg. Infect. Dis., 13, 380 (2007); https://doi.org/10.3201/eid1303.061400.
  5. Y. Zhang, K. Post-Martens and S. Denkin, Drug Discov. Today, 11, 21 (2006); https://doi.org/10.1016/S1359-6446(05)03626-3.
  6. S. Anishetty, M. Pulimi and G. Pennathur, Comput. Biol. Chem., 29, 368 (2005); https://doi.org/10.1016/j.compbiolchem.2005.07.001.
  7. Sridhar, P. Dash and K. Guruprasad, Gene, 579, 69 (2016); https://doi.org/10.1016/j.gene.2015.12.054.
  8. A.C. Haagsma, I. Podasca, A. Koul, K. Andries, J. Guillemont, H. Lill and D. Bald, PLoS One, 6, e23575 (2011); https://doi.org/10.1371/journal.pone.0023575.
  9. D. Bald, C. Villellas, P. Lu and A. Koul, MBio, 8, e00272 (2017); https://doi.org/10.1128/mBio.00272-17.
  10. K. Andries, P. Verhasselt, J. Guillemont, H.W. Göhlmann, J.M. Neefs, H. Winkler, J. van Gestel, P. Timmerman, M. Zhu, E. Lee, P. Williams, D. de Chaffoy, E. Huitric, S. Hoffner, E. Cambau, C. Truffot-Pernot, N. Lounis and V. Jarlier, Science, 307, 223 (2005); https://doi.org/10.1126/science.1106753.
  11. N. Lounis, J. Guillemont, N. Veziris, A. Koul, V. Jarlier and K. Andries, Med. Mal. Infect., 40, 383 (2010); https://doi.org/10.1016/j.medmal.2009.09.007.
  12. A.C. Haagsma, R. Abdillahi-Ibrahim, M.J. Wagner, K. Krab, K. Vergauwen, J. Guillemont, K. Andries, H. Lill, A. Koul and D. Bald, Antimicrob. Agents Chemother., 53 1290 (2009); https://doi.org/10.1128/AAC.01393-08.
  13. World Health Organization. The Use of Bedaquiline in the Treatment of Multidrug-resistant Tuberculosis. Interim Policy Guidance (WHO/HTM/TB/2013.6), Geneva, Switzerland, November (2013).
  14. E. Cox and K. Laessig, N. Engl. J. Med., 371, 689 (2014); https://doi.org/10.1056/NEJMp1314385.
  15. L. Preiss, J.D. Langer, O. Yildiz, L. Eckhardt-Strelau, J.E.G. Guillemont, A. Koul and T. Meier, Sci. Adv., 1, 106 (2015); https://doi.org/10.1126/sciadv.1500106.
  16. R.S. Upadhayaya, J.K. Vandavasi, N.R. Vasireddy, V. Sharma, S.S. Dixit and J. Chattopadhyaya, Bioorg. Med. Chem., 17, 2830 (2009); https://doi.org/10.1016/j.bmc.2009.02.026.
  17. R.S. Upadhayaya, J.K. Vandavasi, R.A. Kardile, S.V. Lahore, S.S. Dixit, H.S. Deokar, P.D. Shinde, M.P. Sarmah and J. Chattopadhyaya, Eur. J. Med. Chem., 45, 1854 (2010); https://doi.org/10.1016/j.ejmech.2010.01.024.
  18. S. Singh, K.K. Roy, S.R. Khan, V.K. Kashyap, A. Sharma, S. Jaiswal, S.K. Sharma, M.Y. Krishnan, V. Chaturvedi, J. Lal, S. Sinha, A. Dasgupta, R. Srivastava and A.K. Saxena, Bioorg. Med. Chem., 23, 742 (2015); https://doi.org/10.1016/j.bmc.2014.12.060.
  19. S.J. Tantry, V. Shinde, G. Balakrishnan, S.D. Markad, A.K. Gupta, J. Bhat, A. Narayan, A. Raichurkar, L.K. Jena, S. Sharma, N. Kumar, R. Nanduri, S. Bharath, J. Reddy, V. Panduga, K.R. Prabhakar, K. Kandaswamy, P. Kaur, N. Dinesh, S. Guptha, R. Saralaya, M. Panda, S. Rudrapatna, M. Mallya, H. Rubin, T. Yano, K. Mdluili, C.B. Cooper, V. Balasubramanian, V.K. Sambandamurthy, V. Ramachandran, R. Shandil, S. Kavanagh, S. Narayanan, P. Iyer, K. Mukherjee, V.P. Hosagrahara, S. Solapure, S. Hameed and S. Ravishankar, MedChemComm, 7, 1022 (2016); https://doi.org/10.1039/C5MD00589B.
  20. S.F. Altschul, T.L. Madden, A.A. Schaffer, J. Zhang and Z. Zhang, Nucleic Acids Res., 25, 3389 (1997); https://doi.org/10.1093/nar/25.17.3389.
  21. M. Biasini, S. Bienert, A. Waterhouse, K. Arnold, G. Studer, T. Schmidt, F. Kiefer, T.G. Cassarino, M. Bertoni, L. Bordoli and T. Schwede, Nucleic Acids Res., 42, W252 (2014); https://doi.org/10.1093/nar/gku340.
  22. L. Bordoli, F. Kiefer, K. Arnold, P. Benkert and J. Battey and T. Schwede, Nat Protoc., 4, 1 (2009); https://doi.org/10.1038/nprot.2008.197.
  23. K. Arnold, L. Bordoli and J. Kopp and T. Schwede, Bioinformatics., 22 195 (2006); https://doi.org/10.1093/bioinformatics/bti770.
  24. S.C. Lovell, I.W. Davis, W.B. Arendall III, P.I.W. de Bakker, J.M. Word, M.G. Prisant, J.S. Richardson and D.C. Richardson, Proteins, 50, 437 (2003); https://doi.org/10.1002/prot.10286.
  25. D. Kozma, I. Simon and G.E. Tusnády, Nucleic Acids Res., 41(D1), D524 (2012); https://doi.org/10.1093/nar/gks1169.
  26. G. Studer, M. Biasini and T. Schwede, Bioinformatics, 30, i505 (2014); https://doi.org/10.1093/bioinformatics/btu457.
  27. Schrödinger, Suite 10.0, Schrödinger, LLC New York, NY (2009).
  28. M.R. de Jonge, L.H.M. Koymans, J.E.G. Guillemont, A. Koul and K. Andries, PROTEINS: Struct. Func. and Bioinf, 67, 971 (2007); https://doi.org/10.1002/prot.21376.
  29. S. Kim, P.A. Thiessen, E.E. Bolton, J. Chen, G. Fu, A. Gindulyte, L. Han, J. He, S. He, B.A. Shoemaker, J. Wang, B. Yu, J. Zhang and S.H. Bryant, Nucleic Acids Res., 44, D1202 (2016); https://doi.org/10.1093/nar/gkv951.
  30. W. Tong, W.J. Welsh, L. Shi, H. Fang and R. Perkins, Environ. Toxicol. Chem., 22, 1680 (2003); https://doi.org/10.1897/01-198.
  31. R. Guha, Methods Mol. Biol., 993, 81 (2013); https://doi.org/10.1007/978-1-62703-342-8_6.
  32. A.S.T. Tong, P.J. Choi, A. Blaser, H.S. Sutherland, J. Guillemont, S.K.Y. Tsang, M. Motte, C.B. Cooper, K. Andries, W. Van den Broeck, A.M. Upton, S.G. Franzblau, W.A. Denny, B.D. Palmer and D. Conole, ACS Med. Chem. Lett., 8, 1019 (2017); https://doi.org/10.1021/acsmedchemlett.7b00196.
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 0 Download : 0