Rational drug design based synthesis of novel arylquinolines as anti-tuberculosis agents

Bioorganic and Medicinal Chemistry Letters

Volumn 23, Issue 22, 2013, Pages 6097-6105

  Jain, Puneet P ^a   Degani, Mariam S ^a   Raju, Archana ^a   Ray, Muktikanta ^b   Rajan, M G R ^b  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b TATA MEMORIAL HOSPITAL   (India)

Author keywords

Arylquinoline; ATP synthase; Bedaquiline; Mycobacterium tuberculosis

Indexed keywords

ARYLQUINOLINE DERIVATIVE; BEDAQUILINE; QUINOLINE DERIVATIVE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; CELL MEMBRANE PERMEABILITY; CYTOTOXICITY; DRUG DESIGN; DRUG SYNTHESIS; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR MODEL; MULTIDRUG RESISTANT TUBERCULOSIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; STRUCTURE ACTIVITY RELATION; VERO CELL;

MYCOBACTERIUM TUBERCULOSIS;

ARYLQUINOLINE; ATP SYNTHASE; BEDAQUILINE; MYCOBACTERIUM TUBERCULOSIS;

ADENOSINE TRIPHOSPHATASES; ANIMALS; ANTITUBERCULAR AGENTS; BINDING SITES; CATALYSIS; CERCOPITHECUS AETHIOPS; DRUG DESIGN; MICROBIAL SENSITIVITY TESTS; MODELS, MOLECULAR; PROTEIN CONFORMATION; QUINOLINES; STRUCTURE-ACTIVITY RELATIONSHIP; VERO CELLS;

EID: 84885948248     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2013.09.027     Document Type: Article

References (23)

1. World Health Organization Global Tuberculosis Report 2012 (in IRIS) 2012 World Health Organization Geneva
2. Z.F. Udwadia, R.A. Amale, K.K. Ajbani, and C. Rodrigues Clin. Infect. Dis. 54 2012 579
3. M.E. Welsch, S.A. Snyder, and B.R. Stockwell Curr. Opin. Chem. Biol. 14 2010 347
4. R.S. Upadhayaya, G.M. Kulkarni, N.R. Vasireddy, J.K. Vandavasi, S.S. Dixit, V. Sharma, and J. Chattopadhyaya Bioorg. Med. Chem. 17 2009 4681
5. K. Andries, P. Verhasselt, J. Guillemont, H.W. Gohlmann, J.M. Neefs, H. Winkler, J. Van Gestel, P. Timmerman, M. Zhu, E. Lee, P. de Williams, D. Chaffoy, E. Huitric, S. Hoffner, E. Cambau, C. Truffot-Pernot, N. Lounis, and V. Jarlier Science 307 2005 223
6. E. Huitric, P. Verhasselt, K. Andries, and S.E. Hoffner Antimicrob. Agents Chemother. 51 2007 4202
7. 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 2009 1290
8. Walsh, S. FDA approves first drug to treat multi-drug resistant tuberculosis. In FDA Press Announcement, 2012.
9. G.M. Sastry, S.L. Dixon, and W. Sherman J. Chem. Info. Model. 51 2011 2455
10. P.D. Boyer Annu. Rev. Biochem. 66 1997 717
11. C. von Ballmoos, A. Wiedenmann, and P. Dimroth Annu. Rev. Biochem. 78 2009 649
12. M. Yoshida, E. Muneyuki, and T. Hisabori Nat. Rev. Mol. Cell Biol. 2 2001 669
13. A.C. Haagsma, I. Podasca, A. Koul, K. Andries, J. Guillemont, H. Lill, and D. Bald PloS one 6 2011 e23575
14. V.K. Rastogi, and M.E. Girvin Nature 402 1999 263
15. M.R. de Jonge, L.H. Koymans, J.E. Guillemont, A. Koul, and K. Andries Proteins 67 2007 971
16. Maestro, Version 9.3 2012 Schrödinger, LLC New York, NY
17. Qikprop, Version 3.5 2012 Schrödinger, LLC New York, NY
18. O. Meth-Cohn, and B. Narine Tetrahedron Lett. 19 1978 2045
19. A.I. Vogel, A.R. Tatchell, B.S. Furnis, A.J. Hannaford, and P.W.G. Smith Vogel's Textbook of Practical Organic Chemistry 5th ed. 1996 Prentice Hall
20. A. Bakalarz, J. Heliński, B. Krawiecka, J. Michalski, and M.J. Potrzebowski Tetrahedron 55 1999 12211
21. V.R. Gaertner J. Org. Chem. 33 1968 523
22. J.C. Palomino, A. Martin, M. Camacho, H. Guerra, J. Swings, and F. Portaels Antimicrob. Agents Chemother. 46 2002 2720
23. R.I. Freshney Culture of Animal Cells: A Manual of Basic Technique and Specialized Applications 2010 Wiley-Blackwell Hoboken, N.J.