Studies on molecular properties prediction, antitubercular and antimicrobial activities of novel quinoline based pyrimidine motifs

Bioorganic and Medicinal Chemistry Letters

Volumn 24, Issue 14, 2014, Pages 3126-3130

  Desai, N C ^a   Kotadiya, G M ^a   Trivedi, A R ^a  

^a BHAVNAGAR UNIVERSITY   (India)

Author keywords

Antimicrobial; Antitubercular; Cytotoxicity; Lipinski 'rule of five'; Molecular properties prediction

Indexed keywords

ANTIBIOTIC AGENT; ANTIFUNGAL AGENT; ANTINEOPLASTIC AGENT; CIPROFLOXACIN; DOXORUBICIN; GRISEOFULVIN; ISONIAZID; PYRIMIDINE DERIVATIVE; QUINOLINE DERIVATIVE; TUBERCULOSTATIC AGENT; ANTIINFECTIVE AGENT; PYRIMIDINE; QUINOLINE;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS CLAVATUS; ASPERGILLUS NIGER; BACTERIAL STRAIN; CANDIDA ALBICANS; CERVICAL CANCER CELL LINE; COLORIMETRY; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG POTENCY; DRUG SYNTHESIS; FEMALE; HUMAN; HUMAN CELL; HYDROGEN BOND; IC 50; LIPOPHILICITY; MINIMUM INHIBITORY CONCENTRATION; MOLECULAR WEIGHT; MTT ASSAY; PHARMACOPHORE; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS; STREPTOCOCCUS PYOGENES; BACTERIA; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG EFFECTS; DRUG SCREENING; HELA CELL LINE; MICROBIAL SENSITIVITY TEST; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTI-BACTERIAL AGENTS; ANTITUBERCULAR AGENTS; BACTERIA; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; HELA CELLS; HUMANS; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; PYRIMIDINES; QUINOLINES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84902551285     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2014.05.002     Document Type: Article

References (43)

1. A. Zumla, A. George, V. Sharma, N. Herbert, and I. Baroness Masham of Lancet 382 2013 1765
2. World Health Organization. Global Tuberculosis Report 2013 (WHO, 2013).
3. S.D. Lawn, P. Mwaba, M. Bates, A. Piatek, H. Alexander, B.J. Marais, L.E. Cuevas, T.D. McHugh, L. Zijenah, N. Kapata, I. Abubakar, R. McNerney, M. Hoelscher, Z.A. Memish, G.B. Migliori, P. Kim, M. Maeurer, M. Schito, and A. Zumla Lancet Infect. Dis. 13 2013 349
4. S. Prabowo, M. Gröschel, E.L. Schmidt, A. Skrahina, T. Mihaescu, S. Hastürk, R. Mitrofanov, E. Pimkina, I. Visontai, B. Jong, J. Stanford, P.-J. Cardona, S.E. Kaufmann, and T. Werf Med. Microbiol. Immunol. 202 2013 95
5. K.M. O'Connell, J.T. Hodgkinson, H.F. Sore, M. Welch, G.P. Salmond, and D.R. Spring Angew. Chem. 52 2013 10706
6. S. Eswaran, A.V. Adhikari, and N.S. Shetty Eur. J. Med. Chem. 44 2009 4637
7. P. Nasveld, and S. Kitchener Trans. R. Soc. Trop. Med. Hyg. 99 2005 2
8. Denny, W. A.; Wilson, W. R.; Ware, D. C.; Atwell, G. J.; Milbank, J. B.; Stevenson, R. J. U.S Patent, 7064117, 2006.
9. P.A. Leatham, H.A. Bird, V. Wright, D. Seymour, and A. Gordon Eur. J. Rheumatol. Inflamm. 6 1983 209
10. N. Muruganantham, R. Sivakumar, N. Anbalagan, V. Gunasekaran, and J.T. Leonard Biol. Pharm. Bull. 27 2004 1683
11. M.P. Maguire, K.R. Sheets, K. McVety, A.P. Spada, and A. Zilberstein J. Med. Chem. 37 1994 2129
12. L. Trekowski, J.L. Mokrosz, V.A. Honkan, A. Czarny, M.T. Cegla, R.L. Wydra, S.E. Patterson, and R.F. Schinazi J. Med. Chem. 34 1991 1739
13. M.V. de Souza, K.C. Pais, C.R. Kaiser, M.A. Peralta, L.F.M. de, and M.C. Lourenco Bioorg. Med. Chem. 17 2009 1474
14. A.L. Candea, L. Ferreira Mde, K.C. Pais, L.N. Cardoso, C.R. Kaiser, M. Henriques, M.C. Lourenco, F.A. Bezerra, and M.V. de Souza Bioorg. Med. Chem. Lett. 19 2009 6272
15. A. Lilienkampf, J. Mao, B. Wan, Y. Wang, S.G. Franzblau, and A.P. Kozikowski J. Med. Chem. 52 2009 2109
16. R. Rustomjee, A.H. Diacon, J. Allen, A. Venter, C. Reddy, R.F. Patientia, T.C. Mthiyane, T. De Marez, R. van Heeswijk, R. Kerstens, A. Koul, K. De Beule, P.R. Donald, and D.F. McNeeley Antimicrob. Agents Chemother. 52 2008 2831
17. S. Ayaprakash, Y. Iso, B. Wan, S.G. Franzblau, and A.P. Kozikowski Chem. Med. Chem. 1 2006 593
18. L.E. Bermudez, P. Kolonoski, L.E. Seitz, M. Petrofsky, R. Reynolds, M. Wu, and L.S. Young Antimicrob. Agents Chemother. 48 2004 3556
19. N.W. Schluger Am. J. Respir. Crit. Care Med. 188 2013 768
20. D.T. Hurst An Introduction to the Chemistry and Biochemistry of Pyrimidines, Purines and Pteridines 1980 John Wiley & Sons Limited Australia
21. M. Ban, H. Taguchi, T. Katsushima, S. Aoki, and A. Watanabe Bioorg. Med. Chem. 1057 1998 6
22. G.E. Wright, and J.J. Gambino J. Med. Chem. 27 1984 181
23. L.F. Jalander, and J.E. Longquist Heterocycles 48 1998 743
24. S.K. Srivastava, A. Agarwal, P.M. Chauhan, S.K. Agarwal, A.P. Bhaduri, S.N. Singh, N. Fatima, and R.K. Chatterjee J. Med. Chem. 42 1999 1667
25. A.B. Gerum, J.E. Ulmer, D.P. Jacobus, N.P. Jensen, D.R. Sherman, and C.H. Sibley Antimicrob. Agents Chemother. 46 2002 3362
26. M.H. El-Hamamsy, A.W. Smith, A.S. Thompson, and M.D. Threadgill Bioorg. Med. Chem. 15 2007 4552
27. N.C. Desai, N. Bhatt, H. Somani, and A. Trivedi Eur. J. Med. Chem. 67 2013 54
28. N.C. Desai, K.M. Rajpara, and V.V. Joshi Bioorg. Med. Chem. Lett. 23 2013 2714
29. N.C. Desai, K.M. Rajpara, and V.V. Joshi Bioorg. Med. Chem. Lett. 22 2012 6871
30. M. Shaharyar, M.M. Abdullah, M.A. Bakht, and J. Majeed Eur. J. Med. Chem. 45 2010 114
31. S. Ambika, and R.M. Singh Indian J. Chem. 44B 2005 1868
32. A.O. Abdelhamid, Z.H. Ismail, M.S.E. Gendy, and M.M. Ghorab Phosphorus, Sulfur Silicon 182 2007 2409
33. T.J. Hou, and X.J. Xu Curr. Pharm. Des. 10 2004 1011
34. H.V. De Waterbeemd, and E. Gifford Nat. Rev. Drug Disc. 2 2003 192
35. T. Hou, J. Wang, W. Zhang, and X. Xu J. Chem. Inf. Model. 47 2007 460
36. C.A. Lipinski, L. Lombardo, B.W. Dominy, and P.J. Feeney Adv. Drug Deliv. Rev. 46 2001 3
37. Molinspiration Cheminformatics, Bratislava, Slovak Republic, Available from: http://www.molinspiration.com/services/properties.html.
38. Y.H. Zhao, M.H. Abraham, J. Lee, A. Hersey, N.C. Luscombe, G. Beck, B. Sherborne, and I. Cooper Pharm. Res. 19 2002 1446
39. Drug-likeness and molecular property prediction, available from: http://www.molsoft.com/mprop/.
40. H.G. Kathrotiya, and M.P. Patel Eur. J. Med. Chem. 63 2013 675
41. P.C. Hannan Vet. Res. 31 2000 373
42. T. Mosmann J. Immunol. 65 1983 55
43. M.C. Alley, D.A. Scudiero, A. Monks, M.L. Hursey, M.J. Czerwinski, D.L. Fine, B.J. Abbott, J.G. Mayo, R.H. Shoemaker, and M.R. Boyd Cancer Res. 48 1988 589