A molecular electrostatic potential mapping study of some fluoroquinolone anti-bacterial agents

Journal of Molecular Modeling

Volumn 4, Issue 8, 1998, Pages 250-258

  Chidangil, Santhosh ^a   Shukla, Manoj K ^b   Mishra, Phool C ^b  

^a Department of Physics   (India)

^b BANARAS HINDU UNIVERSITY   (India)

Author keywords

DNA gyrase enzyme; Fluoroquinolone; Hybridization displacement charge (HDC); Molecular electrostatic potential (MEP)

Indexed keywords

EID: 84962422684     PISSN: 16102940     EISSN: None     Source Type: Journal    
DOI: 10.1007/s008940050082     Document Type: Article

References (67)

1. Albretch, R. Prog. Res. 1977, 21, 9.
2. Koga, H.; Itoh, A.; Murayama, S.; Suzue, S.; Irikura, T. J. Med. Chem. 1980, 23, 1358.
3. Wolfson, J.S.; Hooper, D.C. Antimicrob. Agents Chemother. 1985, 28, 581.
4. Hooper, D.C.; Wolfson, J.S. Antimicrob. Agents Chemother. 1985, 28, 716.
5. Hoiby, N. Eur. J. Clin. Microb. 1986, 5, 138.
6. Janknegt, R. Pharm. Week Sci. Ed. 1986, 8, 1.
7. Nue, H.C. Pharmacol. Ther. 1989, 41, 204.
8. Fernandes, P.B. J. Clin.Pharmacol. 1988, 28, 156.
9. Paton, J.H.; Reeves, D.S. Drugs 1988, 36, 193.
10. Chu, D.T.W.; Fernandes, P.B. In Advances in Drug Research; Bernard Testa; Ed., Academic Press: New York, 1991; Vol. 21, p. 39.
11. Wang, J.C. In First Conference on DNA Topoisomerase in Cancer Chemotherapy; NIH publication no. 87-2943, 4, 1987, p. 3.
12. Barrett, J.F.; Gootz, T.D.; McGuirk, P.R.; Farrell, C.A.; Sokolowski, S.A. Antimicrob. Agents Chemother. 1989, 33, 1697.
13. Wyler, D.J. Ann. Intern. Med. 1989, 111, 269.
14. Sarma, P.S. Ann. Intern. Med. 1989, 111, 336.
15. Crumplin, G.C.; Ed., In The 4-Quinolones: Antibacterial Agents In Vitro; Springer Verlag: Berlin, 1990, p. 53.
16. Carty, M.; Menzel, R. Proc. Natl Acad. Sci. (USA) 1989, 86, 8882.
17. Shen, L.L. Biochem. Pharmacol. 1989, 38, 2042.
18. Shen, L.L.; Pernet, A.G. Proc. Natl. Acad. Sci. (USA) 1985, 82, 307.
19. Shen, L.L.; Baranowski, J.; Pernet, A.G. Biochem. 1989, 28, 3879.
20. Shen, L.L.; Kohlrenner, W.E.; Weigl, W.; Baronowski, J. J. Biol. Chem. 1989, 264, 2973.
21. Shen, L.L.; Mitscher, L.A.; Sharma, P.N.; O'Donnell, T.J.; Chu, D.T.W.; Cooper, C.S.; Rosen, T.; Pernet, A.G. Biochem. 1989, 28, 3886.
22. Chu, D.T.W.; Fernandes, P.B.; Claiborne, A.K.; Pihuleac, E.; Nordeen, C.W.; Maleczka, R.E.; Pernet, A.G. J. Med. Chem. 1985, 28, 1558.
23. Chu, D.T.W.; Fernandes, P.B.; Pernet, A.G. J. Med. Chem. 1986, 29, 1531.
24. Fujita, T. In Drug Design: Factory Fantasy; G. Jolles and K.R.H. Woolride; Eds. Academic Press: London., 1984, p.19.
25. Domagala, J.M.; Heifetz, C.L.; Huff, M.P.; Mich, T.F.; Nichols, J.B.; Solomon, M.; Worth, D.F. J. Med. Chem. 1988, 31, 991.
26. Koga, H.; Itoh, A.; Murayama, S.; Suzue, S.; Irikura, T. J. Med. Chem. 1980, 23, 1358.
27. Domagala, J.M.; Hanna, L.D.; Heifetz, C.L.; Huff, M.P.; Mich, T.F.; Sanchez, J.P.; Solomon, M. J. Med. Chem. 1986, 29, 394.
28. Klopman, G.; Macina, O.T.; Levinson, M.E.; Rosenkranz, H.S. Antimicrob. Agents Chemother. 1987, 31, 1831.
29. Stanier, R.Y.; Ingraham, J.L.; Wheelis, M.L.; Painter, P.R. In General Microbiology, 5th Edition, Macmillan: London, 1995, p.626.
30. Scrocco, E.; Tomasi, J. In Advances in Quantum Chemistry, P.O. Löwdin, Ed., Academic press: New York, 1978, V.11, p. 116.
31. Politzer, P.; Truhlar, D.G.; Eds., Chemical Applications of Atomic and Molecular Electrostatic Potentials, Plenum Press: New York, 1981.
32. Politzer, P.; Hedges, W.L. Int. J. Quant. Chem. Bio. Symp. 1982, 9, 307.
33. Kumar, A.; Mishra, P.C. J. Mol. Struct.(Theochem) 1992, 277, 299.
34. Kumar, A.; Mishra, P.C. J. Mol. Struct. (Theochem) 1993, 288, 151.
35. Mohan, C.G.; Kumar, A.; Mishra, P.C. Int. J. Quant. Chem. 1993, 48, 233.
36. Santhosh, C.; Mishra, P.C. Int. J. Quant. Chem. 1994, 51, 335.
37. Santhosh, C.; Mishra, P.C. J. Mol. Struct. (Theochem) 1994, 306, 11.
38. Mohan, C.G.; Kumar, A.; Mishra, P.C. J. Mol. Struct. (Theochem) 1995, 32, 171.
39. Kumar, A.; Mohan, C.G.; Mishra, P.C. Int. J. Quant. Chem. 1995, 55, 53.
40. Kumar, A.; Mohan, C.G.; Mishra, P.C. J. Mol. Struct. (Theochem) 1996, 361, 135.
41. Mohan, C.G.; Kumar, A.; Mishra, P.C. Int. J. Quant. Chem. 1996, 60, 699.
42. Santhosh, C.; Mishra, P.C. J. Mol. Mod. 1997, 3, 172.
43. Santhosh, C.; Mishra, P.C. Indian J. Biochem. Biophys 1996, 33, 158.
44. Mishra, P.C.; Kumar, A. In Molecular Electrostatic Potentials: Concepts and Applications, J.S. Murray, K.D. Sen, Eds., Elsevier: Amsterdam, 1996, p. 257.
45. Mohan, C.G.; Mishra, P.C. Int. J. Quant. Chem. 1997, 62, 67.
46. Krack, M.; Jug, K. In Molecular Electrostatic Potentials: Concepts and Applications, J.S. Murray, K.D. Sen, Eds., Elsevier: Amsterdam, 1996, p. 330 and references cited therein.
47. Angyan, J.G.; Náray-Szabó, G. In Theoretical Models for Chemical Bonding, Part IV, Z.B. Maksic, Ed., Springer-Verlag: Berlin, 1991, p.1.
48. Sokalski, W.A.; Maruszewski, K.; Hariharan, P.C.; Kaufman, J.J. Int. J. Quant. Chem. Quantum Biol. Symp. 1989, 16, 119.
49. Molecular Electrostatic Potentials: Concepts and Applications, J.S. Murray, K.D. Sen, Eds., Elsevier: Amsterdam, 1996.
50. Tan, R.C.; Truong, T.N.; McCammon, J.A. Biochemistry 1993, 32, 401.
51. Sung, S.S. Biophys. J. 1995, 68, 826.
52. Ehrlich, J.I.; Schramm, V.L. Biochemistry 1994, 33, 8890.
53. Karla, M.; Cuomo, M.; Arcangeli, A.; Olivotto, M. Biophys. J. 1995, 68, 2615.
54. Nicholas, J.B.; Hess, A.C. J. Am. Chem. Soc. 1994, 116, 5428.
55. Brenner, D.W.; Robertson, D.H.; Alert, M.L.; White, C.T. Phys. Rev. Lett. 1993, 70, 2174.
56. Dewar, M.J.S.; Zoebisch, E.G.; Healy, E.F.; Stewart, J.J.P. J. Am. Chem. Soc. 1985, 102, 3902.
57. Miertus, S.; Tomasi, J. Chem. Phys. 1982, 65, 239.
58. Miertus, S.; Scrocco, E.; Tomasi, J. Chem. Phys. 1981, 55, 117.
59. Frisch, M.J.; Trucks, G.W.; Schlegel, H.B.; Gill, P.M.W.; Johnson, B.G.; Robb, M.A.; Cheeseman, J.R.; Keith, T.; Petersson, G.A.; Montgomery, J.A.; Raghavachari, K.; Al-Laham, M.A.; Zakrzewski, V.G.; Ortiz, J.V.; Foresman, J.W.; Peng, C.Y.; Ayala, P.Y.; Chen, W.; Wong, M.W.; Andres, J.L.; Replogle, E.S.; Gomperts, R.; Martin, R.L.; Fox, D.J.; Binkley, J.S.; Defrees, D.J.; Baker, J.; Stewart, J.P.; Head-Gordon, M.; Gonzalez, C.; Pople, J.A. Guassian 94, Revision B.2, Gaussian Inc.: Pittsburgh PA, 1995.
60. Chu, D.T.W.; Fernandes, F.B.; Claiborne, A.K.; Shen, L.L.; Pernet, A.G. Drug. Exptl. Clin. Res. 1988, 14, 379.
61. Hoyberg, T.; Khanna, I.; Drake, S.D.; Mitscher, L.A.; Shen, L.L. J. Med. Chem. 1984, 27, 306.
62. Morrisey, I.; Hoshino, K.; Sato, K.; Yoshida, A.; Hayakawa, I.; Bures, M.G.; Shen, L.L. Antimicrob. Chem. Ther. 1996, 40, 1775.
63. Vanzoest, W.J.; Marx, A.F.; Koger, H.S. Eur. Pat. Appl. EP-A-O368410 (16 May) 1990.
64. Miyamoto, T.; Matsumoto, J. Chem. Pharm. Bull. 1988, 36, 1321.
65. Matsumoto, J.; Miyamoto, T. In International Telesymposium on Quinolones; P.B. Fernandes, Ed., J.R. Prous: Barcelona, 1989, p.109.
66. Tanaka, T.M.; Sato, K.; Kimura, Y.; Une, T.; Osada, Y.; Nishino, T. 29th International Conference on Anti-microbial Agents and Chemotherapy., Houston, 23-26 October, 1989, Abst. 190.
67. rd Edition, Harper and Row: New York, 1970, p. 230.