Effect of substituents on diarylmethanes for antitubercular activity

European Journal of Medicinal Chemistry

Volumn 42, Issue 3, 2007, Pages 410-419

  Panda, Gautam ^a   Parai, Maloy Kumar ^a   Das, Sajal Kumar ^a   Shagufta, ^a   Sinha, Manish ^a   Chaturvedi, Vinita ^a   Srivastava, Anil K ^a   Manju, Y S ^a   Gaikwad, Anil N ^a   Sinha, Sudhir ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

Antitubercular agents; Diarylmethanes; Phenanthrenes

Indexed keywords

1 [2 [4 (4 METHOXYBENZYL)PHENOXY]ETHYL]PIPERIDINE; 1 BENZENESULFONYL 3 [4 METHOXYPHENYL [4 (2 PIPERIDIN 1 YLETHOXY)PHENYL]METHYL] 1H INDOLE; 1 BENZENESULFONYL 3 [4 METHOXYPHENYL [4 (2 PYRROLIDIN 1 YLETHOXY)PHENYL]METHYL] 1H INDOLE; 3 [4 METHOXYPHENYL [4 (2 PIPERIDIN 1 YLETHOXY)PHENYL]METHYL]PYRIDINE; 3 [4 METHOXYPHENYL [4 (2 PYRROLIDIN 1 YLETHOXY)PHENYL]METHYL]PYRIDINE; 3 [[4 (2 AZEPAN 1 YLETHOXY)PHENYL] (4 METHOXYPHENYL)METHYL] 1 BENZENESULFONYL 1H INDOLE; 4 [[4 (2 DIETHYLAMINOETHOXY)PHENYL]PHENANTHREN 9 YLMETHYL]PHENOL; 4 [[4 (2 DIMETHYLAMINOETHOXY)PHENYL]PHENANTHREN 9 YLMETHYL]PHENOL; 4 [PHENANTHREN 9 YL [4 (2 PIPERIDIN 1 YLETHOXY)PHENYL]METHYL]PHENOL; [2 [4 (4 METHOXYBENZYL)PHENOXY]ETHYL]DIMETHYLAMINE; [2 [4 [(1 BENZENESULFONYL 1H INDOL 3 YL) (4 METHOXYPHENYL)METHYL]PHENOXY]ETHYL]DIETHYLAMINE; [2 [4 [(1 BENZENESULFONYL 1H INDOL 3 YL) (4 METHOXYPHENYL)METHYL]PHENOXY]ETHYL]DIMETHYLAMINE; [2 [4 [(4 METHOXYPHENYL)PYRIDIN 3 YLMETHYL]PHENOXY]ETHYL]DIMETHYLAMINE; [2 [4 [ANTHRACEN 9 YL (4 METHOXYPHENYL)METHYL]PHENOXY]ETHYL]DIMETHYLAMINE; ALKANE DERIVATIVE; DIETHYL [2 [4 [(4 METHOXYPHENYL)PYRIDIN 3 YLMETHYL]PHENOXY]ETHYL]AMINE; METHANE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIMICROBIAL ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTITUBERCULAR AGENTS; CELL LINE, TUMOR; CERCOPITHECUS AETHIOPS; DRUG SCREENING ASSAYS, ANTITUMOR; INDICATORS AND REAGENTS; MACROPHAGES; MAGNETIC RESONANCE SPECTROSCOPY; METHANE; MICE; MICROBIAL SENSITIVITY TESTS; MYCOBACTERIUM TUBERCULOSIS; SPECTROPHOTOMETRY, INFRARED; STRUCTURE-ACTIVITY RELATIONSHIP; VERO CELLS;

EID: 33847403082     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2006.09.020     Document Type: Article

References (40)

1. Dutt A.K., and Stead W.W. In: David S. (Ed). Tuberculosis and Nontuberculosis Mycobacterial Infections. fourth ed. (1999), W.B. Saunders 3
2. Murray C.J.L., Styblo K., and Rouillon A. In: Jamison D.T., and Mosely W.H. (Eds). Disease Control Priorities in Developing Countries (1993), Oxford University Press, New York 233
3. Styblo K. Bull Int. Union Tuberc. 65 (1990) 24
4. Mdluli K., and Spigelman M. Curr. Opin. Pharmacol. 6 (2006) 1-9
5. Baumann S., Eddine A.N., and Kaufmann S. Curr. Opin. Immunol. 18 (2006) 438-448
6. Sizaire V., Nackers F., Comte E., and Portaels F. Lancet Infect. Dis. 6 (2006) 288-296
7. Spigelman M., and Gillespie S. Lancet 367 (2006) 945-947
8. Zhang Y., Post-Martens K., and Denkin S. Drug Discov. Today 11 (2006) 21-27
9. Pauli G.F., Case R.J., Inui T., Wang Y., Cho S., Fischer N.S., and Franzblau S.G. Life Sci. 78 (2005) 485-494
10. Ballell L., Field R.A., Duncan K., and Young R.J. Antimicrob. Agents Chemother. (2005) 2153-2163
11. Martien W.B. Bull. World Health Organ. 80 (2002) 501
12. Snider D.E.J., Raviglione M., and Kochi A. In: Bloom B.R. (Ed). Tuberculosis: Pathogenesis Protection and Control (1994), American Society of Microbiology, Washington, DC 2
13. Rouhi A.M. Chem. Eng. News 77 (1999) 52
14. Pilheu J.A. Int. J. Tuberc. Lung Dis. 2 (1998) 696-703
15. Raviglione M.C., Snider D.E., and Kochi A. J. Am. Med. Assoc. 273 (1995) 220-226
16. Willcox P.A. Curr. Opin. Pulm. Med. 6 (2000) 198-202
17. Méndez A.P., Raviglione M.C., Laszlo A., Binkin N., Rieder H.L., Bustreo F., Cohn D.L., Weezenbeek C.S.B., L.-van, Kim S.J., Chaulet P., and Nunn P.N. Engl. J. Med. 338 (1998) 1641-1649
18. O'brien R.J., and Nunn P.P. Am. J. Respir. Crit. Care Med. 163 (2001) 1055-1058
19. Harries A.D., and Mahler D. TB/HIV, A Clinical Manual (1996), World Health Organization, Genève
20. Hamilton C.D. Curr. Infect. Dis. Rep. 1 (1999) 80
21. Migliori G.B., Ambrosetti M., Fattorini L., Penati V., Vaccarino P., Besozzi G., Ortona L., Saltini C., Ore.ci G., Moro M.L., Lona E., and Cassone A. Int. J. Tuberc. Lung Dis. 4 (2000) 940
22. Andries K., Verhasselt P., Guillemont J., Gohlmann H.W.H., Neefs J.M., Winkler H., Gestel J.V., Timmerman P., Zhu M., Lee E., Williams P., Chaffoy D., Huitric E., Hoffner S., Cambau E., Pernot C.T., Lounis N., and Jarlier V. Science 307 (2005) 223-227
23. Burman W.J., and Jones B.E. Am. J. Respir. Crit. Care Med. 164 (2001) 7-12
24. J. Guillermont, Patent, WO 2004/011436, 5 February, 2004;
25. Vangapandu S., Jain M., Jain R., Kaur S., and Singh P.P. Bioorg. Med. Chem. 12 (2004) 2501
26. de Souza A.O., Alderete J.B., Schimidt F., Sato D.N., and Duran N. Drug Res. 49 (1999) 1025-1029
27. Kamal A., Reddy K.S., Ahmed S.K., Khan M.N.A., Sinha R.K., Yadav J.S., and Arora S.K. Bioorg. Med. Chem. 14 (2006) 650-658
28. Barbachyn M.R., Hutchinson D.K., Brickner S.J., Cynamon M.H., Kilburn J.O., Klemens S.P., Glickman S.E., Grega K.C., Hendges S.K., Toops D.S., Ford C.W., and Zurenko G.E. J. Med. Chem. 39 (1996) 680-685
29. Sun Z., and Zhang Y. Tuber. Lung Dis. 79 (1999) 319-320
30. Braendvang M., and Gundersen L.L. Bioorg. Med. Chem. 13 (2005) 6360-6373
31. Milatovic D., Schmitz F.-J., Brisse S., Verhoef J., and Fluit A.C. Antimicrob. Agents Chemother. 44 (2000) 1102-1107
32. Khafagy M.M., Abd El-Wahab A.H.F., Eid F.A., and El-Agrody A.M. IL Farmaco 57 (2002) 715-722
33. Panda G., Shagufta, Mishra J.K., Chaturvedi V., Srivastava A.K., Srivastava R., and Srivastava B.S. Bioorg. Med. Chem. 12 (2004) 5269-5276
34. Panda G., Mishra J.K., Sinha S., Gaikwad A.K., Srivastava A.K., Srivastava R., and Srivastava B.S. ARKIVOC ii (2005) 29-45
35. Panda G., Shagufta, Srivastava A.K., and Sinha S. Bioorg. Med. Chem. Lett. 15 (2005) 5222-5225
36. Shagufta, A. Kumar, G. Panda, I. Siddiqi, J. Mol. Model., (2006), in press, doi:10.1007/s00894-006-0124-0.
37. Collins L.A., and Franzblau S.G. Antimicrob. Agents Chemother. 41 (1997) 1004
38. Siddiqi S. Clinical Microbiology Handbook vol 1 (1992), ASM Press, Washington, D.C
39. Corey A.H., et al. Cancer Commun. 3 (1991) 207-212
40. Mosmann T. J. Immunol. Methods 65 (1983) 55-63