Antimycobacterial compounds. Optimization of the BM 212 structure, the lead compound for a new pyrrole derivative class

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 4, 2005, Pages 1221-1230

  Biava, Mariangela ^a   Porretta, Giulio Cesare ^a   Poce, Giovanna ^a   Deidda, Delia ^b   Pompei, Raffaello ^b   Tafi, Andrea ^c   Manetti, Fabrizio ^c  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

^b UNIVERSITY OF CAGLIARI   (Italy)

^c UNIVERSITY OF SIENA   (Italy)

Author keywords

Antimycobacterial activity; Pharmacophore model; Pyrrole derivatives; Thiomorpholinomethyl substituent

Indexed keywords

1,5 BIS(4 CHLOROPHENYL) 2 METHYL 3 (4 METHYL 1 PIPERAZINYLMETHYL)PYRROLE; ANTIMYCOBACTERIAL AGENT; HALIDE; ISONIAZID; PYRROLE DERIVATIVE; RIFAMPICIN; STREPTOMYCIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CANDIDA; CERCOPITHECIDAE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG IDENTIFICATION; DRUG SYNTHESIS; IN VITRO STUDY; KIDNEY; MYCOBACTERIUM; MYCOBACTERIUM AVIUM; MYCOBACTERIUM GORDONAE; MYCOBACTERIUM MARINUM; MYCOBACTERIUM SMEGMATIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; VERO CELL;

ANTITUBERCULAR AGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MICROBIAL SENSITIVITY TESTS; PIPERAZINES; PYRROLES;

ATYPICAL MYCOBACTERIA; CANDIDAE; CORYNEBACTERINEAE; MYCOBACTERIUM; MYCOBACTERIUM TUBERCULOSIS;

EID: 12844266203     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.11.018     Document Type: Article

References (22)

1. C.B. Inderlied, C.A. Kemper, and L.E.M. Bermudez Clin. Microbiol. Rev. 1993 26
2. J.O. Falkinham Clin. Microbiol. Rev. 9 1996 177
3. C.D. Hamilton Curr. Infect. Dis. Rep. 1 1999 80
4. G.B. Migliori, M. Ambrosetti, L. Fattorini, V. Penati, P. Vaccarino, G. Besozzi, L. Ortona, C. Saltini, G. Orefici, M.L. Moro, E. Lona, and A. Cassone Int. J. Tuberc. Lung Dis. 4 2000 940
5. D.W. Fitzgerald, M.M. Morse, J.W. Pape, and W.D. Johnson Jr. Clin. Infect. Dis. 31 2000 1495
6. M. Biava Current. Med. Chem. 9 2002 1859
7. D. Deidda, G. Lampis, R. Fioravanti, M. Biava, G.C. Porretta, S. Zanetti, and R. Pompei Antimicrob. Agents Chemother. 42 1998 3035
8. M. Biava, R. Fioravanti, G.C. Porretta, G. Sleiter, A. Ettorre, D. Deidda, G. Lampis, and R. Pompei Med. Chem. Res. 1999 19
9. M. Biava, R. Fioravanti, G.C. Porretta, D. Deidda, C. Maullu, and R. Pompei Bioorg. Med. Chem. Lett. 9 1999 2983
10. M.R. Barbachyn, D.K. Hutchinson, S.J. Brickner, H. Cynamon, J.O. Kilburn, S.P. Klemens, S.E. Glickman, K.C. Grega, S.K. Hendges, D.S. Toops, C.W. Ford, and G.E. Zurenko J. Med. Chem. 39 1996 680
11. M. Biava, G.C. Porretta, D. Deidda, R. Pompei, F. Manetti, and A. Tafi Bioorg. Med. Chem. 11 2003 515
12. F. Manetti, F. Corelli, M. Biava, R. Fioravanti, G.C. Porretta, and M. Botta Farmaco 55 2000 484
13. M. Biava, G.C. Porretta, D. Deidda, R. Pompei, F. Manetti, and A. Tafi Bioorg. Med. Chem. 12 2004 1453
14. 2 4.8.1 are distributed by Accelrys, Inc., Scranton Road, San Diego, CA
15. R. Ragno, G.R. Marshall, R. Di Santo, R. Costi, S. Massa, R. Pompei, and M. Artico Bioorg. Med. Chem. 8 2000 1423
16. G. Cianchetta, R. Mannhold, G. Cruciani, M. Baroni, and V. Cecchetti J. Med. Chem. 47 2004 3193
17. A. Leitão, A.D. Andricopulo, G. Oliva, M.T. Pupo, A.A. de Marchi, P.C. Vieira, M.F.G.F. da Silva, V.F. Ferreira, M.C.B.V. de Souza, M.M. Sá, V.R.S. Moraes, and C.A. Montanari Bioorg. Med. Chem. Lett. 14 2004 2199
18. J.E. Hawkins, R.J. Wallace Jr., and A. Brown Antibacterial Susceptibility Test Mycobacteria A. Balows W.J. Hausler Jr. K.L. Hermann H.D. Isenberg H.J. Shadomy Manual of Clinical Microbiology 5th ed. 1991 American Society for Microbiology Washington, DC
19. G. Cruciani, M. Pastor, and S. Clementi Handling Information from 3D Grid Maps for QSAR Studies K. Gundertofte F.E. Jørgensen Molecular Modeling and Prediction of Bioactivity 2000 Kluwer Academic/Plenum New York 73
20. G. Cruciani, P. Crivori, P.-A. Carrupt, and B. Testa J. Mol. Struct. THEOCHEM. 503 2000 17
21. A.K. Ghose, V.N. Viswanadhan, and J.J. Wendoloski J. Phys. Chem. 102 1998 3762
22. P. Crivori, G. Cruciani, P.-A. Carrupt, and B. Testa J. Med. Chem. 43 2000 2204