Isoniazid-related copper(II) and nickel(II) complexes with antimycobacterial in vitro activity. Part 9

Bioorganic and Medicinal Chemistry Letters

Volumn 10, Issue 7, 2000, Pages 657-660

  Bottari, B ^a   Maccari, R ^a   Monforte, F ^a   Ottana R ^a   Rotondo, E ^a   Vigorita, M G ^a  

^a UNIVERSITY OF MESSINA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER COMPLEX; ISONIAZID; ISONIAZID DERIVATIVE; NICKEL COMPLEX; RIFAMPICIN;

ANTIBACTERIAL ACTIVITY; ARTICLE; CHEMICAL MODIFICATION; COMPLEX FORMATION; CYTOTOXICITY TEST; DRUG STRUCTURE; GROWTH INHIBITION; IN VITRO STUDY; LIPOPHILICITY; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PARTIAL DRUG SYNTHESIS; TUBERCULOSIS;

ANTITUBERCULAR AGENTS; ISONIAZID; MICROBIAL SENSITIVITY TESTS; MYCOBACTERIUM TUBERCULOSIS; ORGANOMETALLIC COMPOUNDS; STRUCTURE-ACTIVITY RELATIONSHIP;

ACTINOBACTERIA (CLASS); MYCOBACTERIUM; MYCOBACTERIUM TUBERCULOSIS; UNCULTURED ACTINOMYCETE;

EID: 0034599481     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(00)00058-5     Document Type: Article

References (34)

1. Sensi, P.; Gialdroni Grassi, G. In Burger's Medicinal Chemistry and Drug Discovery, 5th ed.; Wolff, M. E., Ed.; John Wiley & Sons, Inc.: 1996; Vol. 2, pp 575-635.
2. Inderlied, C. B.; Kemper, C. A.; Bermudez, L. E. M. Clin. Microb. Rev. 1993, 6, 266.
3. Mandell, G. L.; Petri, W. A. Jr. Antimicrobial Agents. Drugs used in the Chemotherapy of Tuberculosis. In Goodman & Gilman's The Pharmacological Basis of Therapeutics, 9th ed., McGraw-Hill: 1996; pp 1155-1174.
4. Rastogi, N.; Goh, K. S. Antimicrob. Agents Chemother. 1990, 34, 2061.
5. Vigorita, M. G.; Basile, M.; Zappalà, C.; Gabbrielli, G.; Pizzimenti, F. Il Farmaco 1992, 47, 893.
6. Vigorita, M.G.; Ottanà, R.; Zappalà, C.; Maccari, R.; Pizzimenti, F.C., Gabbrielli, G. Il Farmaco 1994, 49, 775; 1995, 50, 783.
7. Vigorita, M.G.; Ottanà, R.; Zappalà, C.; Maccari, R.; Pizzimenti, F.C., Gabbrielli, G. Il Farmaco 1994, 49, 775; 1995, 50, 783.
8. Vigorita, M. G.; Ottanà, R.; Maccari, R.; Monforte, F.; Bisignano, G.; Pizzimenti, F. C. Boll. Chim. Farm. 1998, 137, 267.
9. Vigorita, M. G.; Maccari, R.; Ottanà, R.; Monforte, F. Med. Chem. Res. 1999, 9, 306.
10. Rastogi, N.; Frehel, C.; Ryter, A.; Ohayon, H.; Lesourd, M.; David, H. L. Antimicrob. Agents Chemother. 1981, 20, 666.
11. Sastry, P. S. S. J.; Lonibala, R. K.; Rao, T. R. Synth. React. Inorg. Met.-Org. Chem. 1995, 25, 1261.
12. Narang, K. K.; Singh, M. K.; Goyle, M. R.; Bhuvaneshwari, K. Synth. React. Inorg. Met.-Org. Chem. 1991, 21, 1569.
13. Craciunescu, D. G. An. R. Acad. Farm. 1977, 43, 107.
14. Doadrio, A.; Craciunescu, D. G.; Suarez, M.; Shohet, J.; Castro, F. Farm. Aikak. 1976, 85, 19.
15. Voyatzakis, V. A. E.; Vasilikiotis, G. S.; Karageorgiou, G.; Kassapoglou, I. J. Pharm. Sci. 1968, 57, 1255.
16. Job, P. Ann. Chim. 1928, 9, 113; Job, P. Ann. Chim. 1936, 97
17. Job, P. Ann. Chim. 1928, 9, 113; Job, P. Ann. Chim. 1936, 97
18. Foley, R. T.; Anderson, R. C. J. Am. Chem. Soc. 1948, 70, 1195.
19. 3OH solutions of buffer phosphate. UV spectra were recorded in the termostated cell compartment of a Cary 219 or a Perkin-Elmer Lambda 3 spectrophotometer.
20. -1 using CsI disks on a Perkin-Elmer FT-IR model 1730 spectrophotometer.
21. Rao, S.; Reddy, K. H. Ind. J. Chem. 1992, 31, 58.
22. eff=4S(S+1) can be used for the calculation of the number of unpaired electrons in the metal ion.
23. Cotton F.A., Wilkinson G., in Advanced Inorganic Chemistry, 5th ed., Wiley, New York, 1966, pp 639-641
24. Figgis, B. N.; Nyholm, R. S. J. Chem. Soc., 1959, 331.
25. Franzblau, S. G.; Witzig, R. S.; McLaughlin, J. C.; Torres, P.; Madico, G.; Hernandez, A.; Degnan, M. T.; Cook, M. B.; Quenzer, V. K.; Ferguson, R. M.; Gilman, R. H. J. Clin. Microb. 1998, 36, 362.
26. Collins, L. A.; Franzblau, S. G. Antimicrob. Agents Chemother. 1997, 41, 1004.
27. Unpublished results.
28. Rozwarski, D. A.; Grant, G. A.; Barton, D. H. R.; Jacobs, W. R., Jr.; Sacchettini, J. C. Science 1998, 279, 98.
29. Although the antimycobacterial evaluation of ISNEs 1g-i, 1k-n had been already reported in refs 9 and 10, these substances were re-tested by TAACF Staff because the homogeneity of the experimental protocols allowed us to directly compare the results of the metalchelates and the ligands.
30. Dessen, A.; Quémard, A.; Blanchard, J. S.; Jacobs, W. R., Jr.; Sacchettini, J. C. Science 1995, 267, 1638.
31. 50/MIC) are reported below.
32. Boyd, M. R. Principles & Practices of Oncology 1989, 3, 1.
33. 50) value expresses the average sensitivity of all tumoral cell lines to each tested compound.
34. Weislow, O. W.; Kiser, R.; Fine, D. L.; Bader, J.; Shoemaker, R. H.; Boyd, M. R. J. Natl. Cancer Inst. 1989, 81, 577.