Antimycobacterial activity of 5-arylidene derivatives of hydantoin

Farmaco

Volumn 57, Issue 11, 2002, Pages 909-916

  Kiec Kononowicz K ^a   Szymanska E ^a  

^a JAGIELLONIAN UNIVERSITY MEDICAL COLLEGE   (Poland)

Author keywords

Antimycobacterial activity; Arylidene 2 thiohydantoins

Indexed keywords

5 (1 NAPHTHYLIDENE) 2 THIOHYDANTOIN; 5 (1,1' BIPHENYL 4 YLMETHYLENE) 2 THIOXOIMIDAZOLIDIN 4 ONE; 5 (2 NAPHTHYLIDENE) 2 THIOHYDANTOIN; 5 (2,5 DIMETHYLBENZYLIDENE) 2 THIOHYDANTOIN; 5 (3 TRIFLUOROMETHYLBENZYLIDENE) 2 THIOHYDANTOIN; 5 (3,4 DICHLOROBENZYLIDENE) 2 THIOHYDANTOIN; 5 (3,5 DIFLUOROBENZYLIDENE) 2 THIOHYDANTOIN; 5 (4 ETHOXYBENZYLIDENE) 2 THIOHYDANTOIN; 5 (4 METHOXY 2,5 DIMETHYLBENZYLIDENE) 2 THIOHYDANTOIN; 5 (4 PHENYLBENZYLIDENE) 2 THIOHYDANTOIN; 5 (4 PROPOXYBENZYLIDENE) 2 THIOHYDANTOIN; 5 (ALPHA METHYLCINNAMYLIDENE) 2 THIOHYDANTOIN; 5 [(3 ALLYLOXY)BENZYLIDENE] 2 THIOHYDANTOIN; 5 [(3 BENZYLOXY)BENZYLIDENE] 2 THIOHYDANTOIN; 5 [(4 ALLYLOXY)BENZYLIDENE] 2 THIOHYDANTOIN; 5 [3 (2 PHENYLETHOXY)BENZYLIDENE] 2 THIOHYDANTOIN; 5 [3 (4 CHLOROBENZYLOXY)BENZYLIDENE] 2 THIOHYDANTOIN; 5 [3,4 (METHYLENEDIOXY)BENZYLIDENE] 2 THIOHYDANTOIN; ANTIINFECTIVE AGENT; HYDANTOIN DERIVATIVE; UNCLASSIFIED DRUG;

ACIDITY; ANTIMICROBIAL ACTIVITY; ARTICLE; BACTERIAL GROWTH; CONTROLLED STUDY; DOSE CALCULATION; DRUG CYTOTOXICITY; DRUG DETERMINATION; DRUG INHIBITION; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; IC 50; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN;

EID: 0037210305     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-827X(02)01292-2     Document Type: Article

References (15)

1. World Health Organization, Report On Global Tuberculosis Control, Geneva 2000 [Online], http://www.who.int/gtb/publications/globrep00/index.html.
2. Waisser K., Klimešowá V., Odlerová Ž. Antituberculotics. LXX. The alkylthio group bound to the electron-deficient atom of carbon as the pharmacophore of antituberculotic activity. Folia Pharm. Univ. Carol. 18:1995;31-34. [Chem. Abstr. 123 (1995) 107578e].
3. Barry C.E., Slayden R.A., Sampson A.E., Lee R.E. Use of genomics and combinatorial chemistry in the development of new antimycobacterial drugs. Biochem. Pharmacol. 59:2000;221-231.
4. Kieć-Kononowicz K., Szymańska E., Motyl M., Kasprowicz A., Białecka A., Holzer W. Synthesis, spectral and antimicrobial properties of 5-arylidene aromatic derivatives of imidazoline-4-one. Pharmazie. 53:1998;680-684.
5. Szymańska E., Kieć-Kononowicz K., Białecka A., Kasprowicz A. Antimicrobial activity of 5-arylidene aromatic derivatives of hydantoin Part 2#. Farmaco. 57:2002;39-44.
6. Szymańska E., Kieć-Kononowicz K. Antimycobacterial activity of 5-arylidene aromatic derivatives of hydantoin. Farmaco. 57:2002;355-362.
7. Kieć-Kononowicz K., Karolak-Wojciechowska J., Müller C.E., Schumacher B., Pȩkala E., Szymańska E. Imidazothiazine, -diazinone and -diazepinone derivatives. Synthesis, structure and benzodiazepine receptor binding. Eur. J. Med. Chem. 36:2001;407-419.
8. A receptors. Sci. Pharm. 64:1996;383-387.
9. K. Kieć-Kononowicz, J. Karolak-Wojciechowska, B. Michalak, E. Pȩkala, B. Schumacher, C.E. Müller, Imidazo-[2,1-b]thiazepines: Synthesis, structure and evaluation of benzodiazepine receptor binding, Eur. J. Med. Chem., submitted for publication.
10. K. Kieć-Kononowicz, C.E. Müller, E. Pȩkala, J. Karolak-Wojciechowska, J. Handzlik, D. Łazewska, Imidazo-[2,1-b]thiazoles, imidazo[2,1-b]imidazoles and pyrrolo[2,1-c]imidazoles: Synthesis, structure and evaluation of benzodiazepine receptor binding, J. Heterocycl. Chem. 39 (2002) 243-253.
11. Shalaby A.F.A., Daboun H.A., Boghdadi S.S.M.Z. Reactions with 4-thiohydantoin. Preparation of 5-arylidene-4-thiohydantoins, their reactions towards Grignard reagents and the alkylating agents. Z. Naturforsch., Teil B. 29:1974;99-103.
12. Unangst P.C., Connor D.T., Cetenko W.A., Sorenson R.J., Kostlan C.R., Sircar J.C., Wright C.D., Schrier D.J., Dyer R.D. Synthesis and biological evaluation of 5-[[3,5-bis(1,1-dimethyl)-4-hydroxyphenyl]methylene]oxazoles, -thiazoles and -imidazoles: novel dual 5-lipoxygenase and cyclooxygenase inhibitors with antiinflammatory activity. J. Med. Chem. 37:1994;322-328.
13. Kieć-Kononowicz K., Karolak-Wojciechowska J. Synthesis and spectroscopic properties of fused 5-arylidene-2-thiohydantoin derivatives. Phosphorus Sulfur Silicon. 73:1992;235-248.
14. Pallas for Windows 1.2, 1995, 3.0 (Demo Version), CompuDrug Chemistry Ltd., 2001.
15. Tuberculosis Antimicrobial Acquisition and Coordinating Facility, sponsored by the NIAID of the US National Institutes of Health [Online] http://www.taacf.org.