Salicylanilide acetates: Synthesis and antibacterial evaluation

Molecules

Volumn 12, Issue 1, 2007, Pages 1-12

  Vinsova, Jarmila ^a   Imramovsky, Ales ^a   Buchta, Vladimir ^b   Ceckova, Martina ^a   Dolezal, Martin ^a   Staud, Frantisek ^a   Jampilek, Josef ^c   Kaustova, Jarmila ^d  

^a Charles University in Prague Faculty of Pharmacy   (Czech Republic)

^b UNIVERSITY HOSPITAL HRADEC KRALOVE   (Czech Republic)

^c Zentiva Prague   (Czech Republic)

^d Regional Institute of Hygiene   (Czech Republic)

Author keywords

Cytotoxicity; In vitro antifungal activity; In vitro antimycobacterial activity; Lipophilicity determination; Salicylanilide acetates; Structure activity relationships

Indexed keywords

ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; FLUCONAZOLE; SALICYLANILIDE; SALICYLANILIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CANDIDA ALBICANS; CELL LINE; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; HUMAN; MICROBIAL VIABILITY; MICROBIOLOGICAL EXAMINATION; MYCOBACTERIUM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; CANDIDA ALBICANS; CELL LINE; CELL SURVIVAL; FLUCONAZOLE; HUMANS; MICROBIAL SENSITIVITY TESTS; MICROBIAL VIABILITY; MOLECULAR STRUCTURE; MYCOBACTERIUM; SALICYLANILIDES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33846977723     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/12010001     Document Type: Article

References (15)

1. Vinsova, J.; Imramovsky, A. Salicylanilides: Still a Topical Potential Antibacterially active Group. Ces. Slov. Farm. 2004, 53, 294-299.
2. Hassan, G. S.; Hegazy, G. H.; Safwat, H. M. Synthesis of Furo-salicylanilides and Their Heterocyclic Derivatives with Anticipated Molluscicidal Activity. Arch. Pharm. Chem. Life Sci. 2006, 339, 448-455.
3. Deng, W.; Guo, Z.; Guo, Y. Feng, Z.; Jiang, Y.; Chu, F. Acryolylamino-salicylanilides as EGFR PTK inhibitors. Bioorg. Med. Chem. Lett. 2006, 16, 469-472.
4. Liechti, Ch.; Séquin, U.; Bold, G.; Furet, P.; Meyer, T.; Traxler, P. Salicylanilides as inhibitors of the protein tyrosine kinase epidermal growth factor receptor. Eur. J. Med. Chem. 2004, 39, 11-26.
5. Hlasta, D. J.; Demers, J. P.; Foleno, B. D.; Fraga-Spano, S. A.; Guan, J.; Hilliard, J. J.; Macielag, M. J.; Ohemeng, K. A.; Sheppard, C. M.; Sui, Z.; Webb, G. C.; Weidner-Wells, M. A.; Barret, J. F. Novel inhibitors of bacterial two-component systems with gram positive antibacterial activity: Pharmacophore identification based on the screening hit closantel. Bioorg. Med. Chem. Lett. 1998, 8, 1923-1928.
6. Macielag, M. J.; Demers, J. P.; Fraga-Spano, S. A.; Hlasta, D. J.; Johnson, S. G.; Kanojia, R. M.; Russell, R. K.; Sui, Z.; Weidner-Wells, M. A.; Werblood, H.; Foleno, B. D.; Goldschmidt, R. M.; Loeloff, M. J., Webb, G.C.; Barrett, J. F. Substituted Salicylanilides as Inhibitors of Two-Component Regulatory Systems in Bacteria. J. Med. Chem. 1998, 41, 2939-2945.
7. Imramovsky A., Vinsova J., Ferriz J. M., Kunes J., Pour M., Dolezal M. Salicylanilide esterification: unexpected formation of novel seven-membered rings. Tetrahedron Lett. 2006, 47, 5007-5511.
8. Waisser, K.; Hladuvkova, J.; Kunes, J.; Kubicova, L.; Klimesova, V.; Karajannis, P.; Kaustova, J. Synthesis and antimycobacterial activity of salicylanilides substituted in position 5. Chem. Pap. 2001, 55, 121-129.
9. Dolezal, M.; Palek, L.; Vinsova, J.; Buchta, V.; Jampilek, J.; Kralova, K. Substituted Pyrazinecarboxamides: Synthesis and Biological Evaluation. Molecules 2006, 11, 242-256.
10. Musiol, R.; Jampilek, J.; Buchta, V.; Silva, L.; Niedbala, H.; Podeszwa, B.; Palka, A.; Majerz-Maniecka, K.; Oleksyn, B.; Polanski, J. Antifungal properties of new series of quinoline derivatives. Bioorg. Med. Chem. 2006, 14, 3592-3598.
11. Vinsova, J.; Cermakova, K.; Tomeckova, A.; Ceckova, M.; Buchta, V.; Jampilek, J.; Cermak, P.; Kunes, J.; Dolezal, M.; Staud, F. Synthesis and antimicrobial evaluation of new 2-substituted 5,7-di-tert- butylbenzoxazoles. Bioorg. Med. Chem. 2006, 14, 5850-5865.
12. Ciampa, G.; Tricko, C. Rend. Accad. Sci. Fis. Naples 1966, 33, 385;
13. [Chem. Abstr. 1968, 68, 95469].
14. National Committee for Clinical Laboratory Standards. Reference method for broth dilution antifungal susceptibility testing of yeast: Approved Standard, NCCLS document, M27-A; NCCLS: Villanova, PA, U.S.A., 1997.
15. Mosmann, T. Rapid colorimetric assay for cellular growth and survival - Application to proliferation and cyto-toxicity assays. J. Immunol. Meth. 1983, 65, 55-63.