<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml">5-Acyl-8-hydroxyquinoline-2-(3'-substituted-4'-aryl-2,3-dihydrothiazol-2'-ylidene)hydrazones, <bold>5a-e</bold> to <bold>10a-c</bold>, were prepared by the reaction of appropriate 5-acyl-8-hydroxyquinoline-4-substituted thiosemicarbazones <bold>3a-e</bold> and phenacyl bromides <bold>4a-e.</bold> Structures of the new compounds were verified on the basis of spectral and elemental analyses. Twenty-eight new compounds were tested for their possible antimicrobial activities. Most of the tested compounds showed weak to moderate antibacterial activity against most of the bacterial strains used in comparison with gatifloxacin as a reference drug. The test compounds showed weak to moderate antifungal activity against tested fungi in comparison with ketoconazole as a reference drug. On the other hand, the newly synthesized compounds were tested for their anti-inflammatory effects and most of them showed good to excellent anti-inflammatory activity compared to indomethacin. Moreover, ulcerogenicity and the median lethal dose (<italic>LD</italic>50) of the most active anti-inflammatory compounds <bold>6b</bold> and <bold>9e</bold> were determined in mice; they were non-toxic at doses up to 400 mg kg-1 after <italic>i.p.</italic> administration.</abstract>

5-Acyl-8-hydroxyquinoline-2-(3'-substituted-4'-aryl-2,3-dihydrothiazol-2'-ylidene)hydrazones, 5a-e to 10a-c, were prepared by the reaction of appropriate 5-acyl-8-hydroxyquinoline-4-substituted thiosemicarbazones 3a-e and phenacyl bromides 4a-e. Structures of the new compounds were verified on the basis of spectral and elemental analyses. Twenty-eight new compounds were tested for their possible antimicrobial activities. Most of the tested compounds showed weak to moderate antibacterial activity against most of the bacterial strains used in comparison with gatifloxacin as a reference drug. The test compounds showed weak to moderate antifungal activity against tested fungi in comparison with ketoconazole as a reference drug. On the other hand, the newly synthesized compounds were tested for their anti-inflammatory effects and most of them showed good to excellent anti-inflammatory activity compared to indomethacin. Moreover, ulcerogenicity and the median lethal dose (LD50) of the most active anti-inflammatory compounds 6b and 9e were determined in mice; they were non-toxic at doses up to 400 mg kg-1 after i.p. administration.

Synthesis and biological activities of new substituted thiazoline-quinoline derivatives

Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt

Acta Pharmaceutica

5-Acyl-8-hydroxyquinoline-2-(3'-substituted-4'-aryl-2,3-dihydrothiazol-2'-ylidene)hydrazones, 5a-e to 10a-c, were prepared by the reaction of appropriate...

Synthesis and biological activities of new substituted thiazoline-quinoline derivatives

Publié en ligne: 16 nov. 2009

Pages: 365 - 382

DOI: https://doi.org/10.2478/v10007-009-0033-8

Mots clés
kinolin, tiosemikarbazon, tiazolin, fenacil bromid, antimikrobno djelovanje, protuupalno djelovanje

This content is open access.

Synthesis and biological activities of new substituted thiazoline-quinoline derivatives

Publié en ligne: 16 nov. 2009

Pages: 365 - 382

DOI: https://doi.org/10.2478/v10007-009-0033-8

Mots cléskinolin, tiosemikarbazon, tiazolin, fenacil bromid, antimikrobno djelovanje, protuupalno djelovanje

This content is open access.

Mots clés
kinolin, tiosemikarbazon, tiazolin, fenacil bromid, antimikrobno djelovanje, protuupalno djelovanje