title: Antifungal properties of new series of quinoline derivatives.
abstract: The series of quinoline derivatives were prepared. The synthetic approach, analytical, and spectroscopic data of all synthesized compounds are presented. All the prepared derivatives were analyzed using the reversed-phase high performance liquid chromatography (RP-HPLC) method for the lipophilicity measurement. In the present study, the correlation between RP-HPLC retention parameter log K (the logarithm of capacity factor K) and various calculated log P data is shown. The relationships between the lipophilicity and the chemical structure of the studied compounds are discussed as well. The prepared compounds were tested for their in vitro antifungal activity. 2-[(3-Hydroxyphenylimino)methyl]quinolin-8-ol (8), 2-[(4-hydroxyphenylimino)methyl]quinolin-8-ol (9) and 2-[(2,5-dichloro-4-nitrophenylamino)methoxymethyl]quinolin-8-ol (10) showed in vitro antifungal activity comparable to or higher than that of the standard fluconazole. Structure-activity relationships among the chemical structure, the physical properties, and the biological activities of the evaluated compounds are discussed in the article.
authors.affiliation: Institute of Chemistry, University of Silesia, Szkolna 9, 40007 Katowice, Poland.
authors.forename: Robert
authors.initials: R
authors.lastname: Musiol
authors.forename: Josef
authors.initials: J
authors.lastname: Jampilek
authors.forename: Vladimir
authors.initials: V
authors.lastname: Buchta
authors.forename: Luis
authors.initials: L
authors.lastname: Silva
authors.forename: Halina
authors.initials: H
authors.lastname: Niedbala
authors.forename: Barbara
authors.initials: B
authors.lastname: Podeszwa
authors.forename: Anna
authors.initials: A
authors.lastname: Palka
authors.forename: Katarzyna
authors.initials: K
authors.lastname: Majerz-Maniecka
authors.forename: Barbara
authors.initials: B
authors.lastname: Oleksyn
authors.forename: Jaroslaw
authors.initials: J
authors.lastname: Polanski
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D002175:Candida / Q000187:drug effects; D057927:Hydrophobic and Hydrophilic Interactions; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D011804:Quinolines / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D011804:Quinolines