title: Synthesis and Antifungal Screening of 2-{[1-(5-Alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones.
abstract: Two novel thiosemicarbazones and eight novel 2-{[1-(5-alkyl/arylalkylpyrazin-2-yl)ethylidene]hydrazono}-1,3-thiazolidin-4-ones were prepared and tested against a panel of eight fungal strains-Candida albicansATCC 44859,Candida tropicalis156,Candida kruseiE 28,Candida glabrata20/I,Trichosporon asahii1188,Aspergillus fumigatus231,Lichtheimia corymbifera272, andTrichophyton interdigitale445. 1,3-Thiazolidin-4-ones exhibited activity against all strains, the most potent derivative was 2-{[1-(5-butylpyrazin-2-yl)ethylidene]hydrazono}e-1,3-thiazolidin-4-one. Susceptibility ofC. glabratato the studied 1,3-thiazolidin-4-ones (minimum inhibitory concentrations (MICs) were in the range 0.57 to 2.78 mg/L) is of great interest as this opportunistic pathogen is poorly susceptible to azoles and becomes resistant to echinocandins. Antifungal potency of thiosemicarbazones was slightly lower than that of 1,3-thiazolidin-4-ones.
authors.affiliation: Department of Pharmaceutical Chemistry and Pharmaceutical Analysis, Faculty of Pharmacy in Hradec Kralove, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. opletalova@faf.cuni.cz.
authors.forename: Veronika
authors.initials: V
authors.lastname: Opletalova
authors.affiliation: GlaxoSmithKline, Hvezdova 1734/2c, 140 00 Prague, Czech Republic. jan.j.dolezel@gsk.com.
authors.forename: Jan
authors.initials: J
authors.lastname: Dolezel
authors.affiliation: Department of Inorganic and Organic Chemistry, Faculty of Pharmacy in Hradec Kralove, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. kunes@faf.cuni.cz.
authors.forename: Jiri
authors.initials: J
authors.lastname: Kunes
authors.affiliation: Department of Biological and Medical Sciences, Faculty of Pharmacy in Hradec Kralove, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. buchta@faf.cuni.cz.|Department of Clinical Microbiology, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic. buchta@faf.cuni.cz.
authors.forename: Vladimir
authors.initials: V
authors.lastname: Buchta
authors.affiliation: Department of Biological and Medical Sciences, Faculty of Pharmacy in Hradec Kralove, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. vejsova@faf.cuni.cz.|Department of Clinical Microbiology, University Hospital Hradec Kralove, Sokolska 581, 500 05 Hradec Kralove, Czech Republic. vejsova@faf.cuni.cz.
authors.forename: Marcela
authors.initials: M
authors.lastname: Vejsova
authors.affiliation: Department of Pharmaceutical Chemistry and Pharmaceutical Analysis, Faculty of Pharmacy in Hradec Kralove, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. kucerom@faf.cuni.cz.
authors.forename: Marta
authors.initials: M
authors.lastname: Kucerova-Chlupacova
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001230:Aspergillus / Q000187:drug effects; D002175:Candida / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009090:Mucorales / Q000187:drug effects; D045162:Thiazolidinediones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013882:Thiosemicarbazones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014249:Trichophyton / Q000187:drug effects
chemical_list: D000935:Antifungal Agents; D045162:Thiazolidinediones; D013882:Thiosemicarbazones
keywords: 1,3-thiazolidin-4-ones; Candida glabrata; acetylpyrazine; antifungal; thiosemicarbazones