title: Synthesis, antifungal and cytotoxic activities of 2-aryl-3-((piperidin-1-yl)ethyl)thiazolidinones.
abstract: A series of sixteen novel thiazolidinone derivatives were synthesized from the efficient one-pot reaction of 2-(piperidin-1-yl)ethylamine, arenealdehydes and mercaptoacetic acid in good yields. Identification and characterization of products were achieved by NMR and GC-MS techniques. The in vitro antifungal activities of all synthesized compounds were evaluated against seven fungi: Candida albicans, Candida parapsilosis, Candida guilliermondii, Cryptococcus laurentii, Geotrichum sp, Trichosporon asahii and Rhodotorula sp. The results are expressed as the Minimum Inhibitory Concentration (MIC) and Minimum Fungicidal Concentration (MFC) and the best results were found against the Rhodotorula sp yeast. Two thiazolidinones (4h and 4l), MIC and MFC (16.5 μg/mL) proved to be 1.6 times more active than fluconazole and four of them (4b, 4e, 4g and 4k (MIC and MFC 25 μg/mL)) showed similar activity of standard drug to Rhodotorula sp. In addition, the cytotoxicity of thiazolidinones 4a-p was evaluated on cultured Vero cells and most of them displayed low toxicity (above 98 μg/mL). These preliminary and important results could be considered a starting point for the development of new antifungal agents.
authors: Laboratório de Química Aplicada à Bioativos (LaQuiABio), Universidade Federal de Pelotas, Centro de Ciências Químicas, Farmacêuticas e de Alimentos - CCQFA, Campus Universitário s/nº, Pelotas 96010-900, RS, Brazil.
authors: Alice
authors: A
authors: Kunzler
authors: Patrícia D
authors: PD
authors: Neuenfeldt
authors: Adriana M
authors: AM
authors: das Neves
authors: Claudio M P
authors: CM
authors: Pereira
authors: Gabriela H
authors: GH
authors: Marques
authors: Patrícia S
authors: PS
authors: Nascente
authors: Maureen H V
authors: MH
authors: Fernandes
authors: Silvia O
authors: SO
authors: Hübner
authors: Wilson
authors: W
authors: Cunico
mesh_terms: D000818:Animals; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D002522:Chlorocebus aethiops; D004305:Dose-Response Relationship, Drug; D005658:Fungi / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D053778:Thiazolidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D014709:Vero Cells
chemical_list: D000935:Antifungal Agents; D010880:Piperidines; D053778:Thiazolidines