Synthesis and Biological Activities of Ethyl 2-(2-pyridylacetate) Derivatives Containing Thiourea, 1,2,4-triazole, Thiadiazole and Oxadiazole Moieties

Molecules

Marta Struga¹  Daniel Szulczyk¹  Michał Jóźwiak¹  Piotr Tomaszewski²  David Collu³  Filippo Iuliano⁴  Anna E. Kozioł⁵  Tadeusz Lis⁶ 

[1] Department of Biochemistry and Pharmacogenomics, Faculty of Pharmacy, Medical University of Warsaw, 02-097 Warsaw, Poland;Department of Biochemistry, Second Faculty of Medicine, Medical University of Warsaw, 02-097 Warsaw, Poland;Department of Life and Environmental Sciences, Section of Microbiology and Virology, University of Cagliari, 09042 Cittadella Universitaria Monserrato, Italy;Department of Molecular Medicine, Institute of Virology, Slovak Academy of Sciences, Dubravska cesta 9, 845 05 Bratislava, Slovak;Faculty of Chemistry, Maria Curie-Sklodowska University, 20-031 Lublin, Poland;Faculty of Chemistry, University of Wroclaw, 50-383 Wroclaw, Poland;

关键词: 1,2,4-triazole;    1,3,4-thiadiazole;    1,3,4-oxadiazole;    thiourea;    X-ray crystal structure analysis;    biological activity;   

DOI  :  10.3390/molecules22030409

来源: DOAJ

【 摘 要 】

Thirty six novel heterocyclic derivatives of ethyl 2-(2-pyridylacetate) were efficiently synthesized. The new compounds involve the linkage of a 2-pyridyl ring with thiosemicarbazide (compounds 1–7), 1,2,4-triazole (compounds 1a–7a), 1,3,4-thiadiazole (compounds 1b–7b), and 1,3,4-oxadiazole (compounds 1f–7f) moieties. The last group of compounds 1e–7e involves the connection of a 2-pyridyl ring with 1,2,4-triazole and thiourea. 1H-NMR, 13C-NMR and MS methods were used to confirm the structures of the obtained derivatives. The molecular structures of 3, 3b, 7a and 7f were further confirmed by X-ray crystallography. All obtained compounds were tested in vitro against a number of microorganisms, including Gram-positive cocci, Gram-negative rods and Candida albicans. In addition, the obtained compounds were tested for cytotoxicity and antiviral activity against HIV-1.

【 授权许可】

Unknown