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含硫脲、1,2,4-三唑、噻二唑和恶二唑基团的2-(2-吡啶基乙酸酯)乙酯衍生物的合成及生物活性

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

作者信息

Szulczyk Daniel, Tomaszewski Piotr, Jóźwiak Michał, Kozioł Anna E, Lis Tadeusz, Collu David, Iuliano Filippo, Struga Marta

机构信息

Department of Biochemistry and Pharmacogenomics, Faculty of Pharmacy, Medical University of Warsaw, 02-097 Warsaw, Poland.

Laboratory of Centre for Preclinical Research, Medical University of Warsaw, Banacha 1B, 02-097 Warsaw, Poland.

出版信息

Molecules. 2017 Mar 6;22(3):409. doi: 10.3390/molecules22030409.

Abstract

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 -), 1,2,4-triazole (compounds -), 1,3,4-thiadiazole (compounds -), and 1,3,4-oxadiazole (compounds -) moieties. The last group of compounds - involves the connection of a 2-pyridyl ring with 1,2,4-triazole and thiourea. ¹H-NMR, C-NMR and MS methods were used to confirm the structures of the obtained derivatives. The molecular structures of , , and 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 . In addition, the obtained compounds were tested for cytotoxicity and antiviral activity against HIV-1.

摘要

高效合成了36种新型的2-(2-吡啶基乙酸酯)乙酯杂环衍生物。这些新化合物包括2-吡啶环与硫代氨基脲(化合物-)、1,2,4-三唑(化合物-)、1,3,4-噻二唑(化合物-)和1,3,4-恶二唑(化合物-)部分的连接。最后一组化合物-涉及2-吡啶环与1,2,4-三唑和硫脲的连接。采用¹H-NMR、C-NMR和MS方法确认了所得衍生物的结构。通过X射线晶体学进一步确认了化合物、、和的分子结构。所有所得化合物均针对多种微生物进行了体外测试,包括革兰氏阳性球菌、革兰氏阴性杆菌和。此外,还对所得化合物进行了细胞毒性和抗HIV-1病毒活性测试。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7885/6155191/3b69bb75b937/molecules-22-00409-g001.jpg

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