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三唑连接的噻唑烷酮糖苷的合成与生物学评价

Synthesis and Biological Evaluation of Triazole linked Thiazolidenone Glycosides.

作者信息

Avula Srinivas, Madavarapu Santhosh, Malladi Sunitha, Pulluri Karthik, Kontham Srinivas, Vasumathi Reddy K

出版信息

Acta Chim Slov. 2016 Dec;63(4):827-836. doi: 10.17344/acsi.2016.2727.

DOI:10.17344/acsi.2016.2727
PMID:28004078
Abstract

In a one pot procedure a series of novel triazole linked thiazolidinone derivatives 8a-g and 9a-g was prepared by condensation of (3aR,5S,6R,6aR)-6-((1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2,2-dimethyltetrahydro[2,3-d] [1,3]dioxole-5-carbaldehyde 7 with mercapto acids and primary amines in the presence of ZnCl2 under both microwave irradiation and conventional heating conditions. Compound 7 was prepared from diacetone D-glucose with oxidation followed by reduction, click reaction, primary acetonide deprotection and with oxidative cleavage. Characterization of new compounds has been done by means of IR, NMR, MS and elemental analysis. The nematicidal and antibacterial activity of the compounds has also been evaluated.

摘要

在一锅法中,通过在微波辐射和常规加热条件下,使(3aR,5S,6R,6aR)-6-((1-(4-氯苯基)-1H-1,2,3-三唑-4-基)甲氧基)-2,2-二甲基四氢[2,3-d][1,3]二氧杂环戊烯-5-甲醛7与巯基酸和伯胺在ZnCl₂存在下缩合,制备了一系列新型的三唑连接的噻唑烷酮衍生物8a - g和9a - g。化合物7由双丙酮D-葡萄糖经氧化、还原、点击反应、一级缩酮脱保护和氧化裂解制备而成。通过红外光谱、核磁共振、质谱和元素分析对新化合物进行了表征。还评估了这些化合物的杀线虫和抗菌活性。

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