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新型((呋喃-2-基)-1,3,4-噻二唑基)-1,3,4-恶二唑无环糖衍生物的合成及其抗癌活性

Synthesis and Anticancer Activity of New ((Furan-2-yl)-1,3,4-thiadiazolyl)-1,3,4-oxadiazole Acyclic Sugar Derivatives.

作者信息

Kassem Asmaa F, Nassar Ibrahim F, Abdel-Aal Mohammed T, Awad Hanem M, El-Sayed Wael A

机构信息

Chemistry of Natural and Microbial Products Department, National Research Centre.

Faculty of Specific Education, Ain Shams University (ASU).

出版信息

Chem Pharm Bull (Tokyo). 2019;67(8):888-895. doi: 10.1248/cpb.c19-00280.

Abstract

New sugar hydrazones incorporating furan and/or 1,3,4-thiadiazole ring systems were synthesized by reaction of the corresponding hydrazide with different aldose sugars. Heterocyclization of the formed hydrazones afforded the derived acyclic nucleoside analogues possessing the 1,3,4-oxadiazoline as modified nucleobase via acetylation followed by the heterocyclization process. The anticancer activity of the synthesized compounds was studied against human liver carcinoma cell (HepG-2) and at human normal retina pigmented epithelium cells (RPE-1). High activities were revealed by compounds 3, 12 and 14 with IC values near to that of the reference drug doxorubicin.

摘要

通过相应的酰肼与不同的醛糖反应,合成了含有呋喃和/或1,3,4 - 噻二唑环系统的新型糖腙。所形成的腙经乙酰化后进行杂环化反应,得到了以1,3,4 - 恶二唑啉作为修饰碱基的衍生无环核苷类似物。研究了合成化合物对人肝癌细胞(HepG - 2)和人正常视网膜色素上皮细胞(RPE - 1)的抗癌活性。化合物3、12和14显示出高活性,其IC值接近参考药物阿霉素。

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