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Synthesis and Cytotoxicity of A-Azepanodammaradiene
Chemistry of Natural Compounds ( IF 0.8 ) Pub Date : 2019-09-01 , DOI: 10.1007/s10600-019-02838-w
I. E. Smirnova , A. V. Petrova , O. B. Kazakova

Sequential transformations of dipterocarpol (oximation, first-order Beckmann rearrangement, dehydration, isomerization) synthesized the new dammarane-type triterpenoid A-azepanodammara-20(21),24(25)-diene. Its cytotoxicity was studied in vitro against 60 cell lines of 9 human tumor types. The cytotoxicity against all cancer cell types increased significantly as compared to native dipterocarpol if an azepane fragment was introduced into ring A (percent inhibition from 15.72% to 82.08%). Detailed cytotoxicity studies confirmed the activity against a broad spectrum of human tumor cell lines with a mean (MID) log LC50 of 5.57.

中文翻译:

A-Azepanodammaradiene的合成及细胞毒性

龙脑香酚的顺序转化(肟化、一阶贝克曼重排、脱水、异构化)合成了新的达玛烷型三萜类 A-氮杂丹玛拉-20(21),24(25)-二烯。在体外研究了其对 9 种人类肿瘤类型的 60 种细胞系的细胞毒性。如果将氮杂环庚烷片段引入环 A,则与天然龙脑香酚相比,对所有癌细胞类型的细胞毒性显着增加(抑制百分比从 15.72% 到 82.08%)。详细的细胞毒性研究证实了对广谱人类肿瘤细胞系的活性,平均 (MID) log LC50 为 5.57。
更新日期:2019-09-01
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