通过乌基反应从氨基二萜分子中分离出具有细胞毒性的α-氨基乙酰胺和双-1,5-二取代四氮唑加合物

IF 3.2 4区 医学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY
Anna Smirnova, Elena Tretyakova, Oxana Kazakova
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引用次数: 0

摘要

为了寻找具有抗癌活性的二萜新分子,两种氨基衍生物(马来酰亚胺酸甲酯氨基亚胺和 1β、13-epoxydihydroquinopimarate C4-hydrazone)参与了 4 组分 Ugi 反应(Ugi-4CR)和假 7 组分叠氮-Ugi 缩合反应(叠氮-Ugi-7CR),生成了一系列含有 α-氨基乙酰胺和双-1,5-二取代四氮唑取代基的加合物。通过对 NCI-60 癌细胞面板的筛选,发现二萜型 Ugi 加合物 2、5 和 6 具有很强的抗增殖效力,GI50 在 1.2-15.4 μM 之间。与标准抗癌药物的高度正相关性表明,微管或孕酮和雄激素受体可能是合成化合物的靶点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
New Cytotoxic α-Aminoacylamide and bis-1,5-Disubstituted Tetrazole Adducts From Amino-Diterpene Molecules by Ugi Reaction

In search for new molecules of diterpene origin with promising anticancer activity, two amino-derivatives (methyl maleopimarate aminoimide and methyl 1β,13-epoxydihydroquinopimarate C4-hydrazone) were involved in the 4-component Ugi reaction (Ugi-4CR) and pseudo-7-component azido-Ugi condensation (azido-Ugi-7CR) to afford a series of adducts holding α-aminoacylamide and bis-1,5-disubstituted tetrazole substituents. The NCI-60 cancer cell panel screening revealed diterpene-type Ugi adducts 2, 5, and 6 with strong antiproliferative potency with GI50 in range of 1.2–15.4 μM. The high positive correlations with standard anticancer drugs suggest microtubules or progesterone and androgen receptors as possible targets of the synthesized compounds.

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来源期刊
Chemical Biology & Drug Design
Chemical Biology & Drug Design 医学-生化与分子生物学
CiteScore
5.10
自引率
3.30%
发文量
164
审稿时长
4.4 months
期刊介绍: Chemical Biology & Drug Design is a peer-reviewed scientific journal that is dedicated to the advancement of innovative science, technology and medicine with a focus on the multidisciplinary fields of chemical biology and drug design. It is the aim of Chemical Biology & Drug Design to capture significant research and drug discovery that highlights new concepts, insight and new findings within the scope of chemical biology and drug design.
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