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一种来自云南梧桐茎皮的新型细胞毒性喹诺酮生物碱和一种五环甾苷:抗增殖和诱导细胞凋亡活性研究。

A new cytotoxic quinolone alkaloid and a pentacyclic steroidal glycoside from the stem bark of Crataeva nurvala: study of anti-proliferative and apoptosis inducing property.

机构信息

Amity Institute of Biotechnology, Amity University, Sector 125, Noida 201303, UP, India.

出版信息

Eur J Med Chem. 2013 Feb;60:490-6. doi: 10.1016/j.ejmech.2012.12.017. Epub 2012 Dec 17.

Abstract

Chemical investigation of stem bark of Crataeva nurvala afforded 5,7-dimethoxy-3-phenyl-1-ethyl-1,4-dihydro-4-quinolone and a steroidal glycoside with unprecedented pentacyclic ring system named crataemine (1a) and crataenoside (2) respectively. The structures of the compounds were determined by spectroscopic analysis. A series of compounds with modification at position 1 of 1a (1a-1c) were prepared. All compounds were screened for cytotoxic activity against HeLa, PC-3 and MCF-7 cells. Only 1a and 2 showed potency against all three cells. Mechanism based study for activity of the compounds demonstrated that it could block the migration of more aggressive HeLa and PC-3 cells and prevent their colony formation ability as well. The compounds potentiated apoptosis in HeLa and PC-3 cells in a significant manner.

摘要

对 Crataeva nurvala 的茎皮进行化学研究,得到了 5,7-二甲氧基-3-苯基-1-乙基-1,4-二氢-4-喹啉酮和一种甾体糖苷,分别命名为 crataemine (1a) 和 crataenoside (2)。通过光谱分析确定了化合物的结构。还制备了一系列在 1a 的 1 位修饰的化合物 (1a-1c)。所有化合物均针对 HeLa、PC-3 和 MCF-7 细胞进行了细胞毒性筛选。只有 1a 和 2 对所有三种细胞均具有活性。基于机制的研究表明,化合物可以阻止侵袭性更强的 HeLa 和 PC-3 细胞的迁移,并防止它们的集落形成能力。该化合物能显著促进 HeLa 和 PC-3 细胞的凋亡。

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