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异海松烷二萜糖苷,凋亡诱导剂,从子囊菌多形炭角菌的子实体中获得。

Isopimarane diterpene glycosides, apoptosis inducers, obtained from fruiting bodies of the ascomycete Xylaria polymorpha.

作者信息

Shiono Yoshihito, Motoki Sadayoshi, Koseki Takuya, Murayama Tetsuya, Tojima Masato, Kimura Ken-ichi

机构信息

Department of Bioresource Engineering, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan.

出版信息

Phytochemistry. 2009 May;70(7):935-9. doi: 10.1016/j.phytochem.2009.03.023. Epub 2009 May 19.

DOI:10.1016/j.phytochem.2009.03.023
PMID:19467682
Abstract

The methanol extract of fruiting bodies of the ascomycete Xylaria polymorpha afforded three isopimarane diterpene glycosides, namely, 16-alpha-D-mannopyranosyloxyisopimar-7-en-19-oic acid (1), 15-hydroxy-16-alpha-D-mannopyranosyloxyisopimar-7-en-19-oic acid (2), and 16-alpha-D-glucopyranosyloxyisopimar-7-en-19-oic acid (3). Their structures were determined by spectroscopic methods and by single-crystal X-ray analysis. They showed cytotoxicity against human cancer cell lines and exhibited IC50 values ranging from 71 to 607 microM. Further studies on the cytotoxicity of these compounds against HL60 cells demonstrated that they induced apoptosis along with typical DNA fragmentation. It was observed that 2 was less active than 1 and 3.

摘要

子囊菌多形炭角菌子实体的甲醇提取物得到了三种异海松烷二萜糖苷,即16-α-D-甘露吡喃糖氧基异海松-7-烯-19-酸(1)、15-羟基-16-α-D-甘露吡喃糖氧基异海松-7-烯-19-酸(2)和16-α-D-葡萄糖吡喃糖氧基异海松-7-烯-19-酸(3)。它们的结构通过光谱方法和单晶X射线分析确定。它们对人癌细胞系显示出细胞毒性,IC50值范围为71至607微摩尔。对这些化合物对HL60细胞的细胞毒性的进一步研究表明,它们诱导细胞凋亡并伴有典型的DNA片段化。观察到2的活性低于1和3。

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