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木糖甙A:一种从炭角菌属FB中分离得到的新型糖基化肉豆蔻甾醇衍生物

Xyloneside A: A New Glycosylated Incisterol Derivative from Xylaria sp. FB.

作者信息

Lee Seoung Rak, Kreuzenbeck Nina B, Jang Mina, Oh Taehoon, Ko Sung-Kyun, Ahn Jong Seog, Beemelmanns Christine, Kim Ki Hyun

机构信息

School of Pharmacy, Sungkyunkwan University, Suwon, 16419 (Republic of, Korea.

Leibniz Institute for Natural Product Research and Infection Biology e.V, Hans-Knöll-Institute (HKI), Beutenbergstrasse 11a, 07745, Jena, Germany.

出版信息

Chembiochem. 2020 Aug 17;21(16):2253-2258. doi: 10.1002/cbic.202000065. Epub 2020 May 5.

Abstract

Xylaria species are prolific natural product producers. Here, we report the characterization of a new glycosylated incisterol derivative, called xyloneside A (1) and two known lignans (2 and 3) from the ascomycetous Xylaria sp. FB. The structure of xyloneside A (1) was determined by 1D and 2D NMR spectroscopy, high-resolution electrospray ionization mass spectrometry and electronic circular dichroism measurements. Xyloneside A is composed of a 1,2,3,4,5,10,19-heptanorergosterane skeleton and a β-D-mannopyranose moiety. This is the first report of an incisterol derivative from an Ascomycete. The biological effects of the isolated metabolites on cytotoxicity, autophagy, cell-migration, and angiogenesis were evaluated.

摘要

炭角菌属物种是丰富的天然产物生产者。在此,我们报道了一种新的糖基化麦角甾醇衍生物——木糖甙A(1)以及来自子囊菌炭角菌属FB的两种已知木脂素(2和3)的表征。木糖甙A(1)的结构通过一维和二维核磁共振光谱、高分辨率电喷雾电离质谱以及电子圆二色性测量得以确定。木糖甙A由一个1,2,3,4,5,10,19 - 庚降麦角甾烷骨架和一个β - D - 甘露吡喃糖部分组成。这是首次从子囊菌中报道麦角甾醇衍生物。评估了分离出的代谢产物对细胞毒性、自噬、细胞迁移和血管生成的生物学效应。

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