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Xyloneside A: A New Glycosylated Incisterol Derivative from Xylaria sp. FB
Author(s) -
Lee Seoung Rak,
Kreuzenbeck Nina B.,
Jang Mina,
Oh Taehoon,
Ko SungKyun,
Ahn Jong Seog,
Beemelmanns Christine,
Kim Ki Hyun
Publication year - 2020
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.202000065
Subject(s) - derivative (finance) , circular dichroism , stereochemistry , chemistry , electrospray ionization , moiety , mass spectrometry , two dimensional nuclear magnetic resonance spectroscopy , cytotoxicity , nuclear magnetic resonance spectroscopy , biochemistry , chromatography , in vitro , financial economics , economics
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.