Chemical Constituents from the Fermented Mycelia of the Medicinal Fungus Xylaria nigripes

July 28, 2017

Title

Chemical Constituents from the Fermented Mycelia of the Medicinal Fungus Xylaria nigripes

Author

Juan Xiong, Ya Huang, Xi-Ying Wu, Xin-Hua Liu, Hui Fan, Wei Wang, Yun Zhao, Guo-Xun Yang, Hai-Yan Zhang, Jin-Feng Hu

Year

2016

Journal

Helvetica Chimica Acta

Abstract

Nineteen compounds mainly including pyrrole-containing alkaloids and phytosterols were isolated from the EtOH extract of the fermented mycelia of Xylaria nigripes, a precious medicinal fungus known as Wuling Shen in Chinese. On the basis of spectroscopic methods, the structures of the new naturally occurring compounds were determined to be (4S)-3,4-dihydro-4-(4-hydroxybenzyl)-3-oxo-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbaldehyde (1), methyl (2S)-2-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl]-3-(4-hydroxyphenyl)propanoate (2), and 3-{4-[(2R)-(2,3-dihydroxy-3-methylbutoxy]phenyl}-7-hydroxy-4H-chromen-4-one (3), respectively. The absolute configurations of 1 and 2 were deduced by the observed Cotton effects in their circular dichroism (CD) spectra, whereas that of the 1,2-diol moiety in 3 was determined using the Snatzke's method. Their biological activities such as neuroprotective, anti-neuroinflammatory, and cytotoxic properties were also reported.

Instrument

J-810

Keywords

Circular dichroism, Absolute configuration