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Chemical Constituents from the Fermented Mycelia of the Medicinal Fungus Xylaria nigripes
Authors: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
Institution:1. Department of Natural Products Chemistry, School of Pharmacy, Fudan University, No. 826 Zhangheng Road, Shanghai 201203, P.?R. China (phone/fax: +86‐21‐51980172);2. Department of Pharmacology, School of Pharmacy, Fudan University, No.?826 Zhangheng Road, Shanghai 201203, P.?R. China;3. Department of Natural Products for Chemical Genetic Research, Key Laboratory of Brain Functional Genomics (Ministry of Education), East China Normal University, No. 3663 Zhongshan Road, Shanghai 200062, P.?R. China;4. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.?R. China
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‐pyrrolo2,1‐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.
Keywords:Xylaria nigripes  Pyrrole‐containing alkaloids  Steroids  Biological activity
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