Asponchimides A−E: new enantiomeric N-acetyldopamine trimers from Aspongopus chinensis  

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作  者:NIE Jinchun MEI Fang ZHENG Yueyuan WEN Qiuyi LI Zhenwei ZHANG Daidi LI Wei GUO Dean 

机构地区:[1]School of Pharmaceutical Sciences,Southern Medical University,Guangzhou 510515,China [2]Zhongshan Institute for Drug Discovery,Shanghai Institute of Materia Medica,Chinese Academy of Sciences,Zhongshan 528400,China

出  处:《Chinese Journal of Natural Medicines》2023年第11期859-867,共9页中国天然药物(英文版)

基  金:supported by the Key Program of National Natural Science Foundation of China(NO.82130111);High-level Innovative Research Institute of Department of Science and Technology of Guangdong Province(No.2021B0909050003);High-level New R&D Institute of Department of Science and Technology of Guangdong Province(No.2019B090904008)。

摘  要:Five new racemic N-acetyldopamine (NADA) trimers, asponchimides A−E ( 1 − 5 ), were isolated from Aspongopus chinensis, a prominent traditional Chinese medicinal insect employed for alleviating pain, treating indigestion, and addressing kidney ailments. Compounds 1 − 5 were successfully resolved by chiral high-performance liquid chromatography (HPLC), yielding five pairs of enantiomers: (+)- and (−)-asponchimides A−E ( 1a / 1b − 5a / 5b ). Their structural identities were discerned by extensive spectroscopic analyses, including high-resolution mass spectrometry (HRMS), ultraviolet-visible (UV-Vis) spectroscopy, infrared (IR) spectroscopy, and nuclear magnetic resonance (NMR), and their absolute configurations were determined by electronic circular dichroism (ECD) calculations. Compounds 1 − 5 are pioneering instances of NADA trimers featuring a Δ7 double bond. When subjected to a series of bioassays, a majority of the compounds exhibited weak inhibitory activity against nitric oxide (NO) production in LPS-induced RAW 264.7 cells.

关 键 词:Aspongopus chinensis N-acetyldopamine trimer ECD calculations NO inhibitory activity 

分 类 号:R284[医药卫生—中药学]

 

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