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Highly oxygenated clerodane furanoditerpenoids from the leaves and twigs of Croton yunnanensis

Chinese Journal of Natural Medicines 2024年第10期22卷 945-954页

作者： WANG Didi MEI Fang NIE Jinchun LI Zhenwei ZHANG Daidi GUO Dean LI Wei School of Pharmacy Guizhou Medical University Zhongshan Institute for Drug Discovery Shanghai Institute of Materia Medica Chinese Academy of Sciences

The phytochemical investigation of the leaves and twigs of Croton yunnanensis resulted in the isolation of eight new clerodane furanoditerpenoids, named croyunfuranoids A-H（1-8）, along with three known analogs（9-11）. The structures of these compounds were elucidated using spectroscopic analyses, and their absolute configurations were determined through a combination of electronic circular dichroism（ECD） calculations and single-crystal X-ray diffraction. Notably, Croyunfuranoid D（4） is identified as a rare 18,19-dinor-clerodane diterpenoid. Additionally, the structure of a previously reported diterpenoid, crotonyunnan B, was *** isolated compounds were evaluated for their inhibitory activities on nitric oxide（NO） production in LPS-induced RAW 264.7 macrophages. Among them, compounds 5 and 6 demonstrated significant inhibitory effects, with IC50values of 20.33 ± 2.31 and 22.80 ±1.31 μmol·L-1, respectively.

关键词： Clerodane furanoditerpenoid Croton yunnanensis Euphorbiaceae no inhibitory activity

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

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Chinese Journal of Natural Medicines 2023年第11期21卷 859-867页

作者： NIE Jinchun MEI Fang ZHENG Yueyuan WEN Qiuyi LI Zhenwei ZHANG Daidi LI Wei GUO Dean School of Pharmaceutical Sciences Southern Medical UniversityGuangzhou 510515China Zhongshan Institute for Drug Discovery Shanghai Institute of Materia MedicaChinese Academy of SciencesZhongshan 528400China

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

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