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 indigest...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.展开更多
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...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 revised.All 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 IC_(50)values of 20.33±2.31 and 22.80±1.31μmol·L^(-1),respectively.展开更多
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)。
文摘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.
基金supported by the National Natural Science Foundation of China(Nos.82104020 and 82130111)the High-level Innovative Research Institute of Department of Science and Technology of Guangdong Province(No.2021B0909050003)the High-level New R&D Institute of Department of Science and Technology of Guangdong Province(No.2019B090904008)。
文摘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 revised.All 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 IC_(50)values of 20.33±2.31 and 22.80±1.31μmol·L^(-1),respectively.