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New cassane diterpenoids from the Seed Kernels of Caesalpinia cucullata, Exhibit Anti-inflammatory Effect in vitro by Inhibiting iNOS Enzymatic Activity

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Chinese Journal of Chemistry 2021年第6期39卷 1625-1634页

作者： Miao Wang Yi-Ren Yang Yan Yin Kai-Ru Song Li-Ping Long Xian-Zhe Li Bei Zhou Hui-Yuan Gao School of Traditional Chinese Moterio Medico Shenyang Pharmaceutical UniversityShenyangLiaoning 110016China Key Laboratory of Structure-Based Drug Design&Discovery of Ministry of Education Shenyang Pharmoceuticol UniversityShenyangLiaoning 110016China

Inflammation is a complex biological response to *** cassane diterpenoids from Caesalpinia genus exhibit significant anti-inflammation *** new cassane diterpenoids(1-8)along with seven known ones(9-15)were obtained from the seed kernels of Caesalpinia cucullata *** is the first report on chemical investigation of the seed kernels of ***,and the cassane diterpenes were found in this plant for the first *** structures were elucidated based on the extensive spectroscopic analyses,and the absolute configurations were identified by ECD calculation and X-ray *** compounds were evaluated for their anti-inflammation activity by inhibiting NO production in LPS-induced RAW 264.7 *** 1-2 and 9-11 exhibited effective inhibitory activity with inhibition rate more than 50%.The iNOS enzyme activity and molecular docking experiments were performed to explore the preliminary ***,a potential anti-inflammatory mechanism revealed that the bioactive cassane inhibited overproduction of NO by targeting key residues in the iNOS active cavity to reduce iNOS enzymatic activation.

关键词： Caesalpinia cucullata Roxb. cassane diterpenoids Structure elucidation Biological activity iNOS enzyme activity

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Preparation and pharmacokinetic studies on active cassane diterpenoids from Caesalpinia minax Hance

Preparation and pharmacokinetic studies on active cassane di...

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中国化学会第十二届全国天然有机化学学术会议

作者： Miao Wang Yue Jin Yan Shen Ting Liu Huiyuan Gao Zhaohua Wu Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education Shenyang Pharmaceutical University State Key Laboratory of Pharmaceutical Biotechnology Nanjing University Department of Pharmacology Mudanjiang Medical College

cassane diterpenoids,with a basic skeleton derived from a pimarane precursor through methyl migration from C-13 to C-14 in the biosynthetic pathway,are the main active constituents of medicinal plants belonging to Caesalpinia minax *** studies have found that cassane diterpenoids have various pharmacological activities,such as antimalarial,anticancer,anti-inflammatory and *** on the previous activity screening of the cassane diterpenoids obtained from Caesalpinia rninax Hance,8 active compounds were isolated and prepared,namely caesalmin E(1),ζ-caesalpin(2),caesalmin C(3),caesalmin D(4),caesalpinin M(5),caesalpinin M(6),7-acetoxybonducellpin C(7) and bonducellpin G(8).The treatment effect of compound 5 was studied on DSS-induced experimental acute colitis in mice and the results showed that 5 could attenuate DSS-induced experimental acute colitis and did not cause side *** addition,pharmacokinetic characteristics of compounds 1,7 and 8 were analyzed and *** this study,a sensitive,rapid and reliable ultra-high-performance liquid chromatography-Q Exactive hybrid quadrupole-orbitrap high-resolution accurate mass spectrometry(UHPLC-Q-Orbitrap HR-MS) was applied for the first time to identify some pharmacokinetic characters of compounds(1,7,8).The quantification was performed through a full scan of the positive ion mode with heated electrospray ionization(HESI) and the pharmacokinetic parameters of them were calculated using a noncompartmental method in ***,PreADMET software was used to predict the ADME properties of *** above would provide useful information for the structure modification and dosage design of cassane diterpenoids and help them develop into promising drugs.

关键词： Caesalpinia minax Hance cassane diterpenoids Pharmacokinetics UHPLC-Q-Orbitrap HR-MS

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