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Undescribed matrine-type alkaloids from Sophora alopecuroides with anti-inflammatory activity

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机构: [1]Department of Anesthesiology, The First Affiliated Hospital of Jinan University, Guangzhou, 510000, PR China [2]Institute of Traditional Chinese Medicine & Natural Products, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, PR China [3]State Key Laboratory of Bioactive Molecules and Druggability Assessment, and Guangdong Clinical Translational Center for Targeted Drug, Department of Pharmacology, School of Medicine, Jinan University, Guangzhou, 510632, PR China [4]Marine Biomedical Research Institution, Guangdong Medical University, Zhanjiang, 524023, PR China
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关键词: Sophora alopecuroides L Fabaceae Matrine-type alkaloids Sophaloseedlines I¡T Al(III) complex X-ray diffraction Anti-inflammatory

摘要:
A phytochemical investigation on the alkaloid fractions of Sophora alopecuroides L. led to the production of 11 undescribed matrine-type alkaloids, sophaloseedlines I-S (1-11), 12 known analogs (12-23), and an unexpected artificial matrine-derived Al(III) complex (24). The corresponding structures were elucidated by the interpretation of spectroscopic analyses, quantum chemical calculation, and six instances (1-4, 18, and 24), verified by X-ray crystallography. The biological activities screening demonstrated that none of the isolates exhibited cytotoxicity against four human cancer cell lines (HepG2, A549, THP-1, and MCF-7) and respiratory syncytial virus (RSV) at 50 μM, while moderate anti-inflammatory activity with IC50 value from 15.6 to 47.8 μM was observed. The key structure-activity relationships of those matrine-type alkaloids for anti-inflammatory effects have been summarized. In addition, the most potent 7-epi-sophoramine (19) and aluminum sophaloseedline T (24) could effectively inhibit the release of pro-inflammatory factors (TNF-α, IL-6, and IL-1β), as well as the expression of iNOS and COX-2 proteins.Copyright © 2023. Published by Elsevier Ltd.

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出版当年[2022]版:
大类 | 2 区 生物学
小类 | 2 区 植物科学 2 区 生化与分子生物学
最新[2025]版:
大类 | 2 区 生物学
小类 | 2 区 生化与分子生物学 2 区 植物科学
第一作者:
第一作者机构: [1]Department of Anesthesiology, The First Affiliated Hospital of Jinan University, Guangzhou, 510000, PR China [2]Institute of Traditional Chinese Medicine & Natural Products, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, PR China [3]State Key Laboratory of Bioactive Molecules and Druggability Assessment, and Guangdong Clinical Translational Center for Targeted Drug, Department of Pharmacology, School of Medicine, Jinan University, Guangzhou, 510632, PR China
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通讯机构: [2]Institute of Traditional Chinese Medicine & Natural Products, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, PR China [3]State Key Laboratory of Bioactive Molecules and Druggability Assessment, and Guangdong Clinical Translational Center for Targeted Drug, Department of Pharmacology, School of Medicine, Jinan University, Guangzhou, 510632, PR China [*1]Institute of Traditional Chinese Medicine & Natural Products, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, PR China.
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