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Anti-inflammatory lanostane triterpenoids with rearranged spirobi[indene] scaffold and their biogenetically related analogues from Euphorbia maculata

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单位： [1]Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. [2]State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin, 541004, People's Republic of China. [3]Department of Thoracic Surgery, Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

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关键词： Euphorbiaceae Euphorbia maculata Triterpenoid Lanostane Anti-inflammatory

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Phytochemical investigations on the ethanol extract of the whole plant of Euphorbia maculata Linn. Resulted in the identification of 16 lanostane-related triterpenoids, including 11 undescribed ones, namely spiromaculatols A-C (1-3) and euphomaculatoids A-H (4-11). The structural determinations of the previously undescribed ones (1-11) were elucidated based on the interpretation of comprehensive spectroscopic data, quantum chemical calculation, as well as X-ray crystallographic experiments. Spiromaculatols A-C (1-3) possess a rare spirobi [indane] skeleton, which was biosynthetically derived from the 7 (8 → 9)-abeo bond migration of lanostane precursors. The biological activity of compounds 1-3, 5, 7, and 12-13 displayed inhibitory effect on the release of NO in an LPS-activated RAW264.7 cells model. Molecular mechanism study indicated that the most potent spiromaculatol C (3) can reduce the nuclear translocation of NF-κB p65 and decrease the transcriptional expressions of its downstream pro-inflammatory mediators.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

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出版当年[2021]版：

Q1 PLANT SCIENCES Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

最新[2023]版：

Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Q2 PLANT SCIENCES

影响因子： 3.2 最新[2023版] 3.4 最新五年平均 4.004 出版当年[2021版] 4.129 出版当年五年平均 4.072 出版前一年[2020版] 3.8 出版后一年[2022版]

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第一作者单位： [1]Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

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Anti-inflammatory lanostane triterpenoids with rearranged spirobi[indene] scaffold and their biogenetically related analogues from Euphorbia maculata

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