Anti-inflammatory sesquiterpenoids from Chloranthus japonicus.

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Tác giả: Wei-Jiao Feng, Kun Gao, Yue Gu, Hong-Yu Hu, Pei-Zhi Huang, Ya Li, Qian Ma, Li-Mei Zhang

Ngôn ngữ: eng

Ký hiệu phân loại: 809.008 History and description with respect to kinds of persons

Thông tin xuất bản: England : Phytochemistry , 2025

Mô tả vật lý:

Bộ sưu tập: NCBI

ID: 64186

Ten undescribed sesquiterpenoids were isolated from Chloranthus japonicus Sieb., including (4R,5S,6R,8R,10R)-4-hydroxy-6-O-β-d-glucosyleudesman-7(11)-en-8,12-olide (1), (1R,4R,5R,8S,10R)-1,4-dihydroxy-15-(2-methylbutyryloxy)eudesman-7(11)-en-8,12-olide (2),(1R,4S,5R,8S,10R)-1,4-dihydroxy-15-(2-methylbutyryloxy)eudesman-7(11)-en-8,12-olide (3), (1R,3S,4R,5S,8S,9S,10S)-8,9-epoxy-15-hydroxylindenran-7(11)-en-8,12-olide (4), (1R,3S,4R,5S,8S,9S,10S)-8,9,15-trihydroxylindenran-7(11)-en-8,12-olide (5), (1R,3S,4R,5S,6R,8S,10S)-6-acetoxyl-4-hydroxy-15-O-β-d-glucosyllindenran-7(11)-en-8,12-olide (6), (1R,3S,4R,5S,6R,8S,10S)-15-hydroxy-4-O-β-d-glucosyllindenran-7(11),8(9)-dien-8,12-olide (7), japonilides A-C (8-10), along with 19 known compounds. Compounds 8-10 are rare 5,6-seco-germacrane-type sesquiterpenoids, and only one of this type sesquiterpenoid has been reported to be isolated from C. anhuiensis. 9-Ketocurzerene (27) was first reported from a natural source. The structures and absolute configurations of the compounds were elucidated through a combination of spectroscopic data interpretation, quantum-chemical calculation, DP4+ probability analysis, and single-crystal X-ray diffraction analysis. Compounds 8, 12, 16 and 22 exhibited significant inhibitory effects on NO production in lipopolysaccharide-stimulated RAW 264.7 macrophages, with IC
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