New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity

Five new dibenzocyclooctadiene lignans, named kadsuindutains A–E (1–5), and three known ones schizanrin F (6), schizanrin O (7), and schisantherin J (8) were isolated from the stems of Kadsura induta . Their structures were determined by analyses of HR-ESI-MS, NMR, and ECD spectra. Compounds 1–5 con...

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Bibliographic Details
Published in:RSC advances 2022-09, Vol.12 (39), p.25433-25439
Main Authors: Tai, Bui Huu, Yen, Pham Hai, Hoang, Nguyen Huy, Thanh Huong, Phan Thi, Dung, Nguyen Viet, Van Thanh, Bui, Cuong, Nguyen The, Bang, Ngo Anh, Nhiem, Nguyen Xuan, Van Kiem, Phan
Format: Article
Language:English
Subjects:
Binding
Chemistry
Lignans
Molecular docking
NMR
Nuclear magnetic resonance
Proteins
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Summary:Five new dibenzocyclooctadiene lignans, named kadsuindutains A–E (1–5), and three known ones schizanrin F (6), schizanrin O (7), and schisantherin J (8) were isolated from the stems of Kadsura induta . Their structures were determined by analyses of HR-ESI-MS, NMR, and ECD spectra. Compounds 1–5 contain a 2′,4′-dioxygenated-2′,3′-dimethylbutyryl moiety which is rarely reported for dibenzocyclooctadiene lignans. Molecular docking predicted that compounds 1–8 displayed good binding affinity to the active site of iNOS and TNF-α proteins but unstable binding to the active site of COX-2 protein. Additionally, in vitro experiments showed that compounds 1–8 inhibited NO production in LPS-activated RAW264.7 cells with IC 50 values from 10.7 μM to 34.0 μM, compared to the positive control L-NMMA (IC 50 = 31.2 μM).
ISSN:2046-2069
2046-2069
DOI:10.1039/d2ra05052h