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 . Their structures were determined by analyses of HR-ESI-MS, NMR, and ECD spectra. Compounds 1-5 contain a 2',...
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| Published in: | RSC advances Vol. 12; no. 39; pp. 25433 - 25439 |
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| Main Authors: | , , , , , , , , , |
| Format: | Journal Article |
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Royal Society of Chemistry
05-09-2022
The Royal Society of Chemistry |
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| Abstract | 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
. 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,
experiments showed that compounds 1-8 inhibited NO production in LPS-activated RAW264.7 cells with IC
values from 10.7 μM to 34.0 μM, compared to the positive control L-NMMA (IC
= 31.2 μM). |
|---|---|
| AbstractList | 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).
Five new dibenzocyclooctadiene lignans isolated from the stems of
Kadsura induta
. Their anti-inflammatory activities were studied by molecular docking and inhibition of NO production in LPS activated-RAW264.7 cells. 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 . 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, experiments showed that compounds 1-8 inhibited NO production in LPS-activated RAW264.7 cells with IC values from 10.7 μM to 34.0 μM, compared to the positive control L-NMMA (IC = 31.2 μM). 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 IC50 values from 10.7 μM to 34.0 μM, compared to the positive control L-NMMA (IC50 = 31.2 μM).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 IC50 values from 10.7 μM to 34.0 μM, compared to the positive control L-NMMA (IC50 = 31.2 μM). 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). 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 IC50 values from 10.7 μM to 34.0 μM, compared to the positive control L-NMMA (IC50 = 31.2 μM). |
| Author | Cuong, Nguyen The Nhiem, Nguyen Xuan Dung, Nguyen Viet Van Thanh, Bui Bang, Ngo Anh Van Kiem, Phan Yen, Pham Hai Tai, Bui Huu Hoang, Nguyen Huy Thanh Huong, Phan Thi |
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| Snippet | 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... 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... |
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| Title | New dibenzocyclooctadiene lignans from Kadsura induta with their anti-inflammatory activity |
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