Anti-inflammatory flavonoid derivatives from the heartwood of Dalbergia odorifera T. Chen

Two pairs of flavonoid enantiomers (1a/1b and 2a/2b) together with three known analogues (3-5) were isolated from the heartwood of Dalbergia odorifera T. Chen. Their structures were elucidated by extensive spectroscopic analysis (1 D and 2 D NMR, UV, IR, and HRMS) and experimental and calculated ECD...

Full description

Saved in:
Bibliographic Details
Published in:Natural product research 2023-03, Vol.37 (6), p.928-935
Main Authors: Zan, Ni-li, Lu, Zi-Han, Wang, Xin-Yu, Wang, Rong-Ye, Liang, Nai-Yun, Huo, Hui-Xia, Zhao, Yun-Fang, Song, Yue-Lin, Tu, Peng-Fei, Zheng, Jiao, Li, Jun
Format: Article
Language:English
Subjects:
Animals
anti-inflammation
Anti-Inflammatory Agents - chemistry
Anti-Inflammatory Agents - pharmacology
Dalbergia - chemistry
Dalbergia odorifera
Dalbergia odorifera T. Chen
Enantiomers
flavonoid derivative
Flavonoids
Flavonoids - chemistry
Flavonoids - pharmacology
GIAO NMR calculation
Inflammation
Lipopolysaccharides
Mice
Nitric oxide
NMR
Nuclear magnetic resonance
Plant Extracts - chemistry
RAW 264.7 Cells
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Two pairs of flavonoid enantiomers (1a/1b and 2a/2b) together with three known analogues (3-5) were isolated from the heartwood of Dalbergia odorifera T. Chen. Their structures were elucidated by extensive spectroscopic analysis (1 D and 2 D NMR, UV, IR, and HRMS) and experimental and calculated ECD data. Compound 2 features an unusual 2-methyl-3(2H)-furanone moiety forming the C-ring of flavonoid, and its putative biosynthetic pathway is also proposed. Compounds 3‒5 exhibited significant inhibition of nitric oxide production in lipopolysaccharide-stimulated RAW264.7 cells with IC 50 values of 14.7 ± 0.3 μM, 40.2 ± 1.1 μM, and 3.2 ± 0.1 μM, respectively.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2022.2098494