Termipaniculatones A-F, chalcone-flavonone heterodimers from Terminthia paniculata, and their protective effects on hyperuricemia and acute gouty arthritis
Yang, Tong-Hua1,2; Yan, De-Xiu1,2; Huang, Xiao-Yan1,2; Hou, Bo1,2,4; Ma, Yun-Bao1,2; Peng, Hua3; Zhang, Xue-Mei1,2; Chen, Ji-Jun1,2,4; Geng, Chang-An1,2
通讯作者Geng, Chang-An(gengchangan@mail.kib.ac.cn)
2019-08-01
发表期刊PHYTOCHEMISTRY
ISSN0031-9422
卷号164页码:228-235
摘要Terminthia paniculata (Sanyeqi) is widely used for treating inflammation and rheumatic arthritis in the folk areas of Yunnan province, China. Its total extract was first revealed with xanthine oxidase (XO) inhibitory activity in vitro and anti-hyperuricemic effect in vivo. Bioassay-guided separation on Fr. A5 yielded six chalcone-flavonone heterodimers, termipaniculatones A-F. Their structures were elucidated based on extensive spectroscopic analyses involving HRESIMS, 1D and 2D NMR, UV, IR and [alpha](D), and the absolute configuration of termipaniculatone F was verified by ECD calculation. Termipaniculatones A and E showed obvious XO inhibitory activity with IC50 values of 55.6 and 89.5 mu M, respectively, which took effects via a mix-type mode. A molecular modeling study revealed that termipaniculatone A was well located into the active site of XO by interacting with G1u802, Arg880, Thr1010 and Val1011 residues. Termipaniculatone A showed anti-hyperuricemic effects by decreasing serum uric acid levels and inhibiting XO activity in both serum and liver on potassium oxonate (PO)-induced hyperuricemia mice, and anti-inflammatory activity through alleviating paw swelling on monosodium urate (MSU)-induced mice, at the concentration of 20 mg/kg. This is the first time to reveal the anti-hyperuricemic and anti-acute gouty arthritis potency of T. paniculata and the characteristic biflavonoids as active constituents, which provides valuable information for searching new XO inhibitors from natural sources.
关键词Terminthia paniculata (Wall. ex G. Don) CY Wu & TL Ming Anacardiaceae Termipaniculatones A-F Chalcone-flavonone heterodimers Xanthine oxidase inhibitors Anti-gout potency
DOI10.1016/j.phytochem.2019.05.019
收录类别SCI
语种英语
WOS记录号WOS:000475996800026
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/68257
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Geng, Chang-An
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, 132 Lanhei Rd, Kunming 650201, Yunnan, Peoples R China
2.Yunnan Key Lab Nat Med Chem, Kunming 650201, Yunnan, Peoples R China
3.Chinese Acad Sci, Kunming Inst Bot, Key Lab Plant Divers & Biogeog East Asia, Kunming 650201, Yunnan, Peoples R China
4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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Yang, Tong-Hua,Yan, De-Xiu,Huang, Xiao-Yan,et al. Termipaniculatones A-F, chalcone-flavonone heterodimers from Terminthia paniculata, and their protective effects on hyperuricemia and acute gouty arthritis[J]. PHYTOCHEMISTRY,2019,164:228-235.
APA Yang, Tong-Hua.,Yan, De-Xiu.,Huang, Xiao-Yan.,Hou, Bo.,Ma, Yun-Bao.,...&Geng, Chang-An.(2019).Termipaniculatones A-F, chalcone-flavonone heterodimers from Terminthia paniculata, and their protective effects on hyperuricemia and acute gouty arthritis.PHYTOCHEMISTRY,164,228-235.
MLA Yang, Tong-Hua,et al."Termipaniculatones A-F, chalcone-flavonone heterodimers from Terminthia paniculata, and their protective effects on hyperuricemia and acute gouty arthritis".PHYTOCHEMISTRY 164(2019):228-235.
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