New phenolic glycosides from Curculigo orchioides and their xanthine oxidase inhibitory activities

Xinglong Chen; Aixue Zuo; Zhentao Deng; Xiaoyan Huang; Xuemei Zhang; Changan Geng; Tianze Li; Jijun Chen

doi:10.1016/j.fitote.2017.09.009

New phenolic glycosides from Curculigo orchioides and their xanthine oxidase inhibitory activities

Fitoterapia. 2017 Oct:122:144-149. doi: 10.1016/j.fitote.2017.09.009. Epub 2017 Sep 12.

Authors

Xinglong Chen¹, Aixue Zuo², Zhentao Deng¹, Xiaoyan Huang³, Xuemei Zhang³, Changan Geng³, Tianze Li³, Jijun Chen⁴

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China; University of Chinese Academy of Sciences, Beijing 100049, PR China.
² State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.
³ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, PR China.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, PR China. Electronic address: [email protected].

PMID: 28916257
DOI: 10.1016/j.fitote.2017.09.009

Abstract

Seven new phenolic glycosides including two heterocyclic phenolic derivatives orcinosides I-J (1-2) and five chlorophenolic glycosides curculigines J-N (3-7), together with nineteen known compounds were isolated from the rhizome of Curculigo orchioides. Based on extensive spectroscopic analyses (UV, IR, HRESIMS, 1D and 2D NMR), the structures of the new compounds were identified. Orcinoside I (1) and J (2) displayed xanthine oxidase inhibitory activities with IC₅₀ values 0.25 and 0.62mM respectively.

Keywords: Curculigo orchioides; Phenolic glycosides; Xanthine oxidase inhibitory activity.

MeSH terms

Curculigo / chemistry*
Enzyme Inhibitors / chemistry*
Enzyme Inhibitors / isolation & purification
Glycosides / chemistry*
Glycosides / isolation & purification
Molecular Structure
Phenols / chemistry*
Phenols / isolation & purification
Rhizome / chemistry
Uricosuric Agents / chemistry
Uricosuric Agents / isolation & purification
Xanthine Oxidase / antagonists & inhibitors*

Substances

Enzyme Inhibitors
Glycosides
Phenols
Uricosuric Agents
Xanthine Oxidase