Indoleacetic acid derivatives from the seeds of Ziziphus jujuba var. spinosa

Min Li; Yu Wang; Bun Tsoi; Xiao-jie Jin; Rong-Rong He; Xiao-jun Yao; Yi Dai; Hiroshi Kurihara; Xin-Sheng Yao

doi:10.1016/j.fitote.2014.09.001

Indoleacetic acid derivatives from the seeds of Ziziphus jujuba var. spinosa

Fitoterapia. 2014 Dec:99:48-55. doi: 10.1016/j.fitote.2014.09.001. Epub 2014 Sep 11.

Authors

Min Li¹, Yu Wang², Bun Tsoi¹, Xiao-jie Jin³, Rong-Rong He⁴, Xiao-jun Yao⁵, Yi Dai⁶, Hiroshi Kurihara⁴, Xin-Sheng Yao⁷

Affiliations

¹ Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, China.
² College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, China; Quality Assurance Center, North China Pharmaceutical Group Semisyntech Co., Ltd., Shijiazhuang 052165, China.
³ Department of Chemistry, Lanzhou University, Lanzhou 730000, China.
⁴ Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, China; Anti-stress and Health Research Center, College of Pharmacy, Jinan University, Guangzhou, China.
⁵ Department of Chemistry, Lanzhou University, Lanzhou 730000, China; State Key Laboratory of Quality Research in Chinese Medicine, Macau Institute for Applied Research in Medicine and Health, Macau University of Science and Technology, Taipa, Macau, China.
⁶ Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, China. Electronic address: daiyi1004@163.com.
⁷ Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, China; College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, China.

PMID: 25217860
DOI: 10.1016/j.fitote.2014.09.001

Abstract

A pair of diastereoisomers, the N-glycosylated derivatives of dioxindole-3-hydroxy-3-acetic acid 1-2, and their conjugates with flavonoids 3-8, was isolated from the seeds of Ziziphus jujuba var. spinosa. Their structures were elucidated by NMR spectroscopic analyses, and the absolute configurations were determined by circular dichroism method. Compounds 3-10 were evaluated for the antioxidant capacity, using the radical absorbance capacity (ORAC) assay.

Keywords: Antioxidant activity; Chemical ingredients; Flavone C-glycosides; Indoleacetic acid derivatives; Ziziphus jujuba.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antioxidants / chemistry
Flavonoids / chemistry
Indoleacetic Acids / chemistry*
Molecular Structure
Seeds / chemistry*
Ziziphus / chemistry*

Substances

Antioxidants
Flavonoids
Indoleacetic Acids