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Bot Stud. 2015 Dec;56(1):8. doi: 10.1186/s40529-015-0088-4. Epub 2015 Apr 21.

Chemical characterization and antioxidative activity of four 3-hydroxyl-3-methylglutaroyl (HMG)-substituted flavonoid glycosides from Graptopetalum paraguayense E. Walther.

Botanical studies

Hsin-Yi Liu, Hsin-Yi Peng, Shih-Lan Hsu, Ting-Ting Jong, Su-Tze Chou

Affiliations

  1. Department of Chemistry, National Chung Hsing University, 250 Kuo-kuang Road, Taichung, 402, Taiwan.
  2. Department of Food and Nutrition, Providence University, 200, Sec. 7, Taiwan Boulevard, Taichung, 43301, Shalu Dist, Taiwan.
  3. Department of Education and Research, Taichung Veterans General Hospital, 1650, Sec. 4, Taiwan Boulevard, Taichung City, 40705, Taiwan.
  4. Department of Chemistry, National Chung Hsing University, 250 Kuo-kuang Road, Taichung, 402, Taiwan. [email protected].
  5. Department of Food and Nutrition, Providence University, 200, Sec. 7, Taiwan Boulevard, Taichung, 43301, Shalu Dist, Taiwan. [email protected].

PMID: 28510817 PMCID: PMC5430333 DOI: 10.1186/s40529-015-0088-4

Abstract

BACKGROUND: Graptopetalum paraguayense E. Walther is a popular traditional Chinese herb and possesses several health benefits. In earlier studies, we demonstrated that G. paraguayense showed no genotoxicity and showed several biological activities. However, the constituents of G. paraguayense have not been studied yet. In this present study, we isolated and identified the constituents of the leaves of G. paraguayense E. Walther.

RESULTS: A total of seven flavonoid compounds were isolated from the methanolic extract of G. paraguayense. The four major compounds isolated were flavonoid glucoside derivatives of quercetin (1, 3) and kampferol (2, 4), each presenting a 3-hydroxyl-3-methylglutaroyl (HMG) substituent; compounds 3 and 4-the 2´´-acetyl derivatives of 1 and 2, respectively-are novel compounds isolated from nature for the first time. High-performance liquid chromatography for the quantitative analyses of the four major HMG-substituted flavonoid glycosides in G. paraguayense E. Walther were accomplished to acquire the high yields of 1-4 in the methanolic extract (4.8, 5.7, 4.3, and 2.5 mg/g, respectively). Furthermore, the antioxidant activities, including radical-scavenging, reducing power and lipid peroxidation inhibitory effects of these isolated flavonoids were also evaluated. All seven of the isolated flavonoid compounds possessed antioxdative activity.

CONCLUSIONS: In this study of the constituents of the leaves of G. paraguayense E. Walther, we isolated four major components from its methanolic extract and determined their structures to be (acetylated) HMG-substituted flavonol glycosides, which are rare in nature. All seven of the isolated compounds possessed antioxdative activity, and those flavonoid compounds may be responsible for the functional ingredients in G. paraguayense. Further investigation of their bioactivities or pharmacological activities will be continued.

Keywords: 3-hydroxyl-3-methylglutaroyl (HMG); Antioxidative activity; Flavonoid glycoside; Graptopetalum paraguayense

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