Isolation and cytotoxicity of flavonoids from Daphnis Genkwae Flos

Jer Huei Lin, Ya Tze Lin, Yuh Jan Huang, Kuo Ching Wen, Ruei Ming Chen, Tzuu Huei Ueng, Chun Heng Liao

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

For the purpose of quality analysis, we investigated polar constituents as marker substance for some traditional herbs. From Daphnis Genkwae Flos twelve flavonoids were isolated. They were identified as potassium apigenin 7-O-β-D-glucuronate (1), apigenin 7-O-β-D-glucuronide (2), apigenin 7-O-β-D- methylglucuronate (3), apigenin (4), genkwanin 5-O-β-D-primeveroside (5), genkwanin 5-O-β-D-glucoside (6), genkwanin (7), tiliroside (8), kaempferol (9), luteolin 5-O-β-D-glucoside (10), luteolin (11) and 7-O-methylluteolin (12). Among them, 2, 3, 5, 6, 9 and 10 were known compounds, but were for the first time isolated from this material. Compound 1 was isolated from nature for the first time. The structures of 1-12 were established on the basis of their physical properties and spectroscopic evidence. Treatments of human hepatoma HepG2 cells with 0.1 mM apigenin (4), luteolin (11), and 7-O-methylluteolin (12) for 48 hr caused 40% reduction on cell viability, whereas potassium apigenin 7-O-β-D-glucuronate (1), luteolin 5-O-β-D-glucoside (10), genkwanin (7), genkwanin 5-O-β-D-primeveroside (5), and tiliroside (8) caused little or no effects on the viability of HepG2 cell. These data suggest a rough structure - activity relationship of flavonoid cytotoxicity.

Original languageEnglish
Pages (from-to)6-11
Number of pages6
JournalJournal of Food and Drug Analysis
Volume9
Issue number1
Publication statusPublished - Mar 2001
Externally publishedYes

Fingerprint

Daphnis
Apigenin
apigenin
Flavonoids
cytotoxicity
flavonoids
luteolin
Luteolin
Glucuronic Acid
glucosides
Hep G2 Cells
Potassium
cell viability
potassium
Glucosides
Structure-Activity Relationship
kaempferol
structure-activity relationships
hepatoma
Hepatocellular Carcinoma

Keywords

  • Cytotoxicity
  • Daphne genkwa
  • Flavonoid
  • Flower
  • Thymelaeaceae

ASJC Scopus subject areas

  • Food Science
  • Pharmacology

Cite this

Lin, J. H., Lin, Y. T., Huang, Y. J., Wen, K. C., Chen, R. M., Ueng, T. H., & Liao, C. H. (2001). Isolation and cytotoxicity of flavonoids from Daphnis Genkwae Flos. Journal of Food and Drug Analysis, 9(1), 6-11.

Isolation and cytotoxicity of flavonoids from Daphnis Genkwae Flos. / Lin, Jer Huei; Lin, Ya Tze; Huang, Yuh Jan; Wen, Kuo Ching; Chen, Ruei Ming; Ueng, Tzuu Huei; Liao, Chun Heng.

In: Journal of Food and Drug Analysis, Vol. 9, No. 1, 03.2001, p. 6-11.

Research output: Contribution to journalArticle

Lin, JH, Lin, YT, Huang, YJ, Wen, KC, Chen, RM, Ueng, TH & Liao, CH 2001, 'Isolation and cytotoxicity of flavonoids from Daphnis Genkwae Flos', Journal of Food and Drug Analysis, vol. 9, no. 1, pp. 6-11.
Lin JH, Lin YT, Huang YJ, Wen KC, Chen RM, Ueng TH et al. Isolation and cytotoxicity of flavonoids from Daphnis Genkwae Flos. Journal of Food and Drug Analysis. 2001 Mar;9(1):6-11.
Lin, Jer Huei ; Lin, Ya Tze ; Huang, Yuh Jan ; Wen, Kuo Ching ; Chen, Ruei Ming ; Ueng, Tzuu Huei ; Liao, Chun Heng. / Isolation and cytotoxicity of flavonoids from Daphnis Genkwae Flos. In: Journal of Food and Drug Analysis. 2001 ; Vol. 9, No. 1. pp. 6-11.
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abstract = "For the purpose of quality analysis, we investigated polar constituents as marker substance for some traditional herbs. From Daphnis Genkwae Flos twelve flavonoids were isolated. They were identified as potassium apigenin 7-O-β-D-glucuronate (1), apigenin 7-O-β-D-glucuronide (2), apigenin 7-O-β-D- methylglucuronate (3), apigenin (4), genkwanin 5-O-β-D-primeveroside (5), genkwanin 5-O-β-D-glucoside (6), genkwanin (7), tiliroside (8), kaempferol (9), luteolin 5-O-β-D-glucoside (10), luteolin (11) and 7-O-methylluteolin (12). Among them, 2, 3, 5, 6, 9 and 10 were known compounds, but were for the first time isolated from this material. Compound 1 was isolated from nature for the first time. The structures of 1-12 were established on the basis of their physical properties and spectroscopic evidence. Treatments of human hepatoma HepG2 cells with 0.1 mM apigenin (4), luteolin (11), and 7-O-methylluteolin (12) for 48 hr caused 40{\%} reduction on cell viability, whereas potassium apigenin 7-O-β-D-glucuronate (1), luteolin 5-O-β-D-glucoside (10), genkwanin (7), genkwanin 5-O-β-D-primeveroside (5), and tiliroside (8) caused little or no effects on the viability of HepG2 cell. These data suggest a rough structure - activity relationship of flavonoid cytotoxicity.",
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