Anti-inflammatory and anti-tumor-promoting effects of cucurbitane glycosides from the roots of Bryonia dioica

Motohiko Ukiya; Toshihiro Akihisa; Ken Yasukawa; Harukuni Tokuda; Masakazu Toriumi; Kazuo Koike; Yumiko Kimura; Tamotsu Nikaido; Wataru Aoi; Hoyoku Nishino; Michio Takido

doi:10.1021/np010423u

Anti-inflammatory and anti-tumor-promoting effects of cucurbitane glycosides from the roots of Bryonia dioica

J Nat Prod. 2002 Feb;65(2):179-83. doi: 10.1021/np010423u.

Authors

Motohiko Ukiya¹, Toshihiro Akihisa, Ken Yasukawa, Harukuni Tokuda, Masakazu Toriumi, Kazuo Koike, Yumiko Kimura, Tamotsu Nikaido, Wataru Aoi, Hoyoku Nishino, Michio Takido

Affiliation

¹ College of Science and Technology, Nihon University, 1-8 Kanda Surugadai, Chiyoda-ku, Tokyo 101-8308, Japan.

PMID: 11858752
DOI: 10.1021/np010423u

Abstract

Seven new triterpene glycosides, bryoniosides A-G (1-7), have been isolated along with two known triterpene glycosides, cabenoside D (8) and bryoamaride (9), from a methanol extract of the roots of Bryoniadioica. The structures of 1-7 were determined on the basis of spectroscopic and chemical methods. Six compounds, 2, 3, 5, and 7-9, and 11 compounds, 1-9, bryodulcosigenin (10), and bryosigenin (11), respectively, were evaluated for their inhibitory effects on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 microg/ear) in mice and on Epstein-Barr virus early antigen (EBV-EA) activation induced by TPA. All compounds tested showed marked anti-inflammatory effects, with 50% inhibitory doses (ID(50)) of 0.2-0.6 mg per ear. In addition, all of the compounds tested except for compound 5 showed potent inhibitory effects on EBV-EA induction (100% inhibition at 1 x 10(3) mol ratio/TPA).

Publication types

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

MeSH terms

Animals
Anti-Inflammatory Agents, Non-Steroidal / chemistry
Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
Anti-Inflammatory Agents, Non-Steroidal / pharmacology
Antigens, Viral / analysis
Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification*
Antineoplastic Agents, Phytogenic / pharmacology
Bryonia / chemistry*
Chromatography, High Pressure Liquid
Ear
Female
Glycosides / chemistry
Glycosides / isolation & purification*
Glycosides / pharmacology
Herpesvirus 4, Human / drug effects
Herpesvirus 4, Human / immunology
Hydrolysis
Inhibitory Concentration 50
Japan
Mice
Mice, Inbred ICR
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Roots / chemistry
Plants, Medicinal / chemistry*
Tetradecanoylphorbol Acetate / toxicity
Triterpenes / chemistry
Triterpenes / isolation & purification*
Triterpenes / pharmacology

Substances

Anti-Inflammatory Agents, Non-Steroidal
Antigens, Viral
Antineoplastic Agents, Phytogenic
Epstein-Barr virus early antigen
Glycosides
Triterpenes
Tetradecanoylphorbol Acetate