Acerogenin M, a cyclic diarylheptanoid, and other phenolic compounds from Acer nikoense and their anti-inflammatory and anti-tumor-promoting effects.

Abstract

A new cyclic diarylheptanoid, acerogenin M (1), has been isolated along with nine known diarylheptanoids, 2-10, and two known phenolic compounds, 11 and 12, from a MeOH extract of the stem bark of Acer nikoense MAXIM. (Aceraceae). The structure of 1 was determined on the basis of a spectroscopic method. Upon evaluation of the inhibitory effects on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation (1 microg/ear) in mice of nine of the compounds (2-6, 8, 10-12), six (2, 4-6, 8, 10) showed a marked anti-inflammatory effect with a 50% inhibitory dose (ID(50)) of 0.26-0.81 mg per ear. In addition, upon an evaluation against the Epstein-Barr virus early antigen (EBV-EA) activation induced by TPA for all of the compounds, all exhibited moderate inhibitory effects against EBV-EA induction (IC(50) values of 356-534 mol ratio/32 pmol TPA).

• Authors: Toshihiro Akihisa, Yosuke Taguchi, Ken Yasukawa, Harukuni Tokuda, Hiroyuki Akazawa, Takashi Suzuki, Yumiko Kimura
• Journal: Chemical & pharmaceutical bulletin (Chem Pharm Bull (Tokyo)) Vol. 54 Issue 5 Pg. 735-9 (May 2006) ISSN: 0009-2363 [Print] Japan
• PMID: 16651781 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Anti-Inflammatory Agents, Non-Steroidal
• Anticarcinogenic Agents
• Diarylheptanoids
• Phenols
• Plant Extracts
• acerogenin M
• Tetradecanoylphorbol Acetate

Topics

• Acer (chemistry)
• Animals
• Anti-Inflammatory Agents, Non-Steroidal (chemistry, pharmacology)
• Anticarcinogenic Agents (chemistry, pharmacology)
• Cell Line
• Diarylheptanoids (chemistry, pharmacology)
• Ear, External (pathology)
• Edema (chemically induced, prevention & control)
• Female
• Herpesvirus 4, Human (drug effects)
• Humans
• Japan
• Magnetic Resonance Spectroscopy
• Mice
• Mice, Inbred ICR
• Phenols (chemistry, pharmacology)
• Plant Bark (chemistry)
• Plant Extracts (chemistry, pharmacology)
• Plant Stems (chemistry)
• Spectrometry, Mass, Electrospray Ionization
• Tetradecanoylphorbol Acetate