[Stomachic principles in ginger. II. Pungent and anti-ulcer effects of low polar constituents isolated from ginger, the dried rhizoma of Zingiber officinale Roscoe cultivated in Taiwan. The absolute stereostructure of a new diarylheptanoid].

Abstract

By using the effects on HCl/ethanol-induced gastric lesions in rats, beta-sesquiphellandrene (2), beta-bisabolene (3), ar-curcumene (4) and 6-shogaol (5) were isolated as anti-ulcer active principles in ginger, the dried rhizoma of Zingiber officinale Roscoe (Shokyo in Japanese) which was cultivated in Taiwan, together with nine known compounds and a new diarylheptanoid. The absolute stereostructure of the diarylheptanoid was characterized as (3S,5S)-dihydroxy 1-(4'-hydroxy-3',5'-dimethoxyphenyl)-7-(4''-hydrox y-3''-methoxyphenyl)heptane (15) on the basis of chemical and spectroscopic evidence which included the application of the benzoate chirality method. The pungent effects of several constituents isolated from ginger were examined.

• Authors: J Yamahara, S Hatakeyama, K Taniguchi, M Kawamura, M Yoshikawa
• Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan (Yakugaku Zasshi) Vol. 112 Issue 9 Pg. 645-55 (Sep 1992) ISSN: 0031-6903 [Print] Japan
• PMID: 1469612 (Publication Type: Journal Article)

Chemical References

• Anisoles
• Anti-Ulcer Agents
• Diarylheptanoids
• Drugs, Chinese Herbal
• Monocyclic Sesquiterpenes
• Sesquiterpenes
• 3,5-dihydroxy-1-(4'-hydroxy-3',5'-dimethoxyphenyl)-7-(4''-hydroxy-3''-methoxyphenyl)heptane
• beta-bisabolene

Topics

• Animals
• Anisoles (analysis, pharmacology)
• Anti-Ulcer Agents
• Diarylheptanoids
• Drugs, Chinese Herbal (analysis, pharmacology)
• Molecular Conformation
• Monocyclic Sesquiterpenes
• Rats
• Sesquiterpenes (pharmacology)
• Taiwan