[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].
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.
Yamahara
J
J
Kyoto Pharmaceutical University, Japan.
Hatakeyama
S
S
Taniguchi
K
K
Kawamura
M
M
Yoshikawa
M
M
D000818:Animals; D000840:Anisoles / Q000032:analysis / Q000494:pharmacology*; D000897:Anti-Ulcer Agents; D036381:Diarylheptanoids; D004365:Drugs, Chinese Herbal / Q000032:analysis / Q000494:pharmacology*; D008968:Molecular Conformation; D000081222:Monocyclic Sesquiterpenes; D051381:Rats; D012717:Sesquiterpenes / Q000494:pharmacology; D013624:Taiwan
D000840:Anisoles; D000897:Anti-Ulcer Agents; D036381:Diarylheptanoids; D004365:Drugs, Chinese Herbal; D000081222:Monocyclic Sesquiterpenes; D012717:Sesquiterpenes; C078853:3,5-dihydroxy-1-(4'-hydroxy-3',5'-dimethoxyphenyl)-7-(4''-hydroxy-3''-methoxyphenyl)heptane; C531191:beta-bisabolene