Stomachic principles in ginger. III. An anti-ulcer principle, 6-gingesulfonic acid, and three monoacyldigalactosylglycerols, gingerglycolipids A, B, and C, from Zingiberis Rhizoma originating in Taiwan.
An anti-ulcer constituent, 6-gingesulfonic acid, and three monoacyldigalactosylglycerols, gingerglycolipids A, B, and C, were isolated from Zingiberis Rhizoma, the dried rhizome of Zingiber officinale Roscoe which was cultivated in Taiwan, together with (+)-angelicoidenol-2-O-beta-D-glucopyranoside. Based on chemical reactions and physicochemical evidence, the structures of 6-gingesulfonic acid, gingerglycolipids A, B, and C have been determined. In addition, the absolute stereostructure of (+)-angelicoidenol-2-O-beta-D-glucopyranoside was clarified on the basis of its synthesis from d-borneol. 6-Ginesulfonic acid showed weaker pungency and more potent anti-ulcer activity than 6-gingerol and 6-shogaol.
Yoshikawa
M
M
Kyoto Pharmaceutical University, Japan.
Yamaguchi
S
S
Kunimi
K
K
Matsuda
H
H
Okuno
Y
Y
Yamahara
J
J
Murakami
N
N
D000818:Animals; D000897:Anti-Ulcer Agents / Q000302:isolation & purification* / Q000494:pharmacology; D038983:Galactolipids; D006017:Glycolipids / Q000302:isolation & purification* / Q000494:pharmacology; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats; D017208:Rats, Wistar; D013451:Sulfonic Acids / Q000302:isolation & purification* / Q000494:pharmacology*; D013649:Taste / Q000187:drug effects
D000897:Anti-Ulcer Agents; D038983:Galactolipids; D006017:Glycolipids; D013451:Sulfonic Acids; C077820:6-gingesulfonic acid; C089057:gingerglycolipid A; C089059:gingerglycolipid C; D006139:Guaiacol; C089058:gingerglycolipid B