Antidiabetogenic oligostilbenoids and 3-ethyl-4-phenyl-3,4-dihydroisocoumarins from the bark of Shorea roxburghii.
A methanol extract of the bark of Shorea roxburghii (Dipterocarpaceae) was found to inhibit plasma glucose elevation in sucrose-loaded mice. From the extract, three new 3-ethyl-4-phenyl-3,4-dihydroisocoumarins, 1'S-dihydrophayomphenol A(2) (1) and phayomphenols B(1) (2) and B(2) (3), were isolated together with 24 known compounds including 20 stilbenoids and oligostilbenoids. The structures of 1-3 were determined on the basis of their spectroscopic properties as well as of chemical evidences. Among the isolates, (-)-hopeaphenol (6), hemsleyanol D (8), (+)-α-viniferin (15), and (-)-balanocarpol (18) showed inhibitory activity against plasma glucose elevation in sucrose-loaded rats at doses of 100-200mg/kg, p.o. To clarify the mode of action of the antihyperglycemic property, effects of these oligostilbenoids on gastric emptying in mice, those on glucose uptake in isolated intestinal tissues as well as inhibitory activities against rat intestinal α-glucosidase and rat lens aldose reductase were examined.
Pharmaceutical Research and Technology Institute, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan.
Toshio
T
Morikawa
Saowanee
S
Chaipech
Hisashi
H
Matsuda
Makoto
M
Hamao
Yohei
Y
Umeda
Hiroki
H
Sato
Haruka
H
Tamura
Haruka
H
Kon'i
Kiyofumi
K
Ninomiya
Masayuki
M
Yoshikawa
Yutana
Y
Pongpiriyadacha
Takao
T
Hayakawa
Osamu
O
Muraoka
D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors / Q000378:metabolism; D000818:Animals; D050260:Carbohydrate Metabolism / Q000187:drug effects; D053958:Dipterocarpaceae / Q000737:chemistry*; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D049934:Isocoumarins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol / Q000737:chemistry; D051379:Mice; D008968:Molecular Conformation; D024301:Plant Bark / Q000737:chemistry; D051381:Rats; D013267:Stilbenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000520:alpha-Glucosidases / Q000378:metabolism
D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D049934:Isocoumarins; D013267:Stilbenes; D000449:Aldehyde Reductase; D000520:alpha-Glucosidases; D000432:Methanol