Bioactive constituents of Chinese natural medicines. IV. Rhodiolae radix. (2).: On the histamine release inhibitors from the underground part of Rhodiola sacra (Prain ex Hamet) S. H. Fu (Crassulaceae): chemical structures of rhodiocyanoside D and sacranosides A and B.
The methanolic extract of the underground part of Rhodiola sacra (PRAIN ex HAMET) S. H. Fu was found to show inhibitory activity on the histamine release from rat peritoneal exudate cells induced by an antigen-antibody reaction. From the methanolic extract with the inhibitory activity on histamine release, a new cyanoglycoside called rhodiocyanoside D and two new monoterpene glycosides called sacranosides A and B were isolated, together with eight known compounds, rhodiocyanoside A, heterodendrin, lotaustralin, rhodioloside, 2-phenylethyl alpha-L-arabinopyranosyl(1-->6)-beta-D-glucopyranoside, 2-methyl-3-buten-2-yl beta-D-glucopyranoside, kenposide A, and rhodiooctanoside. The structures of new compounds were determined on the basis of chemical and physicochemical evidence, which included the synthesis of sacranoside A from (-)-myrtenol. All major chemical constituents from R. sacra inhibited the histamine release and, among them, lotaustralin and rhodiooctanoside were found to show potent inhibitory activity.
Yoshikawa
M
M
Kyoto Pharmaceutical University, Japan.
Shimada
H
H
Horikawa
S
S
Murakami
T
T
Shimoda
H
H
Yamahara
J
J
Matsuda
H
H
D000818:Animals; D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry*; D006634:Histamine H1 Antagonists / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008516:Medicine, Chinese Traditional; D009570:Nitriles / Q000737:chemistry*; D010529:Peritoneal Cavity / Q000166:cytology; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013729:Terpenes / Q000737:chemistry*
D004187:Disaccharides; D005960:Glucosides; D006634:Histamine H1 Antagonists; D009570:Nitriles; D013729:Terpenes; C108905:rhodiocyanoside D; C084878:kenposide A; C044909:pinen-10-yl vicianoside