Synthesis of a biologically active fluorescent derivative of GM1, a main Ginseng saponin metabolite formed by intestinal bacteria.
A fluorescent derivative of GM1 [20-O-beta-D-glucopyranosyl-20(S)-protopanaxadiol], a main Ginseng saponin metabolite formed by intestinal bacteria, was obtained from the condensation of its trisnor-aldehyde derivative with dansyl hydrazine. The dansylated GM1 fluoresced strongly and showed almost the same properties as its parent compound in lipophilicity and biological activities, so this fluorescent compound might provide an insight into the mechanism of pharmacological activities of GM1.
Hasegawa
H
H
Itto Institute of Life Science Research, Happy World, Inc., Fuchu, Tokyo, Japan.
Suzuki
R
R
Wakabayashi
C
C
Murata
J
J
Tezuka
Y
Y
Saiki
I
I
Kadota
S
S
D000970:Antineoplastic Agents / Q000494:pharmacology; D001419:Bacteria / Q000378:metabolism*; D002240:Carbohydrate Sequence; D002455:Cell Division / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002855:Chromatography, Thin Layer; D003619:Dansyl Compounds; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D036145:Ginsenosides; D007202:Indicators and Reagents; D007422:Intestines / Q000382:microbiology*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D005894:Panax / Q000737:chemistry*; D010946:Plants, Medicinal; D012503:Saponins / Q000138:chemical synthesis* / Q000737:chemistry* / Q000378:metabolism; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D003619:Dansyl Compounds; D005456:Fluorescent Dyes; D036145:Ginsenosides; D007202:Indicators and Reagents; D012503:Saponins; D014315:Triterpenes; C112772:ginsenoside compound K