Isolation, synthesis, and antiplatelet aggregation activity of resveratrol 3-O-beta-D-glucopyranoside and related compounds.
Resveratrol 3-O-beta-D-glucopyranoside (1) has been isolated from the seeds of Erythrophleum lasianthum (Caesalpinioidae, Leguminosae), a South African plant used in traditional medicine, and has shown antiplatelet aggregation activity. The synthesis of 1, related hydroxystilbenes, and their glucosides has been undertaken to provide larger quantities, for further biological evaluation, and has been accomplished via Wittig reactions followed by glucosylation under phase transfer catalysis.
Orsini
F
F
Dipartimento di Chimica Organica e Industriale, Università degli Studi, Milano, Italy. sellogui@imicilea.cilea.it
Pelizzoni
F
F
Verotta
L
L
Aburjai
T
T
Rogers
C B
CB
D005960:Glucosides / Q000138:chemical synthesis / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D010974:Platelet Aggregation / Q000187:drug effects*; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis / Q000302:isolation & purification* / Q000494:pharmacology; D012639:Seeds / Q000737:chemistry; D013267:Stilbenes
D005960:Glucosides; D010975:Platelet Aggregation Inhibitors; D013267:Stilbenes; C109945:resveratrol 3-O-glucopyranoside