Vanicosides A and B, protein kinase C inhibitors from Polygonum pensylvanicum.
Two new protein kinase C inhibitory glycosides, vanicosides A [1] and B [2] were isolated from Polygonum pensylvanicum (Polygonaceae) by chromatographic techniques guided by bioassays for PKC inhibition. The structures of these glycosides were established primarily by analysis of 1H- and homonuclear correlated nmr and high-resolution fab mass spectra of 1 and 2 and the derived octaacetate, 3. Both glycosides were found to have p-coumaryl esters at the 1, 3, and 6 carbons of sucrose and a feruloyl ester at the 6' carbon. Vanicoside A [1] also had an acetate group at the 2' carbon.
Zimmermann
M L
ML
Department of Chemistry, Virginia Commonwealth University, Richmond 23284.
Sneden
A T
AT
D000107:Acetylation; D000972:Antineoplastic Agents, Phytogenic / Q000494:pharmacology; D002934:Cinnamates / Q000302:isolation & purification* / Q000494:pharmacology; D004187:Disaccharides / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D010936:Plant Extracts / Q000494:pharmacology; D010944:Plants / Q000737:chemistry*; D011493:Protein Kinase C / Q000037:antagonists & inhibitors*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared
D000972:Antineoplastic Agents, Phytogenic; D002934:Cinnamates; D004187:Disaccharides; D010936:Plant Extracts; C087106:vanicoside B; C087105:vanicoside A; D011493:Protein Kinase C