title: Cinnamoyl glucosides of catechin and dimeric procyanidins from young leaves of Inga umbellifera (Fabaceae).
abstract: The rapidly growing, nearly achlorophyllous, young leaves of Inga umbellifera express high concentrations of mono and dimeric 3-O-gluco-cinnamoyl catechin/epicatechin, rare forms of substituted flavan-3-ols. Here we present structures for five novel compounds in this class: three monomers [catechin-3-O-beta-D-gluco(2-cinnamoyl)pyranoside, catechin-3-O-beta-D-gluco(6-cinnamoyl) pyranoside, catechin-3-O-beta-D-gluco(2,6-biscinnamoyl)pyranoside] and two dimeric procyanidins [catechin-3-O-beta-D-glucopyrano-(4alpha-->8)-catechin-3-O-beta-D-gluco(2-cinnamoyl)pyranoside and catechin-3-O-beta-D-glucopyrano-(4alpha-->8)-epicatechin-3-O-beta-D-gluco(6-cinnamoyl)pyranoside]. The young leaves of Inga umbellifera express high concentrations of 3-O-(cinnamoyl)glucosides of catechin and epicatechin.
authors.affiliation: Department of Biology, University of Utah, 257 S 1400 E, Salt Lake City, UT 84112-0840, USA. lokvam@biology.utah.edu
authors.forename: John
authors.initials: J
authors.lastname: Lokvam
authors.forename: Phyllis D
authors.initials: PD
authors.lastname: Coley
authors.forename: Thomas A
authors.initials: TA
authors.lastname: Kursar
mesh_terms: D044946:Biflavonoids; D002392:Catechin / Q000737:chemistry*; D002934:Cinnamates / Q000737:chemistry*; D019281:Dimerization; D007887:Fabaceae / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D044945:Proanthocyanidins
chemical_list: D044946:Biflavonoids; D002934:Cinnamates; D005960:Glucosides; D044945:Proanthocyanidins; C017674:procyanidin; D002392:Catechin