title: N1,N5,N10-Tris(4-hydroxycinnamoyl)spermidines from Microdesmis keayana roots.
abstract: Three new N1,N5,N10-tris(4-hydroxycinnamoyl)spermidines were isolated from a methanolic root extract of Microdesmis keayana. They were identified as N5,N10-di(p-coumaroyl)-N1-feruloylspermidine,N5-(p-coumaroyl)-N1,N10-diferuloylspermidine, and N1,N5,N10-triferuloylspermidine, and were named keayanidines A, B, and C (1-3), respectively. Their structures were established by spectral techniques(electrospray mass spectrometry, one- and two-dimensional NMR). A 4',4'',4'''-trimethylated derivative was prepared by methylation of keayanidine C, and the same compound was synthesized fromspermidine and 3,4-dimethoxycinnamic acid to confirm the spectral attributions of the NMR data of the natural compounds. Radical-scavenging properties of all compounds were evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical spectrophotometric assay.
authors.affiliation: Laboratoire de Pharmacognosie, E.A. 1043, Faculté de Pharmacie, Université de Lille 2, B.P. 83, F-59006 Lille Cedex.
authors.forename: Alexis
authors.initials: A
authors.lastname: Zamble
authors.forename: Sevser
authors.initials: S
authors.lastname: Sahpaz
authors.forename: Thierry
authors.initials: T
authors.lastname: Hennebelle
authors.forename: Pascal
authors.initials: P
authors.lastname: Carato
authors.forename: François
authors.initials: F
authors.lastname: Bailleul
mesh_terms: D003373:Coumaric Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D000432:Methanol / Q000737:chemistry; D015394:Molecular Structure; D010936:Plant Extracts / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal; D021241:Spectrometry, Mass, Electrospray Ionization; D013095:Spermidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D003373:Coumaric Acids; D010936:Plant Extracts; D013095:Spermidine; D000432:Methanol