Antiangiogenic activity of synthetic dihydrobenzofuran lignans.
A series of synthetic dihydrobenzofuran lignans, obtained by biomimetic oxidative dimerization of caffeic or ferulic acid methyl ester followed by derivatization reactions, was tested for its antiangiogenic activity in the CAM (chorioallantoic membrane) assay. The dimerization product of caffeic acid methyl ester (2a) (methyl (E)-3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoate) showed a pronounced antiangiogenic activity, especially the 2R,3R-enantiomer.
Apers
Sandra
S
Department of Pharmaceutical Sciences, University of Antwerp, Universiteitsplein 1, B-2610 Antwerp, Belgium.
Paper
Dietrich
D
Bürgermeister
Jutta
J
Baronikova
Slavka
S
Van Dyck
Stefaan
S
Lemière
Guy
G
Vlietinck
Arnold
A
Pieters
Luc
L
D020533:Angiogenesis Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002109:Caffeic Acids / Q000737:chemistry; D002384:Catalysis; D002823:Chorion / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011422:Propionates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
D020533:Angiogenesis Inhibitors; D001572:Benzofurans; D002109:Caffeic Acids; D017705:Lignans; D011422:Propionates; C461040:methyl-3-(2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl)prop-2-enoate