Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents.
Oxidative dimerization of ferulic acid methyl ester afforded dihydrobenzofuran derivative and new linear compound identified by X-ray crystallography. The gallate derivatized dihydrobenzofuran analogue was obtained and all compounds were evaluated for potential antiatherogenic, antiplasmodial (best IC(50)=0.8 microM) and cytotoxic activities.
Rakotondramanana
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DL
Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, LSPCMIB, UMR-CNRS 5068, Université Paul Sabatier, 118, Route de Narbonne, 31062 Toulouse Cedex 9, France.
Delomenède
Mélanie
M
Baltas
Michel
M
Duran
Hubert
H
Bedos-Belval
Florence
F
Rasoanaivo
Philippe
P
Negre-Salvayre
Anne
A
Gornitzka
Heinz
H
D000818:Animals; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D050197:Atherosclerosis / Q000188:drug therapy* / Q000378:metabolism; D002470:Cell Survival / Q000187:drug effects*; D003373:Coumaric Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019281:Dimerization; D004730:Endothelium, Vascular / Q000166:cytology / Q000187:drug effects*; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007941:Leukemia P388 / Q000188:drug therapy / Q000378:metabolism / Q000473:pathology; D008077:Lipoproteins, LDL / Q000378:metabolism*; D051379:Mice; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects*; D017392:Thiobarbituric Acid Reactive Substances / Q000378:metabolism
D000975:Antioxidants; D003373:Coumaric Acids; D004952:Esters; D008077:Lipoproteins, LDL; D017392:Thiobarbituric Acid Reactive Substances; C004999:ferulic acid