title: Isolation and pharmacological activity of phenylpropanoid esters from Marrubium vulgare.
abstract: The isolation and identification of major phenylpropanoid esters from Marrubium vulgare: (+) (E)-caffeoyl-L-malic acid 1, acteoside 2, forsythoside B 3, arenarioside 4, ballotetroside 5, as well as their anti-inflammatory activity are reported for the first time. We evaluated the inhibitory effects of these five compounds on cyclooxygenase (Cox) catalysed prostaglandin biosynthesis activity. Only the glycosidic phenylpropanoid esters showed an inhibitory activity towards the Cox-2 enzyme and three of them: acteoside 2, forsythoside B 3, arenarioside 4, exhibited higher inhibitory potencies on Cox-2 than on Cox-1. These results are of interest, as Cox-2 is mainly associated with inflammation and the Cox-1 inhibition with adverse side effects often observed with non-steroidal anti-inflammatory drugs. The occurrence of these phenylpropanoid esters could also explain some other pharmacological properties of M. vulgare.
authors.affiliation: Laboratoire de Pharmacognosie, Faculté des Sciences Pharmaceutiques et Biologiques, B.P. 83, F-59006, Lille, Cedex, France.
authors.forename: Sevser
authors.initials: S
authors.lastname: Sahpaz
authors.forename: Nancy
authors.initials: N
authors.lastname: Garbacki
authors.forename: Monique
authors.initials: M
authors.lastname: Tits
authors.forename: Francois
authors.initials: F
authors.lastname: Bailleul
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000494:pharmacology; D002109:Caffeic Acids / Q000737:chemistry / Q000494:pharmacology; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004952:Esters; D006027:Glycosides / Q000737:chemistry / Q000494:pharmacology; D007527:Isoenzymes / Q000037:antagonists & inhibitors / Q000378:metabolism; D008293:Malates / Q000737:chemistry / Q000494:pharmacology; D027522:Marrubium / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018514:Plant Structures / Q000737:chemistry; D020005:Propanols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D002109:Caffeic Acids; D052246:Cyclooxygenase 2 Inhibitors; D016861:Cyclooxygenase Inhibitors; D004952:Esters; D006027:Glycosides; D007527:Isoenzymes; D008293:Malates; D010936:Plant Extracts; D020005:Propanols; C099798:caffeoylmalic acid; C439395:1-phenylpropanol; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; D011451:Prostaglandin-Endoperoxide Synthases; C058049:forsythiaside