Inhibition of acute and chronic inflammatory responses by the hydroxybenzoquinonic derivative rapanone.
Rapanone (2,5-dihydroxy-3-tridecyl-1,4-benzoquinone), a natural compound isolated from Myrsine guianensis growing in the Andean highlands of Colombia, was studied in different in vitro and in vivo models as a potential antioxidant and anti-inflammatory drug. Rapanone showed a mild anti-lipoperoxidative profile in rat liver microsomes and inhibited potently degranulation (IC(50) of 9.8 microM) and superoxide chemiluminescence (IC(50) of 3.0 microM) in human neutrophils. In addition, rapanone is a selective and potent human synovial PLA(2) inhibitor (IC(50) of 2.6 microM). In vivo experiments using the carrageenan paw oedema and the zymosan air pouch model in mice as well as the adjuvant arthritis model in rats have proved that rapanone is very efficient in controlling the inflammatory process by different administration routes.
Ospina
L F
LF
Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia, Colombia.
Calle
J
J
Arteaga
L
L
Pinzón
R
R
Alcaraz
M J
MJ
Payá
M
M
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000627:therapeutic use; D000975:Antioxidants / Q000627:therapeutic use; D016227:Benzoquinones / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D002470:Cell Survival / Q000187:drug effects; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; D005260:Female; D006801:Humans; D007249:Inflammation / Q000188:drug therapy*; D007527:Isoenzymes / Q000378:metabolism; D015227:Lipid Peroxidation / Q000187:drug effects; D008565:Membrane Proteins; D051379:Mice; D008862:Microsomes, Liver / Q000187:drug effects; D008928:Mitochondria / Q000187:drug effects; D009504:Neutrophils / Q000187:drug effects; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D029623:Primulaceae; D011451:Prostaglandin-Endoperoxide Synthases / Q000378:metabolism; D051381:Rats
D000894:Anti-Inflammatory Agents, Non-Steroidal; D000975:Antioxidants; D016227:Benzoquinones; D007527:Isoenzymes; D008565:Membrane Proteins; D010936:Plant Extracts; C054611:rapanone; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; C496511:PTGS1 protein, human; C496540:PTGS2 protein, human; D011451:Prostaglandin-Endoperoxide Synthases; C496512:Ptgs1 protein, mouse; C496513:Ptgs1 protein, rat