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Planta Med 2001; 67(9): 791-795
DOI: 10.1055/s-2001-18839
Original Paper
Pharmacology
© Georg Thieme Verlag Stuttgart · New York

Inhibition of Acute and Chronic Inflammatory Responses by the Hydroxybenzoquinonic Derivative Rapanone

Luis-Fernando Ospina1 , Jairo Calle1 , Lucía Arteaga1 , Roberto Pinzón1 , M. José Alcaraz2 , Miguel Payá2
  • 1 Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia, Colombia
  • 2 Departamento de Farmacología, Facultad de Farmacia, Universidad de Valencia, España
Further Information

Publication History

November 16, 2000

February 15, 2001

Publication Date:
06 December 2001 (online)

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Abstract

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 (IC50 of 9.8 μM) and superoxide chemiluminescence (IC50 of 3.0 μM) in human neutrophils. In addition, rapanone is a selective and potent human synovial PLA2 inhibitor (IC50 of 2.6 μM). 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.

Abbreviations

AA:arachidonic acid

COX-1:cyclo-oxygenase-1

COX-2:cyclo-oxygenase-2

cPLA2:cytosolic phospholipase A2

IL-1β:interleukin-1beta

5-LO:5-lipoxygenase

LTB4:leukotriene B4

MTT:3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide

PGE2:prostaglandin E2

PLA2:phospholipase A2

sPLA2:secretory phospholipase A2

TPA:12-O-tetradecanoylphorbol-13-acetate

Key words

Myrsine guianensis - Myrsinaceae - rapanone - anti-inflammatory activity - phospholipase A2 inhibition - elastase degranulation - interleukin-1β production - mouse air pouch - adjuvant arthritis

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Prof. Dr. Miguel Payá

Departamento de Farmacología

Universidad de Valencia

Facultad de Farmacia

Avda. Vicent Andrés Estellés s/n

46100 Burjassot

Valencia

Spain

Email: Miguel.paya@uv.es

Fax: +34-96-3864943