Phenolic Compounds with Anti-Inflammatory Activity from Eupatorium buniifolium

Abstract

Anti-inflammatory activity was detected in the CH₂Cl₂ extract of the aerial parts of Eupatorium buniifolium using the TPA-mouse ear model. Three compounds isolated from this extract, by bioassay-guided fractionation, significantly inhibited the inflammatory response. The compounds were identified as 5,7,5′-trihydroxy-3,6,2′,4′-tetramethoxyflavone (1), scopoletin (2) and centaureidin (3) which inhibited the edema by 67.3 %, 59.8 % and 49.7 %, respectively, at a dose of 1 mg/ear.

References

• 1 Saggese D. Yerbas Medicinales Argentinas. Saggesse Buenos Aires; 1949: 111
• 2 Rojas Acosta R. Plantas Medicinales de Corrientes. Imp. Gadolo Buenos Aires; 1905: 8
• 3 Rios J, Condori L, Muñoz S, Loayza I, Soriano J. Actes du colloque de Chicoutimi, au 25 août. 1993: 111-7
• 4 Martinez J, Silván A M, Abad M J, Bermejo P, Villar A. Isolation of two flavonoids from Tanacetum microphyllum as PMA-induced ear edema inhibitors.  Journal of Natural Products. 1997;  60 142-4
• 5 Muschietti L, Martino V, Ferraro G, Coussio J. 5,7,5′-Trihydroxy-3,6,2′,4′-tetramethoxyflavone: a 2′-oxygenated flavonoid from Eupatorium buniifolium .  Phytochemistry. 1994;  36 1085-6
• 6 Silván A, Abad M. J, Bermejo P, Sollhuber M, Villar A. Anti-inflammatory activity of coumarins from Santolina oblongifolia .  Journal of Natural Products . 1996;  59 1183-5
• 7 Abad  M J, Bermejo P,Villar A J. Anti-inflammatory activity of two flavonoids from Tanacetum microphyllum .  Journal of Natural Products. 1993;  56 1164-7
• 8 Recio M C, Giner R M, Mañez S, Talens A, Cubells L, Gueho J, Julien H R, Hostettmann K, Rios J L. Anti-inflammatory activity of flavonol glycosides from Erythrospermum monticolum depending on single or repeated local TPA administration.  Planta Medica. 1995;  61 502-4
• 9 García Argaez AN, Ramírez Apan TO, Parra Delgado H, Velázquez G, Martinez Vázquez M. Anti-inflammatory activity of coumarins of Decatropis bicolor on TPA ear mice model.  Planta Medica. 2000;  66 79-81
• 10 Ferriola P, Cody V, Middleton E. Protein kinase C inhibition by plants flavonoids: kinetic mechanisms and structure-activity relationships.  Biochemical Pharmacology. 1989;  38 1617-24
• 11 Carlson R, O’Neill-Davis L, Lewis A. Modulation of mouse ear oedema by cyclooxygenase ad lipooxygenase inhibitors and other pharmacologic agents.  Agents & Actions. 1985;  17 198-204
• 12 De Young L, Kheifts J, Ballaron S, Young J. Edema and cell infiltration in the phorbol-treated mouse ear are temporally separate and can be differentially modulated by pharmacological agents.  Agents & Actions. 1989;  26 335-41
• 13 Murray R, Mendez J, Brown S. The Natural Coumarins: Occurrence, Chemistry and Biochemistry. John Wiley & Sons New York; 1982: 35-9
• 14 Timmermann B, Mues R, Mabry  T, Powell M. 6-Methoxyflavonoids from Brickellia laciniata (Compositae).  Phytochemistry . 1979;  18 1855-8