Antioxidant, anti-rheumatic and anti-inflammatory investigation of extract and dicentrinone from Duguetia furfuracea (A. St.-Hil.) Benth. & Hook. f.

Journal of Ethnopharmacology Volume 211, 30 January 2018, Pages 9-16 Journal of Ethnopharmacology Author links open overlay panelRafael Claudinodo SantosaAlexsandra Villamaiorde SouzaaMagaiverAndrade-Silvaakaroliny CardosoVera CruzbCandida AparecidaLeite KassuyaaClaúdia AndréaLima CardosobMaria do CarmoVieiracAnelise SamaraNazari Formagioa a Faculty of Health Science, Federal University of Grande Dourados (UFGD), Dourados, MS, Brazil b Chemistry Course, Mato Grosso do Sul State University (UEMS), Dourados, MS, Brazil c Faculty of Agricultural Science, Federal University of Grande Dourados, Dourados, MS, Brazil Received 5 July 2017, Revised 6 September 2017, Accepted 18 September 2017, Available online 21 September 2017. crossmark-logo Show less https://doi.org/10.1016/j.jep.2017.09.019Get rights and content Abstract Ethnopharmacological relevance The preparations of teas and syrups using Duguetia furfuracea have been used in folk medicine to treat rheumatism and back pain. Several rheumatic diseases are anti-inflammatory and are treated with several anti-inflammatories. Aim of the study The objective of this work were to evaluate the chemical investigation of methanolic extract obtained from leaves of D. furfuracea (MEDF) and test the MEDF, such as chloroform (CF), ethyl acetate (EAF) and hydromethanol (HMF) fractions and the alkaloid dicentrinone (DF-1) in vitro antioxidant effects and in vivo models of inflammation. Material and methods MEDF and CF were analyzed by LC-PDA and the results revealed the presence of alkaloid aporphine and oxoaporphine. The concentrations of total phenols, flavonoids and flavonols were determined. Additionally, MEDF, fractions and dicentrinone were evaluated free radical scavenging activity 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and peroxidation β-carotene/linoleic acid and malondialdehyde (MDA) assays. The anti-inflammatory effects of MEDF, fractions and dicentrinone were studied in carrageenan-induced paw edema. The anti-rheumatic potential was studied in air pouch model and zymosan-induced arthritis. Results CF fractionation resulted in the isolation of the oxaporphine alkaloid dicentrinone (DF-1). The highest phenols (624.37 mg GAE/g extract), flavonoids (580.51 mg QE/g extract) and flavonols (254.44 mg QE/g extract), concentration was found in extract. In antioxidant tests, MEDF exhibited the highest scavenging activity and lipoperoxidation. The extract (30–300 mg/kg) and all tested fractions inhibited the edema induced by carrageenan. The oral administration of DF-1 inhibited both edema associated with carrageenan-induced inflammation in mice. In air pouch model of inflammation, MEDF (30–300 mg/kg) and DF-1 (100 mg/kg) inhibited leukocyte migration and plasmatic leakage induced by carrageenan in mice. Finally, MEDF (100 mg/kg) did not alter zymozan-induced arthritis in mice. Conclusion The results showed that D. furfuracea exhibits antioxidant, anti-rheumatic potential and anti-inflammatory activity. The presence of the alkaloid dicentrinone in extract and CF fraction could be responsible, at least in part, for the observed effects. Graphical abstract fx1 Download high-res image (207KB)Download full-size image Abbreviations MEDFmethanolic extract of Duguetia FurfuraceaCFchloroform fractionEAFethyl acetate fractionHMFhydromethanol fractionDF-1dicentrinoneLC-PDAhigh-performance liquid chromatography coupled with photodiode array detectionDPPH2,2-Diphenyl-1-picrylhydrazylABTS2,2′-Azino-bis(3-ethylbenzthiazoline-6-sulfonic acid)MDAmalondialdehydeBHTbutylated hydroxytoluenePBSphosphate buffered saline1H NMRproton nuclear magnetic resonance13C NMRcarbon-13 nuclear magnetic resonanceTMStetramethylsilaneMHzmegahertzCD3ODDeuterated methanolMeOHmethanolH2OwaterH2SO4sulfuric acidTLCthin-layer chromatographyCCcolumn chromatographyCHCl3chloroform-DLCliquid chromatographyPDAphotodiode arrayMSmass spectroscopyESIelectrospray ionizationGAEgallic acid equivalentnmnanometerminminuteQEquercetin equivalentAlCl3aluminum chloridehhourDEXdexamethasoneEDTAEthylenediamine tetraacetic acidHPLC-DADhigh-performance liquid chromatography coupled with diode-array detectorA0initial absorbanceAabsorbanceIC50half maximal inhibitory concentrationI%inhibition percentAAantioxidant activityDNAdeoxyribonucleic acidNSAIDsnon-steroidal anti-inflammatory drugs Keywords Araticum-secoInflammationMiceAlkaloidAntioxidantDicentrinone