Isolation and evaluation of the antioxidant activity of phenolic constituents of the Garcinia brasiliensis epicarp

• Published in: Food chemistry Vol. 132; no. 3; pp. 1230 - 1235
• Main Authors: Gontijo, Vanessa Silva, de Souza, Thiago Corrêa, Rosa, Isael Aparecido, Soares, Marisi Gomes, da Silva, Marcelo Aparecido, Vilegas, Wagner, Viegas, Cláudio, dos Santos, Marcelo Henrique
• Format: Journal Article
• Language: English
• Published: Kidlington Elsevier Ltd 01-06-2012; Elsevier
• Subjects: Antioxidants; Biflavonoids; Biological and medical sciences; Food industries; Fundamental and applied biological sciences. Psychology; Garcinia brasiliensis; Natural products; gHMBC; UV; DPPH; HSCCC; MS; IR; Garcinia brasiliensis; TLC; COSY; BHT; Antioxidants; NMR; β; gHMQC; Biflavonoids; Natural products; IC50; CTLC; EAEE; HPLC; Evaluation; Polyphenol; Phenols; Natural product; Isolation; Antioxidant; Flavonoid; Constituent
• ISSN: 0308-8146; 1873-7072
• DOI: 10.1016/j.foodchem.2011.10.110

► Four antioxidant phenolic compounds were isolated from Garcinia brasiliensis. ► Was isolated a new glycosylated biflavonone: morelloflavone-4′″-O-β-d-glycosyl. ► Three known compounds 1,3,6,7-tetrahydroxyxanthone, morelloflavone and fukugeside.
A new glycosylated biflavonone, morelloflavone-4′″-O-β-d-glycosyl, and the known compounds 1,3,6,7-tetrahydroxyxanthone, morelloflavone (fukugetin) and morelloflavone-7″-O-β-d-glycosyl (fukugeside) were isolated from the epicarp of Garcinia brasiliensis collected in Brazil. The structures of these compounds were established using 1H and 13C NMR, COSY, gHMQC and gHMBC spectroscopy. The compounds exhibited antioxidant activity. The greatest potency was displayed by morelloflavone (2), with IC50=49.5mM against DPPH and absorbance of 0.583 at 400μg/mL for the reduction of Fe3+. The weakest potency was displayed by 1,3,6,7-tetrahydroxyxanthone (1), with IC50=148mM against DPPH and absorbance of 0.194 at 400μg/mL for the reduction of Fe3+.