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Phenolic Derivatives from Fruits of Dipteryx lacunifera Ducke and Evaluation of Their Antiradical Activities
Author(s) -
Júnior Gerardo Magela V.,
de M. Sousa Cleyton Marcos,
Cavalheiro Alberto J.,
Lago João Henrique G.,
Chaves Mariana H.
Publication year - 2008
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200890233
Subject(s) - chemistry , dpph , rutin , column chromatography , fractionation , sephadex , food science , silica gel , organic chemistry , chromatography , antioxidant , enzyme
The fruits of Dipteryx lacunifera , known as ‘fava de morcego’ and ‘garampara’, comprise pleasant tasting kernels that contain high amounts of fatty acids (mainly oleic acid) and are commonly consumed by inhabitants of the northeast of Brazil. In the present study, the crude EtOH extract of the fruit kernels was separated into hexane‐, Et 2 O‐, AcOEt‐, and H 2 O‐soluble fractions. The Et 2 O fraction was found to exhibit the highest 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) radical‐scavenging activity in vitro , and was subjected to further fractionation. Column chromatography over silica gel and Sephadex LH‐20 , followed by preparative HPLC‐ C 18 , afforded (−)‐eriodictyol ( 1 ), (−)‐butin ( 2 ), luteolin ( 3 ), 3′,4′,7‐trihydroxyflavone ( 4 ), butein ( 5 ), and sulfuretin ( 6 ). The antiradical activities of compounds 1, 2, 4 , and 6 , together with the positive controls rutin, butylated hydroxy toluene (BHT), and tert ‐butylhydroquinone (TBHQ), were evaluated with the DPPH assay and were found to decrease in the order rutin> 4 > 1 > 6 > 2 >TBHQ>BHT.