Flavonoids from the leaves of Deguelia utilis (Leguminosae): structural elucidation and neuroprotective properties

Journal of the Brazilian Chemical Society

Costa, Edmar T. da¹  Silva, Milton N. da¹  Arruda, Mara S. P.¹  Universidade Federal do Pará, Belém, Brazil¹  Hospital Universitário Barros Barreto, Belém, Brazil¹  M. Filho, Arnaldo Jorge¹  Arruda, Alberto C.¹  Yamada, Elizabeth S.¹  Silva, Consuelo Y. Y. e¹  Lopes, Dielly C. F.¹  Oliveira, Dalglish G. de¹  Almeida, Cecília M. C. de¹ 

关键词: Deguelia utilis;    flavonoids;    leguminosae;    timbó;   

DOI  :  

学科分类：化学（综合）

来源: SciELO

【 摘 要 】

Five new flavonoids, 5,3'-dihydroxy-4'-methoxy-2'',2''-dimethylchromene-(5'',6'':6,7)dihydroflavonol (1), 5,3'-dihydroxy-7,4'-dimethoxy-6,8-dimethylallyl-dihydroflavonol (2), 5,3'-dihydroxy-4'-methoxy-8-allyl-2'',2''-dimethylchromene-(5'',6'':6,7) flavanone (3), 5,3'-dihydroxy-7,4'-dimethoxy-6,8-dimethylallyl-flavanone (4), 3,5,3'-trihydroxy-7,4'-dimethoxy6,8-dimethylallyl-flavanol (5), together with the stilbenes 4-methoxylonchocarpene (6) and lonchocarpene (7) were isolated from the leaves of Deguelia utilis. Their chemical structures were established on the basis of NMR (nuclear magnetic resonance) spectral data and HRESITOF-MS (electrospray ionization-high resolution time-of-flight mass spectrometry). Also, in order to investigate potential cytoprotective effects of these flavonoids, we used a fraction eluted with hexane:EtOAc containing all seven flavonoids, in an in vitro model of neurodegeneration, using hippocampal primary cultures from neonatal (PND2-P3) rats exposed to rotenone, a mitochondrial complex I inhibitor. There was a significant reduction in cell viability (19.4 ± 1.6%) when the cultures were exposed to 30 nmol L-1 rotenone for 72 h. Concomitant exposure of the cultures to the FR3 (5 µg mL-1) and 30 nmol L-1 rotenone resulted in values of cell viability similar to control groups (99.6 ± 4.8%), strongly suggesting a cytoprotective effect for this flavonoid-rich fraction.

【 授权许可】

Unknown