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Phytochemistry 2008-May

Flavonols from Pterogyne nitens and their evaluation as myeloperoxidase inhibitors.

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Luis Octávio Regasini
José Carlos Rebuglio Vellosa
Dulce Helena Siqueira Silva
Maysa Furlan
Olga Maria Mascarenhas de Oliveira
Najeh Maissar Khalil
Iguatemy Lourenço Brunetti
Maria Claudia Marx Young
Eliezer Jesus Barreiro
Vanderlan Silva Bolzani

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Resumo

A myeloperoxidase inhibitory kaempferol derivative, namely pterogynoside (1), was isolated from fruits of Pterogyne nitens, along with six known flavonols, kaempferol, afzelin, kaempferitrin, quercetin, isoquercetrin and rutin. The structures of all compounds were elucidated primarily from 1D and 2D NMR spectroscopic analyses, as well as by high resolution mass spectrometry. All flavonols were screened to identify secondary metabolites as potential myeloperoxidase (MPO) inhibitors, and at concentrations of 0.50-50nM, quercetin (5), isoquercitrin (6) and rutin (7) exhibited strong inhibitory effects with IC50 values of 1.22+/-0.01, 3.75+/-0.02 and 3.60+/-0.02, respectively. The MPO activity detected for the new derivative 1 was markedly decreased (IC(50) 10.3+/-0.03) when compared with known flavonols 5-7, and interestingly increased when tested against ABTS scavenging activity.

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