来自翅荚豆的黄酮醇及其作为髓过氧化物酶抑制剂的评估。

Flavonols from Pterogyne nitens and their evaluation as myeloperoxidase inhibitors.

作者信息

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

机构信息

Universidade Estadual Paulista, Instituto de Química, NuBBE - Núcleo de Bioensaios, Biossíntese e Ecofisiologia de Produtos Naturais, Araraquara, SP, CP 355, CEP 14801-970, Brazil.

出版信息

Phytochemistry. 2008 May;69(8):1739-44. doi: 10.1016/j.phytochem.2008.01.006. Epub 2008 Apr 7.

DOI:10.1016/j.phytochem.2008.01.006

PMID:18395762

Abstract

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.

摘要

从南美翅木果实中分离出一种髓过氧化物酶抑制性山奈酚衍生物，即翅木苷（1），同时还分离出六种已知的黄酮醇，即山奈酚、杨梅苷、山奈酚三糖苷、槲皮素、异槲皮苷和芦丁。所有化合物的结构主要通过一维和二维核磁共振光谱分析以及高分辨率质谱进行阐明。对所有黄酮醇进行筛选，以确定作为潜在髓过氧化物酶（MPO）抑制剂的次生代谢产物，在0.50 - 50 nM的浓度下，槲皮素（5）、异槲皮苷（6）和芦丁（7）表现出强烈的抑制作用，IC50值分别为1.22±0.01、3.75±0.02和3.60±0.02。与已知黄酮醇5 - 7相比，新衍生物1的MPO活性显著降低（IC50为10.3±0.03），有趣的是，在测试ABTS清除活性时其活性增加。