黄花棘豆中 3-羟基-3-甲基戊二酰基黄酮醇糖苷。

3-Hydroxy-3-methylglutaryl flavonol glycosides from Oxytropis falcata.

机构信息

State Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center , Beijing 100191, People's Republic of China.

出版信息

J Nat Prod. 2012 Jul 27;75(7):1359-64. doi: 10.1021/np300292f. Epub 2012 Jul 9.

DOI:10.1021/np300292f

PMID:22775441

Abstract

Five new 3-hydroxy-3-methylglutaryl (HMG) flavonol 3-O-glycosides, named oxytroflavosides A-E (1-5), and two new rhamnocitrin 3-O-glycosides, oxytroflavosides F and G (6 and 7) were isolated from the n-BuOH-soluble fraction of an EtOH extract of Oxytropis falcata together with seven known kaempferol glycosides (8-14), of which six were isolated from the genus Oxytropis for the first time. The structures of these compounds were elucidated by spectroscopic techniques and chemical methods. The absolute configuration of HMG in compounds 1-5 was determined to be S through spectroscopic analysis of the mevalonamide obtained by amidation and reduction of the HMG moiety. Compounds 1-10 were evaluated for anti-inflammatory activities using lipopolysaccharide-induced RAW 264.7 cells, but none of them showed inhibitory effects on NO production.

摘要

从黄花棘豆（Oxytropis falcata）乙醇提取物的正丁醇可溶部分中分离得到五个新的 3-羟基-3-甲基戊二酰基（HMG）黄酮醇 3-O-糖苷，命名为 oxytroflavosides A-E（1-5），以及两个新的瑞香叶素 3-O-糖苷，oxytroflavosides F 和 G（6 和 7）。此外，还从该属中分离得到了七种已知的山柰酚糖苷（8-14），其中六种为首次从黄花棘豆中分离得到。通过对 HMG 部分酰胺化和还原得到的 mevalonamide 的光谱分析，确定了化合物 1-5 中 HMG 的绝对构型为 S。采用脂多糖诱导 RAW 264.7 细胞模型评价了化合物 1-10 的抗炎活性，但它们均未显示出对 NO 产生的抑制作用。