Flavonoids from Vaccinium axillare leaves

Flavonoids from Vaccinium axillare leaves
复制标题

越橘叶中的黄酮类化合物

DOI:
10.1007/s10600-008-0029-5
复制
发表时间:
2008
影响因子:
0.8
通讯作者:
V. Stonik
V. Stonik
中科院分区:
化学4区
文献类型:
--
作者:
G. Y. Mechikova;T. Stepanova;A. I. Kalinovskii;L. P. Ponomarenko;V. Stonik

文献摘要

被引文献

相似文献

牛痘属植物是众所周知的有价值的食物和药用原料的来源。例如,从普通越桔(V. myrtillus L.)的不同部位分离的化合物具有抗氧化[1]、血管保护和抗炎特性[2],并诱导肿瘤细胞凋亡[3]。早期的药理学研究表明,它的提取物有望用于治疗糖尿病。已知黄酮类化合物对这种疾病具有显著的积极药物治疗作用。由于以前没有对其化学成分进行过研究,我们分离出了其中的类黄酮分素,并鉴定了其主要成分。2006年夏季在哈巴罗夫斯克边疆区和库页岛地区采集了叶香。在60-70℃的条件下,分别用95%和70%的乙醇提取风干叶片,将联合提取物蒸发成水渣并过滤。分别用己烷和CHCl3对水渣进行处理。然后用乙酸乙酯从水层中提取总酚类化合物。乙酸乙酯提取物在聚酰胺(Woelm, Germany)的CHCl3中添加甲醇(从0到10%)进行色谱。分离得到的化合物从甲醇中重结晶,并使用UV、NMR (1H和13C、DEPT、COSY、HSQC、HMBC)、质谱和化学方法(酸水解)进行研究。鉴定出槲皮素[6]、槲皮素3- o -β- d -半乳糖苷(金丝桃苷)[6]、槲皮素3- o -α- l -阿拉伯葡萄糖苷[7]和槲皮素3- o -α- l -阿拉伯葡萄糖苷(金丝桃苷)[8]。广泛分布于牛痘属植物中的黄酮类物质槲皮素和金丝桃苷[9,10]。而槲皮素-3- o -α- l -阿拉伯野葡萄糖苷和槲皮素-3- o -α- l -阿拉伯野葡萄糖苷(avicularin)是首次在该属植物中发现。
Plants of the genus Vaccinium L. are well known as sources of valuable food and medicinal raw material. For example, compounds isolated from various parts of ordinary bilberry (V. myrtillus L.) possess antioxidant [1], vasoprotective, and antiinflammatory properties [2] and induce apoptosis in tumor cells [3]. Earlier pharmacological investigations of V. axillare Nakai showed promise for the use of its extracts in treating sugar diabetes [4]. Flavonoids are known to have a significant positive pharmacotherapeutic effect for this disease [5]. We isolated the flavonoid fractoin and identified its major components because the chemical composition of V. axillare has not previsouly been studied. Leaves of V. axillare were collected in Khabarovsk Krai and Sakhalin District in summer 2006. Ground air-dried leaves were successively extracted with 95 and 70% EtOH at 60-70 C. The combined extract was evaporated to an aqueous residue and filtered. The aqueous residue was successively treated with hexane and CHCl3. Then the total phenolic compounds were extracted with EtOAc from the aqueous layer. The EtOAc extract was chromatographed over polyamide (Woelm, Germany) in CHCl3 with added MeOH (from 0 to 10%). The isolated compounds were recrystallized from MeOH and studied using UV, NMR (1H and 13C, DEPT, COSY, HSQC, HMBC), mass spectrometry, and chemical methods (acid hydrolysis). This identified quercetin [6], quercetin-3-O-β-D-galactopyranoside (hyperoside)[6], quercetin-3-O-α-L-arabinopyranoside [7], and quercetin-3-O-α-L-arabinofuranoside (avicularin)[8].The widely distributed flavonoids quercetin and hyperoside were previously observed in plants of the genus Vaccinium L.[9, 10]. However, quercetin-3-O-α-L-arabinopyranoside and quercetin-3-O-α-L-arabinofuranoside (avicularin) were found for the first time in plants of this genus.