地桃花中酚苷类成分研究

doi:10.11669/cpj.2019.13.004

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摘要目的研究地桃花(Urena lobata L. )中酚苷类成分。方法利用D101大孔树脂、硅胶、Sephadex LH-20柱色谱及制备液相色谱等方法进行分离纯化,根据化合物的理化性质及MS、NMR等光谱数据鉴定化合物结构,并利用脂多糖(LPS)诱导的RAW264.7细胞模型对分离得到的单体化合物进行抗炎活性筛选。结果从地桃花体积分数95%乙醇提取物的正丁醇萃取部位分离鉴定12个酚苷类化合物:苯甲醇-7-O-α-L-吡喃阿拉伯糖-(1→6)-β-D-吡喃葡萄糖苷(1)、苯乙醇-8-O-α-L-吡喃阿拉伯糖-(1→6)-β-D-吡喃葡萄糖苷(2)、苯乙醇-8-O-α-L-吡喃鼠李糖-(1→6)-β-D-吡喃葡萄糖苷(3)、丁香酚-1-O-α-L-吡喃鼠李糖-(1→6)-β-D-吡喃葡萄糖苷(4)、6-甲氧基丁香酚-1-O-α-L-吡喃鼠李糖-(1→6)-β-D-吡喃葡萄糖苷(5)、3,4,5-三甲氧基苯甲醇-7-O-α-L-吡喃鼠李糖-(1→6)-β-D-吡喃葡萄糖苷(6)、4-O-(甘油-2-基)-二氢松柏醇-1′-O-β-D-吡喃甘露糖苷(7)、苯甲醇-7-O-β-D-吡喃木糖-(1→6)-β-D-吡喃葡萄糖苷(8)、3,5-二甲氧基-4-羟基苯乙醇-8-O-β-D-葡萄糖苷(9)、3,4,5-三甲氧基苯酚-1-O-β-D-吡喃葡萄糖苷(10)、苯乙醇-8-O-β-D-吡喃木糖-(1→6)-β-D-吡喃葡萄糖苷(11)和3,4,5-三甲氧基苯酚-1-O-β-D-呋喃芹糖-(1→6)-β-D-吡喃葡萄糖苷(12)。结论化合物2~8,10~12为首次从锦葵科植物中分离得到,化合物3,8,9,11对LPS诱导RAW264.7细胞中NO的释放具有抑制活性,IC₅₀分别为(40.5±4.9),(31.9±4.6),(37.7±3.3)和(36.1±4.6)μmol·L^-1。

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	齐博文
	贾放放
	苏聪
	罗源
	丁宁
	杨洪芸
	江芳芳
	徐溪平
	王晓晖
	史社坡

关键词 ：地桃花, 提取, 分离, 酚苷, 结构鉴定, 抑制一氧化氮生成

Abstract：OBJECTIVE To study the phenolic glycosides of Urena lobata. METHODS Compounds were isolated and purified using various column chromatographies such as D101 macroporous adsorption resin, silica gel, Sephadex LH-20, and preparation HPLC. Their structures were established using extensive spectroscopic techniques such as MS and NMR. The anti-inflammatory activities of all compounds were evaluated by using LPS-stimulated RAW264.7 cells. RESULTS Twelve phenolic glycosides were obtained from the n-BuOH extract of U. lobata including benzyl-7-O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (1), phenylethyl-8-O-α-L-arabinopyranosyl-(1→6)-β-D-glucopyranoside (2), phenylethyl-8-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (3), eugenyl-1-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (4), 6-methoxyeugenyl-1-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (5), 3,4,5-trimethoxybenzene-1-O-α-L-rhamnosyl-(1→6)-β-D-glucopyranoside (6), 4-O-(glycer-2-yl)-dihydroconiferylalcohol-1′-O-β-D-mannopyranoside (7), benzyl-7-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside (8), 3,5-dimethoxy-4-hydroxyphenylethyl-8-O-β-D-glucopyranoside (9), 3,4,5-trimethoxybenzene-1-O-β-D-glucopyranoside (10), phenylethyl-8-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside(11),and 3,4,5-trimethoxybenzene-1-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (12). CONCLUSION Compounds 2-8 and 10-12 are obtained from the family Malvaceae for the first time, and compounds 3, 8, 9 and 11 show moderate inhibition of nitric oxide production in LPS-stimulated RAW264.7 cells, with IC₅₀values of(40.5±4.9 ), (31.9±4.6),( 37.7±3.3 ), and (36.1±4.6 )μmol·L^-1, respectively.

Key words： Urena lobate extraction separation phenolic glycoside structural identification nitric oxide production inhibition

收稿日期: 2018-12-10

R284

基金资助:国家自然科学基金项目资助(81573312)

通讯作者: 史社坡,男,博士生导师研究方向:中药活性成分发现及其合成生物学研究 Tel:(010)64286350 E-mail:shishepo@163.com

作者简介: 齐博文,男,博士研究生研究方向:中药活性成分发现及其合成生物学研究

引用本文:

齐博文, 贾放放, 苏聪, 罗源, 丁宁, 杨洪芸, 江芳芳, 徐溪平, 王晓晖, 史社坡. 地桃花中酚苷类成分研究[J]. 中国药学杂志, 2019, 54(13): 1060-1065. QI Bo-wen, JIA Fang-fang, SU Cong, LUO Yuan, DING Ning, YANG Hong-yun, JIANG Fang-fang, XU Xi-ping, WANG Xiao-hui, SHI She-po. Phenolic Glycosides from the Aerial Part of Urena lobata. Chinese Pharmaceutical Journal, 2019, 54(13): 1060-1065.

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http://journal11.magtechjournal.com/Jwk_zgyxzz/CN/10.11669/cpj.2019.13.004 或 http://journal11.magtechjournal.com/Jwk_zgyxzz/CN/Y2019/V54/I13/1060

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