地桃花中酚苷类成分研究  

Phenolic Glycosides from the Aerial Part of Urena lobata

作　　者：齐博文 贾放放 苏聪[1] 罗源 丁宁 杨洪芸 江芳芳 徐溪平 王晓晖 史社坡 QI Bo-wen;JIA Fang-fang;SU Cong;LUO Yuan;DING Ning;YANG Hong-yun;JIANG Fang-fang;XU Xiping;WANG Xiao-hui;SHI She-po(Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica,Beijing University of Chinese Medicine, Beijing 100029, China)

机构地区：[1]北京中医药大学中药学院中药现代研究中心

出　　处：《中国药学杂志》2019年第13期1060-1065,共6页Chinese Pharmaceutical Journal

基　　金：国家自然科学基金项目资助(81573312)

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。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 IC50 values of( 40. 5 ± 4. 9),( 31. 9 ± 4. 6),( 37. 7 ± 3. 3),and( 36. 1 ± 4. 6)μmol·L^-1,respectively.

关 键 词：地桃花 提取 分离 酚苷 结构鉴定 抑制一氧化氮生成 

分 类 号：R284[医药卫生—中药学]