A-type proanthocyanidin trimers from cranberry that inhibit adherence of uropathogenic P-fimbriated Escherichia coli
A-type proanthocyanidin trimers from cranberry that inhibit adherence of uropathogenic P-fimbriated Escherichia coli
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DOI：
10.1021/np000128u
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发表时间：
2000-09-01
影响因子：
5.1
通讯作者：
Vorsa, N
中科院分区：
文献类型：
--
作者：
Foo, LY;Lu, YR;Vorsa, N
三种具有A型类黄烷间键的原花青素三聚体，表儿茶素-（4 β->6）-表儿茶素-（4 β-->8; 2 beta-->O-->7）-epicatechin（4），epicatechin-（4 beta-->8，2 beta-->O-->7）-epicatechin-（4 β->8）-表儿茶素（5）和表儿茶素（4 β->8）-表儿茶素-（4 β->8，2 β->O->7）-表儿茶素（6），从大果越桔的成熟果实中分离得到（蔓越莓），并防止粘附的P-菌毛大肠杆菌分离物从泌尿道细胞表面含有α-半乳糖（1->4）β-Gal受体序列与泌尿上皮细胞上的相似。4的结构通过光谱方法和酸催化降解与间苯三酚的组合进行了鉴定。还分离出弱活性表儿茶素-（4 β->8，2 β->O->7）-表儿茶素（原花青素A2）（3）和无活性单体表儿茶素（1）和无活性二聚体表儿茶素-（4 β->8）-表儿茶素（原花青素B2）（2）。
Three proanthocyanidin trimers possessing A-type interflavanoid linkages, epicatechin-(4 beta-->6)-epicatechin-(4 beta-->8; 2 beta-->O-->7)-epicatechin (4), epicatechin-(4 beta-->8, 2 beta-->O-->7)-epicatechin-(4 beta-->8)-epicatechin (5), and epicatechin (4 beta-->8)-epicatechin-(4 beta-->8, 2 beta-->O-->7)-epicatechin (6), were isolated from the ripe fruits of Vaccinium macrocarpon (cranberry) and prevented adherence of P-fimbriated Escherichia coli isolates from the urinary tract to cellular surfaces containing alpha-Gal(1-->4)beta-Gal receptor sequences similar to those on uroepithelial cells. The structure of 4 was elucidated by a combination of spectroscopic methods and acid-catalyzed degradation with phloroglucinol. Also isolated were the weakly active epicatechin-(4 beta-->8, 2 beta-->O-->7)-epicatechin (procyanidin A2) (3) and the inactive monomer epicatechin (1) and the inactive dimer epicatechin-(4 beta-->8)-epicatechin (procyanidin B2) (2).