High Molecular Weight Persimmon (Diospyros kaki L.) Proanthocyanidin: A Highly Galloylated, A-Linked Tannin with an Unusual Flavonol Terminal Unit, Myricetin

被引：159

作者：

Li, Chunmei ^{[1
]}

Leverence, Rachael ^{[2
]}

Trombley, John D. ^{[3
]}

Xu, Shufen ^{[1
]}

Yang, Jie ^{[1
]}

Tian, Yan ^{[1
]}

Reed, Jess D. ^{[2
]}

Hagerman, Ann E. ^{[3
]}

机构：

[1] Huazhong Agr Univ, Coll Food Sci & Technol, Wuhan 430070, Peoples R China

[2] Univ Wisconsin, Dept Anim Sci, Madison, WI 53706 USA

[3] Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2010年 / 58卷 / 16期

基金：

中国国家自然科学基金;

关键词：

Persimmon proanthocyanidin; condensed tannin; myricetin; flavonol; thiolysis-HPLC-ESI/MS; NMR; MALDI-TOF MS; GPC; PERFORMANCE LIQUID-CHROMATOGRAPHY; FIMBRIATED ESCHERICHIA-COLI; FLIGHT MASS-SPECTROMETRY; GRAPE SEED EXTRACT; POLYMERIC PROCYANIDINS; INHIBIT ADHERENCE; CONDENSED TANNINS; IN-VITRO; POLYPHENOLS; SORGHUM;

D O I：

10.1021/jf102552b

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

MALDI-TOF MS suggested that the high molecular weight proanthocyanidin (condensed tannin) from persimmon (Diospyros kaki L.) pulp comprised a heteropolyflavanol series with flavan-3-O-galloylated extenders, flavan-3-ol and flavonol terminal units, and A-type interflavan linkages. Thiolysis-HPLC-ESI-MS with DAD, electrochemical, and ESI-MS detection confirmed a previously unreported terminal unit, the flavonol myricetin, in addition to the typical flavan-3-ols catechin and epigallocatechin gallate. The extender units were epicatechin, epigallocatechin, (epi)gallocatechin-3-O-gallate, and (epi)catechin-3-O-gallate. The crude tannin had a high prodelphinidin content (65%) and a high degree of 3-O-galloylation (72%). The material was fractionated on Toyopearl TSK-HW-50-F to yield fractions distinguished by degree of polymerization (DP). Thiolysis suggested that the persimmon tannin was composed of polymers ranging from 7 to 20 kDa (DP 19-47), but sizes estimated by GPC were 50-70% smaller. The crude material was chemically degraded with acid to yield products that were amenable to NMR and ESI-MS analysis, which were used to establish for the first time that persimmon tannin has a mixture of B-type and A-type linkages.

引用

页码：9033 / 9042

页数：10