Hydrolyzable tannins with the hexahydroxydiphenoyl unit and the m-depsidic link:: HPLC-DAD-MS identification and model synthesis

被引:38
作者
Arapitsas, Panagiotis
Menichetti, Stefano
Vincieri, Franco F.
Romani, Annalisa
机构
[1] Univ Florence, Dipartimento Sci Farmaceut, Polo Sci & Tecnol, I-50019 Sesto Fiorentino, FI, Italy
[2] Univ Florence, Dipartimento Chim Organ Ugo Schiff, Polo Sci & Tecnol, I-50019 Sesto Fiorentino, FI, Italy
[3] Univ Florence, Lab Progettaz Sintesi, Polo Sci & Tecnol, HeteroBioLab, I-50019 Sesto Fiorentino, FI, Italy
[4] Univ Florence, Studio Eterocicli Bioatt, Polo Sci & Tecnol, HeteroBioLab, I-50019 Sesto Fiorentino, FI, Italy
关键词
polyphenols; gallotannins; ellagitannins; tannic acid; berries;
D O I
10.1021/jf0622329
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
This study was designed to develop efficient analytical tools for the difficult HPLC-DAD-MS identification of hydrolyzable tannins in natural tissue extracts. Throughout the study of the spectroscopic characteristics of properly synthesized stereodefined standards, it was observed that the UV-vis spectra of compounds with the m-depsidic link showed a characteristic shoulder at 300 nm, consistent with the simple glucogalloyl esters, whereas compounds with the hexahydroxydiphenoyl (HHDP) unit gave a diagnostic fragmentation pattern, caused by a spontaneous lactonization in the mass spectrometer. These observations were confirmed by HPLC-DAD-MS analyses of tannic acid and raspberry extracts, which are rich in hydrolyzable tannins with the m-depsidic link and the HHDP unit, respectively.
引用
收藏
页码:48 / 55
页数:8
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