PDF(Pubmed)
Abstract：
In recent years, caffeic acid and its derivatives have received increasing attention due to their obvious physiological activities and wide distribution in nature. In this paper, to clarify the status of research on plant-derived caffeic acid and its derivatives, nuclear magnetic resonance spectroscopy data and possible biosynthetic pathways of these compounds were collected from scientific databases (SciFinder, PubMed and China Knowledge). According to different types of substituents, 17 caffeic acid and its derivatives can be divided into the following classes: caffeoyl ester derivatives, caffeyltartaric acid, caffeic acid amide derivatives, caffeoyl shikimic acid, caffeoyl quinic acid, caffeoyl danshens and caffeoyl glycoside. Generalization of their 13C-NMR and 1H-NMR data revealed that acylation with caffeic acid to form esters involves acylation shifts, which increase the chemical shift values of the corresponding carbons and decrease the chemical shift values of the corresponding carbons of caffeoyl. Once the hydroxyl group is ester, the hydrogen signal connected to the same carbon shifts to the low field (1.1~1.6). The biosynthetic pathways were summarized, and it was found that caffeic acid and its derivatives are first synthesized in plants through the shikimic acid pathway, in which phenylalanine is deaminated to cinnamic acid and then transformed into caffeic acid and its derivatives. The purpose of this review is to provide a reference for further research on the rapid structural identification and biofabrication of caffeic acid and its derivatives.
摘要：
近年来,咖啡酸及其衍生物由于其明显的生理活性和在自然界中的广泛分布而受到越来越多的关注。在本文中,为了阐明植物源性咖啡酸及其衍生物的研究现状，核磁共振波谱数据和这些化合物可能的生物合成途径是从科学数据库收集的(SciFinder，PubMed和中国知识）。根据不同类型的取代基，咖啡酸及其衍生物可分为以下几类：咖啡酯衍生物，咖啡因酒石酸，咖啡酸酰胺衍生物，咖啡酰基莽草酸，咖啡酰基奎宁酸，咖啡酰丹参酮和咖啡酰糖苷。13C-NMR和1H-NMR数据的概括表明，用咖啡酸酰化形成酯涉及酰化位移，其增加咖啡酰基的相应碳的化学位移值并降低相应碳的化学位移值。一旦羟基是酯，连接到相同碳的氢信号移至低场（1.1〜1.6）。综述了生物合成途径,人们发现咖啡酸及其衍生物首先在植物中通过莽草酸途径合成，其中苯丙氨酸被脱氨基为肉桂酸，然后转化为咖啡酸及其衍生物。本文旨在为咖啡酸及其衍生物的快速结构鉴定和生物加工研究提供参考。
