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简化鞣花单宁的合成:葡萄糖核的选择性功能化和六羟二苯二酸基的立体发散构建。

Streamlined Synthesis of Ellagitannins: Site-Selective Functionalization of the Glucose Core and Stereodivergent Construction of the Hexahydroxydiphenoic Groups.

机构信息

Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki 305-8565, Japan.

Department of Pharmaceutical Sciences, International University of Health and Welfare, 137-1 Enokizu, Okawa, Fukuoka 831-8501, Japan.

出版信息

J Agric Food Chem. 2024 Nov 6;72(44):24191-24197. doi: 10.1021/acs.jafc.4c07615. Epub 2024 Oct 28.

Abstract

Ellagitannins are a class of plant polyphenols with a structural diversity of around 1000. Because those with attractive biological activities have been reported, synthetic studies have been performed. The purpose of this perspective is to provide an outlook toward future developments on ellagitannin chemistry and medicinal applications by overviewing synthetic studies. In particular, we summarize recent synthetic efforts of ellagitannins via functionalization of the glucose core and stereodivergent construction of the characteristic hydroxydiphenoic groups. The development of chemical probes utilizing natural ellagitannins is also introduced.

摘要

鞣花单宁是一类具有约 1000 种结构多样性的植物多酚,因其具有吸引人的生物活性而受到报道,因此进行了合成研究。本文的目的是通过综述合成研究,为鞣花单宁化学和药用应用的未来发展提供展望。特别是,我们通过葡萄糖核的功能化和特征性二羟二苯羧酸基团的立体发散构建,总结了最近关于鞣花单宁的合成研究。本文还介绍了利用天然鞣花单宁开发化学探针的进展。

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