Structure Elucidation of Purpurinidin from Salix purpurea Reveals an Undescribed Class of Pyranoanthocyanins─the Salicinocyanins.

IF 3.6 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-09-26 DOI:10.1021/acs.jnatprod.5c00599

Philipp Hopfstock, Mario Simirgiotis, Peter Winterhalter, Recep Gök

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引用次数: 0

Abstract

Plants from the family Salicaceae have been used as health-promoting products for more than 3,500 years. They contain various secondary metabolites such as anthocyanins and phenolic glycosides (salicinoids) derived from salicin, a prodrug of salicylic acid, one of the most commonly used drugs today. Anthocyanins, which are primarily found in berries and certain vegetables, are recognized for their wide range of health benefits. Although salicinoids are well-known, knowledge regarding the occurrence of anthocyanins in this plant family is limited. In the early 1970s, Bridle et al. discovered an unknown anthocyanin in the bark of Salix purpurea, which was named purpurinidin. As far as we know, however, the structure of purpurinidin has not been elucidated to date. In this work, we present the isolation and structure elucidation of compound 1 that we suspect to be the aforementioned purpurinidin, which reveals the existence of new group of anthocyanin- and salicinoid-derived pyranoanthocyanin-type compounds. We have named this new type of pyranoanthocyanins "salicinocyanins" to emphasize their chemical origins.

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杨柳紫花苷的结构解析揭示了一类未被描述的Pyranoanthocyanins - salicinoyanins。

水杨科植物被用作促进健康的产品已有3500多年的历史。它们含有各种次生代谢物，如花青素和从水杨酸中提取的酚苷（水杨酸类），水杨酸是当今最常用的药物之一。花青素主要存在于浆果和某些蔬菜中，被认为具有广泛的健康益处。虽然水杨酸是众所周知的，但关于花青素在这个植物家族中的存在的知识是有限的。20世纪70年代初，Bridle等人在Salix purpurea树皮中发现了一种未知的花青素，并将其命名为purpurinidin。然而，据我们所知，紫嘌呤的结构至今尚未被阐明。在这项工作中，我们提出了化合物1的分离和结构解析，我们怀疑是上述的紫红素，这揭示了花青素和水杨酸衍生的新的类pyrano花青素类化合物的存在。我们将这种新型的pyranoanthocyanins命名为“salicinoyanins”，以强调它们的化学起源。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.