金酸A的发现和半合成：一种从未开发植物金酸异冬藤中提取的独特的抗关联9-表-对-金烷二萜

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-03 DOI:10.1021/acs.orglett.5c00586

Su-Ping Chen, Kun Hu, Xian-Xiang Dong, Xiao-Zheng Su, Liang Zhang, Han-Dong Sun, Chun-Lei Xiang, Xiao Ding, Pema-Tenzin Puno

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引用次数: 0

摘要

Aurantiacin A(1)是一种独特的抗坏血酸亚甲基萜类化合物，由一种罕见的9-外旋螺内酯型对kaurane二萜核心、抗坏血酸（维生素C）和丁香酸组成，以及三种新的9-外旋螺内酯型对kauroid， aurantiacins B-D（2-4）组成。通过光谱数据分析、半合成、浮动手性距离几何计算和量子化学计算确定了它们的结构。发现Aurantiacin A(1)可诱导溶酶体生物发生，并对其潜在机制进行初步探讨。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Discovery and Semisynthesis of Aurantiacin A: A Unique Ascorbylated 9-epi-ent-Kaurane Diterpenoid from the Untapped Plant Isodon aurantiacus

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Discovery and Semisynthesis of Aurantiacin A: A Unique Ascorbylated 9-epi-ent-Kaurane Diterpenoid from the Untapped Plant Isodon aurantiacus

Aurantiacin A (1), a unique ascorbylated meroditerpenoid composed of an unusual 9-epi-spiro-lactone-type ent-kaurane diterpenoid core, ascorbic acid (vitamin C), and syringic acid, and three new 9-epi-spiro-lactone-type ent-kauranoids, aurantiacins B–D (2–4), were isolated from an untapped species, Isodon aurantiacus. Their structures were determined by spectroscopic data analysis, semisynthesis, floating chirality distance geometry calculations, and quantum chemical calculations. Aurantiacin A (1) was found to induce lysosomal biogenesis, and the potential mechanisms underlying this effect were preliminarily explored.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.