苦豆素A是一种罕见的多轴双香豆素

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-03-22 DOI:10.1016/j.tetlet.2025.155556

Shan-Shan Chen , Li Wang , Yi-Nong Wang , Bang-Yin Tan , Chang-Bin Wang , Yu Duan , Yun-Li Zhao , Xiao-Dong Luo

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引用次数: 0

摘要

摘要从亚洲托德利亚（Toddalia asiatica）的根中分离到一种新的香豆素二聚体Toddamarin A，该化合物具有1,3,4,4,5-五取代环己烯环。通过ROESY和变温核磁共振实验证明，该化合物同时具有手性中心和立体轴，具有异位异构性。此外，还提出了一种可行的生物合成途径。这一发现丰富了香豆素的化学多样性，为立体选择性合成提供了有希望的分子模板。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Toddamarin A, a rare atropisomeric biscoumarin with multi-axis from Toddalia asiatica

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Toddamarin A, a rare atropisomeric biscoumarin with multi-axis from Toddalia asiatica

Toddamarin A, a new prenylated coumarin dimer with a new type of 1,3,4,4,5-pentasubstituted cyclohexene ring was isolated from the roots of Toddalia asiatica. Notably, it possessed both chiral centers and stereogenic axes, exhibiting atropisomeric property as evidenced by ROESY and variable temperature NMR experiment. Additionally, a plausible biosynthetic pathway was proposed. The finding enriched the chemical diversity of coumarins, and provided promising molecular template for stereoselective synthesis.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.