Identification, structural revision and biological evaluation of the phyllocladane-type diterpenoids from Callicarpa longifolia var. floccosa

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-10-10 DOI:10.1016/j.tet.2024.134304

Qing Li , Kun Shang , Jin Wang , Chen-Sen Xu , Zhuoer Cai , Peng Yuan , Chun-Gu Wang , Min-Min Gu , Yu Zhang , Zhi-Xin Liao

引用次数: 0

Abstract

Phyllocladane-type diterpenoids represent a rare group of tetracyclic diterpenes. Two diterpenoids (1 and 2) were extracted from Callicarpa longifolia var. floccosa, along with the Chemically synthesized derivatized compound 3. The crystal data for compound 1 were first reported in this study, and compound 2 was identified as a novel phyllocladane-type diterpenoid. In addition, calliterpenone monoacetate was previously erroneously reported as compound 2. We corrected the structure of calliterpenone monoacetate to 2a by X-ray diffraction, NMR calculations, and chemical synthesis, as well as the TDDFT-ECD method. At the same time, the antitumor activity of compounds 1 and 2 was studied.

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长叶胼变种中的phyllocladane型二萜的鉴定、结构修订和生物学评价

Phyllocladane 型二萜是一类罕见的四环二萜。从 Callicarpa longifolia var. floccosa 中提取了两种二萜类化合物（1 和 2），以及化学合成的衍生化合物 3。本研究首次报道了化合物 1 的晶体数据，并鉴定出化合物 2 是一种新型的phyllocladane 类二萜化合物。此外，马蹄莲酮单乙酸酯之前被错误地报告为化合物 2。我们通过 X 射线衍射、核磁共振计算、化学合成以及 TDDFT-ECD 方法，将单乙酸马来萜酮的结构更正为 2a。同时，我们还研究了化合物 1 和 2 的抗肿瘤活性。

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

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.