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
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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。
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来源期刊
Tetrahedron
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.
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