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海洋来源产毒真菌中抗菌的 Dolabellanes 和 Atranones

Antimicrobial Dolabellanes and Atranones from a Marine-Derived Strain of the Toxigenic Fungus .

出版信息

J Nat Prod. 2019 Jul 26;82(7):1923-1929. doi: 10.1021/acs.jnatprod.9b00305. Epub 2019 Jul 2.

Abstract

Three new dolabellane-type diterpenoids (-) and three new atranones (-) were isolated and identified from a marine-derived strain of the toxigenic fungus . The planar and relative structures of - were elucidated using extensive spectroscopic methods, and their absolute configurations were fully confirmed via single-crystal X-ray diffraction analysis. Structurally, compounds and have a 1,14- dolabellane-type diterpenoid skeleton; compound is the first C atranone featuring a propan-2-one motif linked to a dolabellane-type diterpenoid by a carbon-carbon bond; compound represents the first example of a C atranone with a 2-methyltetrahydrofuran-3-carboxylate motif fused to a dolabellane-type diterpenoid at C-5-C-6. In an in vitro antimicrobial activity assay, compound was active against and with MIC values of 16 and 32 μg/mL, respectively, while compound exhibited significant inhibitory activities against , , and methicillin-resistant (MRSA) with MIC values of 8, 16, and 32 μg/mL, respectively.

摘要

从产毒真菌的海洋来源菌株中分离鉴定出三种新的贝壳杉烷型二萜(-)和三种新的阿特拉酮(-)。通过广泛的光谱方法阐明了-的平面和相对结构,并通过单晶 X 射线衍射分析完全确定了它们的绝对构型。结构上,化合物和具有 1,14-贝壳杉烷型二萜骨架;化合物是第一个具有丙-2-酮基的 C 阿特拉酮,通过碳-碳键与贝壳杉烷型二萜连接;化合物代表第一个 C 阿特拉酮的例子,其中 2-甲基四氢呋喃-3-羧酸酯基融合到贝壳杉烷型二萜的 C-5-C-6 位。在体外抗菌活性测定中,化合物对和具有 MIC 值分别为 16 和 32 μg/mL 的活性,而化合物对、和耐甲氧西林金黄色葡萄球菌(MRSA)具有显著的抑制活性,MIC 值分别为 8、16 和 32 μg/mL。

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