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斯巴醇 A-G,来源于子囊菌的具有生物活性的氧化螺二氧萘衍生物。

Sparticolins A-G, Biologically Active Oxidized Spirodioxynaphthalene Derivatives from the Ascomycete .

机构信息

Center of Excellence in Fungal Research , Mae Fah Luang University , Chiang Rai 57100 , Thailand.

Department of Microbial Drugs , Helmholtz Centre for Infection Research and German Centre for Infection Research (DZIF) , partner site Hannover/Braunschweig, Inhoffenstrasse 7 , 38124 Braunschweig , Germany.

出版信息

J Nat Prod. 2019 Oct 25;82(10):2878-2885. doi: 10.1021/acs.jnatprod.9b00604. Epub 2019 Oct 10.

Abstract

To explore the chemical diversity of metabolites from new species of Dothideomycetes, the ex-type strain of was investigated. Seven highly oxygenated and functionalized spirodioxynaphthalene natural products incorporating carboxyalkylidene-cyclopentanoid (-), carboxyl-functionalized oxabicyclo[3.3.0]octane (-), and annelated 2-cyclopentenone/δ-lactone () units, sparticolins A-G, were isolated from submerged cultures of the fungus. Their chemical structures including their relative (and absolute) configurations were established through spectroscopic and X-ray crystallographic analyses. Sparticolin B () exhibited inhibitory activity against the Gram-positive bacteria , , and , while sparticolin G () showed antifungal activities against and . All other sparticolins were only weakly active against and also showed weak activities against the nematode . Compounds and also showed moderate cytotoxic activities against seven mammalian cell lines.

摘要

为了探索新种枝孢霉属(Dothideomycetes)代谢产物的化学多样性,对模式菌株进行了研究。从真菌的浸出培养物中分离得到了七种高度氧化和功能化的螺二氧萘并萘天然产物,它们包含羧基亚烷基-环戊烷(-)、羧基化氧杂双环[3.3.0]辛烷(-)和并环 2-环戊烯酮/δ-内酯()单元,分别命名为 Sparticolins A-G。通过光谱和 X 射线晶体学分析确定了它们的化学结构,包括相对(和绝对)构型。Sparticolin B()对革兰氏阳性菌、和表现出抑制活性,而 Sparticolin G()对和表现出抗真菌活性。其他所有的 Sparticolins 仅对和表现出微弱的活性,对线虫也表现出微弱的活性。化合物和也对七种哺乳动物细胞系表现出中等的细胞毒性活性。

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