Graphiumins, new thiodiketopiperazines from the marine-derived fungus Graphium sp. OPMF00224
Graphiumins, new thiodiketopiperazines from the marine-derived fungus Graphium sp. OPMF00224
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DOI：
10.1038/ja.2015.41
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发表时间：
2015-04
期刊：
影响因子：
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通讯作者：
T. Fukuda;Minori Shinkai;Eri Sasaki;Kenichiro Nagai;Y. Kurihara;A. Kanamoto;H. Tomoda
中科院分区：
文献类型：
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作者：
T. Fukuda;Minori Shinkai;Eri Sasaki;Kenichiro Nagai;Y. Kurihara;A. Kanamoto;H. Tomoda
从海洋源性真菌 Graphium sp. 的培养液中分离出八种新的硫代二酮哌嗪，称为石墨素 A 至 H (1-8)，以及双脱硫双 (甲硫基)-脱乙酰阿诺丁 (9) 和双脱硫双 (甲硫基)-脱乙酰阿诺丁 (10)。 OPMF00224。基于光谱分析（1D 和 2D NMR 数据、ROESY 相关性和 CD 数据）和化学方法阐明了石墨素的结构。通过水解、苯甲酰衍生化和使用手性柱的 HPLC 分析，确定了 1、3 和 4 中常见的 (3S)-3-羟基辛酸残基的绝对构型。五种石墨素可适度抑制耐甲氧西林金黄色葡萄球菌产生黄色素。
Eight new thiodiketopiperazines, designated as graphiumins A to H (1–8), were isolated along with bisdethiobis (methylthio)-deacetylaranotin (9) and bisdethiobis (methylthio)-deacetylapoaranotin (10) from the culture broth of the marine-derived fungus Graphium sp. OPMF00224. The structures of the graphiumins were elucidated based on spectroscopic analyses (1D and 2D NMR data, ROESY correlations and CD data) and chemical methods. The absolute configuration of the common (3S)-3-hydroxy-octanoyl acid residue in 1, 3 and 4 was determined by hydrolysis, benzoyl derivatization and HPLC analysis using a chiral column. Five graphiumins moderately inhibited yellow pigment production by methicillin-resistant Staphylococcus aureus.