研究动态
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ent-Clavilactone J 及其醌衍生物,来自真菌 Resupinatus sp 的 Meroterpenoids。

ent-Clavilactone J and Its Quinone Derivative, Meroterpenoids from the Fungus Resupinatus sp.

发表日期:2023 Nov 06
作者: Karen Harms, Pathompong Paomephan, Thitiya Boonpratuang, Rattaket Choeyklin, Chuenchit Boonchird, Frank Surup
来源: JOURNAL OF NATURAL PRODUCTS

摘要:

代谢物 1 和 2,从担子菌 Resupinatus sp 的培养物中分离出来。 BCC84615 采集于泰国东北部的热带森林,对枯草芽孢杆菌和金黄色葡萄球菌表现出较弱的抗生素活性,并对癌细胞系具有细胞毒性。通过高分辨率电喷雾电离质谱和核磁共振波谱法阐明了它们的平面结构,如来自担子菌 Ampulloclitocybe clavipes 的 clavilactone J 及其新的 1,4-苯醌衍生物。 1中对ROESY相关性的详细分析证实了最近对克拉维内酯J相对构型的修正。然而,通过电子圆二色性观察到的比旋光度和Cotton效应与克拉维内酯相反;因此,我们指定了一个罕见的对映绝对构型。
Metabolites 1 and 2, isolated from cultures of the basidiomycete Resupinatus sp. BCC84615, collected in a tropical forest in northeastern Thailand, showed weak antibiotic activity against Bacillus subtilis and Staphylococcus aureus and cytotoxicity against cancer cell lines. Their planar structures were elucidated by high-resolution electrospray ionization mass spectrometry and NMR spectroscopy as clavilactone J, known from the basidiomycete Ampulloclitocybe clavipes, and its new 1,4-benzoquinone derivative. A detailed analysis of the ROESY correlations in 1 confirmed the recent revision of the relative configuration of clavilactone J. However, specific rotation and Cotton effects observed by electronic circular dichroism were contrary to those of the clavilactones; thus, we assigned a rare antipodal absolute configuration.