Centre National de la Recherche Scientifique, Institut de Chimie des Substances Naturelles ICSN , Avenue de la Terrasse, 91198 Gif-sur-Yvette, Cedex, France.
LEMAR, IRD, CNRS, IFREMER, Université de Bretagne Occidentale, IUEM, Technopole Brest-Iroise , Rue Dumont d'Urville, 29280 Plouzané, France.
J Nat Prod. 2017 Oct 27;80(10):2850-2854. doi: 10.1021/acs.jnatprod.7b00714. Epub 2017 Oct 18.
Two sporothriolide-related compounds were obtained from an extract of the fungus Hypoxylon monticulosum CLL-205, isolated from a Sphaerocladina sponge collected from the Tahiti coast. Compound 2 is a deoxy analogue of sporothric acid (4). Compound 3 is a newly reported unusual scaffold combining sporothriolide (1) and trienylfuranol A (5) moieties, through a Diels-Alderase-type reaction. Various experimental and analytical arguments supported the biocatalytic origin of compound 3. The structures of the isolated compounds were elucidated using 1D and 2D NMR, HRMS, and IR data. The structure and the absolute configuration of 3 were unambiguously confirmed by a single-crystal X-ray diffraction analysis.
从采集自塔希提海岸的一种球腔菌海绵中的真菌 Hypoxylon monticulosum CLL-205 的提取物中获得了两种与sporothriolide 相关的化合物。化合物 2 是 sporothric 酸（4）的脱氧类似物。化合物 3 是一种新报道的不寻常支架，通过 Diels-Alderase 型反应结合了 sporothriolide（1）和 trienylfuranol A（5）部分。各种实验和分析论据支持化合物 3 的生物催化起源。使用 1D 和 2D NMR、高分辨率质谱（HRMS）和红外（IR）数据阐明了分离化合物的结构。通过单晶 X 射线衍射分析明确确定了 3 的结构和绝对构型。
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