Biomar Microbial Technologies, Parque Tecnológico de León, Parcela M-10.4, Armunia, 24009 León, Spain.
Instituto de Productos Naturales y Agrobiología, Consejo Superior de Investigaciones Científicas (IPNA-CSIC), 38206 La Laguna, Tenerife, Spain.
Mar Drugs. 2023 Oct 3;21(10):526. doi: 10.3390/md21100526.
Using the OSMAC (One Strain Many Compounds) approach, the actinobacterium , derived from an unidentified cnidarian collected from a reef near Pointe de Bellevue in Réunion Island (France), was subjected to cultivation under diverse conditions. This endeavour yielded the isolation of a repertoire of 23 secondary metabolites (-), wherein five compounds were unprecedented as natural products (-). Specifically, compounds and showcased novel anthrone backbones, while compound displayed a distinctive tetralone structure. Additionally, compounds and presented an unusual naphtho [2,3-]furan-4(9)-one chromophore. Interestingly, the detection of all these novel compounds (-) was exclusively achieved when the bacterium was cultured in FA-1 liquid medium supplemented with the epigenetic modifier γ-butyrolactone. The elucidation of the structural features of the newfound compounds was accomplished through a combination of HRESIMS, 1D and 2D NMR spectroscopy, as well as QM-NMR (Quantum Mechanical-Nuclear Magnetic Resonance) methods and by comparison with existing literature. Moreover, the determination of the relative configuration of compound was facilitated by employing the mix--DP4 computational approach.
采用 OSMAC（一种菌株多种化合物）方法，从法国留尼汪岛比弗尔角附近的珊瑚中分离得到的放线菌经过多种条件的培养，从中分离得到了 23 种次生代谢产物（-），其中 5 种化合物是前所未有的天然产物（-）。具体来说，化合物和呈现出新颖的蒽酮骨架，而化合物则表现出独特的四氢酮结构。此外，化合物和呈现出不寻常的萘并[2,3-furan-4(9)-one 发色团。有趣的是，只有当细菌在 FA-1 液体培养基中培养并添加表观遗传修饰剂 γ-丁内酯时，才能检测到所有这些新型化合物（-）。通过结合高分辨质谱（HRESIMS）、1D 和 2D NMR 光谱以及量子力学-核磁共振（QM-NMR）方法，并与现有文献进行比较，确定了新发现化合物的结构特征。此外，通过使用混合 DP4 计算方法确定了化合物的相对构型。
