Characterization of a bioactive meroterpenoid isolated from the marine-derived fungus Talaromyces sp.
Characterization of a bioactive meroterpenoid isolated from the marine-derived fungus Talaromyces sp.
复制标题
从海洋来源的真菌 Talaromyces sp 中分离出的生物活性类萜的表征。
DOI：
10.1007/s00253-022-11914-1
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发表时间：
2022-04-13
影响因子：
5
通讯作者：
Wang, Weiyi
中科院分区：
文献类型：
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作者：
Hong, Xuan;Guan, Xiaoqing;Wang, Weiyi
从海洋真菌Talaromyces sp. HM6-1-1中分离到一种新的美萜类化合物taladrimanin A(1)，并分离到11个生物相关化合物（2-12）。提出了一种可行的巯基萜类化合物（1-4）生物合成途径。通过HRESIMS和NMR对1的平面结构进行了表征。通过量子化学核磁共振计算两种可能的异构体，建立了其相对构型，并用DP4 +方法对其进行了分析。最后，x射线衍射明确地证实了化合物1的相对构型，揭示了化合物1的绝对构型。将2-12人的核磁共振数据与文献中报道的数据进行比较。1是第一个具有8r构型的C10聚酮单元的驱动型巯基萜类化合物。在生物活性实验中，1对胃癌细胞MGC803和MKN28表现出抗肿瘤活性；抑制MGC803细胞集落形成和诱导细胞凋亡均呈浓度依赖性。此外，在本研究中，1对金黄色葡萄球菌6538P表现出选择性抗菌活性，对副溶血性弧菌和大肠杆菌表现出低活性。
A new meroterpenoid, taladrimanin A (1), was isolated from a marine-derived fungus Talaromyces sp. HM6-1-1, together with eleven biogenetically related compounds (2-12). A plausible biosynthetic pathway for the meroterpenoids (1-4) was proposed. The planar structure of 1 was assigned by HRESIMS and NMR. Its relative configuration was established by quantum chemical NMR calculation of two possible isomers and analyzed by DP4 + method. Finally, X-ray diffraction unambiguously confirmed the relative configuration and revealed the absolute configuration of compound 1. 2-12 were assigned by comparing their NMR data with those reported in the literature. 1 was the first drimane-type meroterpenoid with a C10 polyketide unit bearing an 8R-configuration. In the bioactive assay, 1 exhibited antitumor activity against gastric cancer cells MGC803 and MKN28; it also inhibited the colony formation and induced apoptosis in MGC803 cells both in a concentration-dependent manner. Additionally, 1 displayed selective antibacterial activity against Staphylococcus aureus 6538P, and low activities towards strains of Vibrio parahaemolyticus and Escherichia coli in this study.