Chrodrimanins I and J from the Antarctic Moss-Derived Fungus Penicillium funiculosum GWT2-24

Two new meroterpenoids, named chrodrimanins I and J (1 and 2), together with five known biosynthetically related chrodrimanins (3–7), were isolated from the culture of the Antarctic moss-derived fungus Penicillium funiculosum GWT2-24. Distinguished from all of the reported chrodrimanins, compounds 1 and 2 possess a unique cyclohexanone (E ring) instead of a δ-lactone ring. These structures including the absolute configurations were established on the basis of MS, NMR, and X-ray crystallographic analysis. Compounds 1–7 showed no cytotoxic or antibacterial activities, while the known compounds 3, 5, and 6 exhibited inhibitory activities against influenza virus A (H1N1), with IC50 values ranged from 21 to 57 μM.

本研究从南极苔藓来源的绳状青霉（Penicillium funiculosum）GWT2-24的发酵培养物中，分离得到2个新型杂萜类（meroterpenoids）化合物，命名为克罗德里曼素（chrodrimanins）I与J（1、2），以及5个已报道的、生物合成相关的克罗德里曼素类化合物（3~7）。与所有已报道的克罗德里曼素类化合物相比，化合物1和2拥有独特的环己酮（E环）结构，而非δ-内酯环。通过质谱（MS）、核磁共振波谱（NMR）及X射线晶体衍射分析，确定了包括绝对构型在内的所有化合物结构。化合物1~7均未表现出细胞毒性与抗菌活性；而已知化合物3、5、6对甲型流感病毒（H1N1）具有抑制活性，其半抑制浓度（IC50）范围为21~57 μM。