Vercytochalasins A and B: Two unprecedented biosynthetically related cytochalasins from the deep-sea-sourced endozoic fungus Curvularia verruculosa  

作　　者：Xueyi Hu Xiaoming Li Suiqun Yang Xin Li Bingui Wang Linghong Meng 

机构地区：[1]CAS and Shandong Province Key Laboratory of Experimental Marine Biology,Institute of Oceanology,Chinese Academy of Sciences,and Laboratory of Marine Biology and Biotechnology,Qingdao National Laboratory for Marine Science and Technology,Qingdao 266071,China [2]College of Marine Sciences,University of Chinese Academy of Sciences,Beijing 100049,China [3]Center for Ocean Mega-Science,Chinese Academy of Sciences,Qingdao 266071,China

出　　处：《Chinese Chemical Letters》2023年第2期407-411,共5页中国化学快报（英文版）

基　　金：financially supported by the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDA22050401);the National Natural Science Foundation of China (Nos. U2006203 and 42076090);the Senior User Project of RV KEXUE (No. KEXUE2020GZ02);the Shandong Provincial Natural Science Foundation (No. ZR2021ZD28);the Basic Applied Research program of Qingdao (No. 19–6–2–40-cg);the support of the RV KEXUE of the National Major Science and Technology Infrastructure from the Chinese Academy of Sciences (for sampling) and the Oceanographic Data center at IOCAS (for CPU time)。

摘　　要：Vercytochalasins A(1) and B(2), two biosynthetically related cytochalasins featuring novel structure and substituents, were isolated from the endozoic fungus Curvularia verruculosa which was associated with the deep-sea squat lobster Shinkaia crosnieri collected from the cold seep environment in South China sea. Their structures were elucidated by detailed interpretation of NMR spectroscopic and mass spectrometric data. The absolute configurations were confirmed by NOESY experiments as well as by DP4+ and ECD calculations. Differed from common cytochalasins, compound 1 is an uncommon secocytochalasin featuring the ester group cleaved between C-9 and C-23, and incorporating an additional oxygenated C4 unit which coupled with C-20 and C-22 to form a new substituted cyclohexenone moiety, while compound 2 contains an unusual 2–hydroxy-3-oxobutan-2-yl unit at C-22. Both compounds are distinctive from the commonly described cytochalasins. Compound 1 exhibited potent activity against angiotensinI-converting enzyme(ACE) whereas compound 2 showed antibacterial activity. Molecular docking simulations were performed to explore the intermolecular interaction of compounds 1 and 2 with ACE.

关 键 词：Deep sea Endozoic fungus Curvularia verruculosa CYTOCHALASINS Angiotensin-I-converting enzyme inhibitory activity 

分 类 号：Q936[生物学—微生物学]