Citation: Xueyi Hu, Xiaoming Li, Suiqun Yang, Xin Li, Bingui Wang, Linghong Meng. Vercytochalasins A and B: Two unprecedented biosynthetically related cytochalasins from the deep-sea-sourced endozoic fungus Curvularia verruculosa[J]. Chinese Chemical Letters, ;2023, 34(2): 107516. doi: 10.1016/j.cclet.2022.05.030 shu

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

Xueyi Hu ^{a, b} ,
Xiaoming Li ^{a, c} ,
Suiqun Yang ^{a, c} ,
Xin Li ^{a, c} ,
Bingui Wang ^{a, b, c, *,} ,
Linghong Meng ^{a, c, *,}

a.
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
b.
College of Marine Sciences, University of Chinese Academy of Sciences, Beijing 100049, China
c.
Center for Ocean Mega-Science, Chinese Academy of Sciences, Qingdao 266071, China

wangbg@ms.qdio.ac.cn

menglh@ms.qdio.ac.cn

Received Date: 12 February 2022
Revised Date: 6 May 2022
Accepted Date: 11 May 2022
Available Online: 14 May 2022

Figures(7)

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 angiotensin-Ⅰ-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.
- Deep sea,
- Endozoic fungus,
- Curvularia verruculosa,
- Cytochalasins,
- Angiotensin-Ⅰ-converting enzyme inhibitory activity
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沈阳化工大学材料科学与工程学院沈阳 110142