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Open AccessArticle

Verruculosins A–B, New Oligophenalenone Dimers from the Soft Coral-Derived Fungus Talaromyces verruculosus

by Minghui Wang 1,2,†, Longhe Yang 1,†, Liubin Feng 3, Fan Hu 1, Fang Zhang 1, Jie Ren 4, Yan Qiu 4,* and Zhaokai Wang 1,*
1
Technical Innovation Center for Utilization of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Daxue Road 184, Xiamen 361000, China
2
School of Nursing and Health, Qingdao Huanghai University, Linghai Road 1145, Qingdao 266427, China
3
High-field NMR Center College of Chemistry and Chemical Engineering, Xiamen University, Siming South Road 422, Xiamen 361005, China
4
Eye Institute of Xiamen University, Fujian Provincial Key Laboratory of Ophthalmology and Visual Science, School of Medicine, Xiamen University, Xiamen 361102, China
*
Authors to whom correspondence should be addressed.
These authors contribute equally to this paper.
Mar. Drugs 2019, 17(9), 516; https://doi.org/10.3390/md17090516
Received: 12 August 2019 / Revised: 26 August 2019 / Accepted: 29 August 2019 / Published: 2 September 2019
(This article belongs to the Special Issue Strategies for Enhancing the Metabolome of Marine-Derived Fungi)
In an effort to discover new bioactive anti-tumor lead compounds, a specific tyrosine phosphatase CDC25B and an Erb family receptor EGFR were selected as drug screening targets. This work led to the investigation of the soft coral-derived fungus Talaromyces verruculosus and identification of two new oligophenalenone dimers, verruculosins A–B (12), along with three known analogues, bacillisporin F (3), duclauxin (4), and xenoclauxin (5). Compound 1 was the first structure of the oligophenalenone dimer possessing a unique octacyclic skeleton. The detailed structures and absolute configurations of the new compounds were elucidated on the basis of spectroscopic data, X-ray crystallography, optical rotation, Electronic Circular Dichroism (ECD) analysis, and nuclear magnetic resonance (NMR) calculations. Among which, compounds 1, 3, and 5 exhibited modest inhibitory activity against CDC25B with IC50 values of 0.38 ± 0.03, 0.40 ± 0.02, and 0.26 ± 0.06 µM, respectively. View Full-Text
Keywords: Talaromyces verruculosus; oligophenalenone dimers; soft coral-derived fungus; secondary metabolites Talaromyces verruculosus; oligophenalenone dimers; soft coral-derived fungus; secondary metabolites
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Wang, M.; Yang, L.; Feng, L.; Hu, F.; Zhang, F.; Ren, J.; Qiu, Y.; Wang, Z. Verruculosins A–B, New Oligophenalenone Dimers from the Soft Coral-Derived Fungus Talaromyces verruculosus. Mar. Drugs 2019, 17, 516.

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