1. Academic Validation
  2. Verruculosins A-B, New Oligophenalenone Dimers from the Soft Coral-Derived Fungus Talaromyces verruculosus

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

  • Mar Drugs. 2019 Sep 2;17(9):516. doi: 10.3390/md17090516.
Minghui Wang 1 2 Longhe Yang 1 Liubin Feng 3 Fan Hu 1 Fang Zhang 1 Jie Ren 4 Yan Qiu 5 Zhaokai Wang 6
Affiliations

Affiliations

  • 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.
  • 5 Eye Institute of Xiamen University, Fujian Provincial Key Laboratory of Ophthalmology and Visual Science, School of Medicine, Xiamen University, Xiamen 361102, China. yanqiu@xmu.edu.cn.
  • 6 Technical Innovation Center for Utilization of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Daxue Road 184, Xiamen 361000, China. wang@tio.org.cn.
Abstract

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 (1-2), 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.

Keywords

Talaromyces verruculosus; oligophenalenone dimers; secondary metabolites; soft coral-derived fungus.

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