Amphiepicoccins A-J: Epipolythiodioxopiperazines from the Fish-Gill-Derived Fungus Epicoccum nigrum HDN17-88

  • J Nat Prod. 2020 Feb 28;83(2):524-531. doi: 10.1021/acs.jnatprod.9b01242.
Qiuying Wang  1 ,  Kaijin Zhang  1 ,  Wei Wang  1 ,  Guojian Zhang  1 ,  Tianjiao Zhu  1 ,  Qian Che  1 ,  Qianqun Gu  1 ,  Dehai Li  1  2
Affiliations
  • 1. School of Medicine and Pharmacy , Ocean University of China , Qingdao 266003 , People's Republic of China.
  • 2. Laboratory for Marine Drugs and Bioproducts , Pilot National Laboratory for Marine Science and Technology , Qingdao , 266237 , People's Republic of China.
PMID: 31975590 DOI: 10.1021/acs.jnatprod.9b01242
Abstract

Ten new epipolythiodioxopiperazines (ETPs), namely, amphiepicoccins A-J (1-10), were isolated from the fish-gill-derived fungus Epicoccum nigrum HDN17-88. Their structures were deduced from extensive spectroscopic data and electronic circular dichroism (ECD) calculations. Amphiepicoccin A (1) which contains an aromatic indole motif is unprecedented among the epicoccin type of ETPs. Compounds 1, 3, and 6 displayed anti-HSV-2 activities, with IC50 values of 70, 64, and 29 μM, respectively (acyclovir as positive control with an IC50 value of 31 μM), while 5 and 6 also revealed inhibitory activity against Bacillus subtilis with minimum inhibitory concentration (MIC) values of 13 and 25 μM, respectively.