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Open AccessArticle

Bioactive Indolyl Diketopiperazines from the Marine Derived Endophytic Aspergillus versicolor DY180635

State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai 200237, China
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Mar. Drugs 2020, 18(7), 338; https://doi.org/10.3390/md18070338
Received: 3 June 2020 / Revised: 24 June 2020 / Accepted: 25 June 2020 / Published: 28 June 2020
(This article belongs to the Special Issue Bioactive Molecules from Marine Microorganisms)
Four new indolyl diketopiperazines, aspamides A–E (14) and two new diketopiperazines, aspamides F–G (5–6), along with 11 known diketopiperazines and intermediates were isolated from the solid culture of Aspergillus versicolor, which is an endophyte with the sea crab (Chiromantes haematocheir). Further chiral high-performance liquid chromatography resolution gave enantiomers (+)- and (−)-4, respectively. The structures and absolute configurations of compounds 16 were determined by the comprehensive analyses of nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HR-MS), and electronic circular dichroism (ECD) calculation. All isolated compounds were selected for the virtual screening on the coronavirus 3-chymoretpsin-like protease (Mpro) of Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2), and the docking scores of compounds 12, 5, 6, 8 and 17 were top among all screened molecules, may be helpful in fighting with Corona Virus Disease-19 (COVID-19) after further studies. View Full-Text
Keywords: endophyte fungus; Aspergillus versicolor; diketopiperazines; ECD calculation; enantiomers endophyte fungus; Aspergillus versicolor; diketopiperazines; ECD calculation; enantiomers
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Ding, Y.; Zhu, X.; Hao, L.; Zhao, M.; Hua, Q.; An, F. Bioactive Indolyl Diketopiperazines from the Marine Derived Endophytic Aspergillus versicolor DY180635. Mar. Drugs 2020, 18, 338.

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