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Mar. Drugs 2015, 13(8), 5219-5236; doi:10.3390/md13085219

Rare Chromones from a Fungal Mutant of the Marine-Derived Penicillium purpurogenum G59

1
State Key Laboratory of Toxicology and Medical Countermeasures, Beijing Institute of Pharmacology and Toxicology, Beijing 100850, China
2
Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China
3
Key Laboratory of Marine Drugs, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China
*
Author to whom correspondence should be addressed.
Academic Editor: Orazio Taglialatela-Scafati
Received: 13 May 2015 / Revised: 13 May 2015 / Accepted: 10 August 2015 / Published: 18 August 2015
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Abstract

Three new and rare chromones, named epiremisporine B (2), epiremisporine B1 (3) and isoconiochaetone C (4), along with three known remisporine B (1), coniochaetone A (5) and methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate (6) were isolated from a mutant from the diethyl sulfate (DES) mutagenesis of a marine-derived Penicillium purpurogenum G59. The structures of 24 including the absolute configurations were determined by spectroscopic methods, especially by NMR analysis and electronic circular dichroism (ECD) experiments in conjunction with calculations. The absolute configuration of the known remisporine B (1) was determined for the first time. Compounds 2 and 3 have a rare feature that has only been reported in one example so far. The compounds 16 were evaluated for their cytotoxicity against several human cancer cell lines. The present work explored the great potential of our previous DES mutagenesis strategy for activating silent fungal pathways, which has accelerated the discovery of new bioactive compounds. View Full-Text
Keywords: chromone derivatives; remisporine; epiremisporine; isoconiochaetone; ECD; marine-derived fungus; Penicillium purpurogenum G59; DES mutagenesis chromone derivatives; remisporine; epiremisporine; isoconiochaetone; ECD; marine-derived fungus; Penicillium purpurogenum G59; DES mutagenesis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Xia, M.-W.; Cui, C.-B.; Li, C.-W.; Wu, C.-J.; Peng, J.-X.; Li, D.-H. Rare Chromones from a Fungal Mutant of the Marine-Derived Penicillium purpurogenum G59. Mar. Drugs 2015, 13, 5219-5236.

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