Azaphilones Pigments from the Fungus <i>Penicillium hirayamae</i>
Coralie Pavesi,
Victor Flon,
Grégory Genta-Jouve,
Elodie Pramil,
Alexandre Escargueil,
Adeel Nasir,
Tristan Montier,
Xavier Franck,
Soizic Prado
Affiliations
Coralie Pavesi
Muséum National d’Histoire Naturelle, Unité Molécules de Communication et Adaptation des Micro-Organismes, UMR 7245, CP 54, 57 rue Cuvier, 75005 Paris, France
UAR3456 CNRS LEEISA, Laboratoire Ecologie, Evolution, Interactions des Systèmes Amazoniens, Centre de Recherche de Montabo, IRD, 275 Route de Montabo, CEDEX BP 70620, 97334 Cayenne, France
Elodie Pramil
Sorbonne University INSERM U938, Centre de Recherche Saint-Antoine, 75012 Paris, France
Alexandre Escargueil
Sorbonne University INSERM U938, Centre de Recherche Saint-Antoine, 75012 Paris, France
Adeel Nasir
Brest University, INSERM, Etablissement Français du Sang, Unité Génétique Génomique Fonctionnelle et Biotechnologie, UMR 1078, 29200 Brest, France
Tristan Montier
Brest University, INSERM, Etablissement Français du Sang, Unité Génétique Génomique Fonctionnelle et Biotechnologie, UMR 1078, 29200 Brest, France
Muséum National d’Histoire Naturelle, Unité Molécules de Communication et Adaptation des Micro-Organismes, UMR 7245, CP 54, 57 rue Cuvier, 75005 Paris, France
The use of fungal pigments as dyes is attractive for various industries. Fungal pigments arise a strong interest because they are suitable for large-scale industrial production and have none of the drawbacks of synthetic pigments. Their advantages over synthetic or vegetal dyes mark them as a prime target. Azaphilones are fungal polyketides pigments bearing a highly oxygenated pyranoquinone bicyclic core produced by numerous species of ascomyceteous and basidiomyceteous fungi. In order to find new azaphilones dyes, the fungal strain Penicillium hirayamae U., a known producer of azaphilone but, chemically, barely studied so far, was investigated by molecular networking and led to the isolation of three new azaphilones, penazaphilone J-L, along with the known penazaphilone D, isochromophilone VI, and sclerketide E. Their structures were determined based on extensive NMR and the absolute configurations by ECD. All compounds were evaluated for their cytotoxic activity against human cell lines and human pathogenic-resistant strains.
