Minor Pyranonaphthoquinones from the Apothecia of the Lichen Ophioparma ventosa

Pierre Le Pogam (1) , Anne-Cécile Le Lamer (1, 2) , Bandi Siva (3) , Béatrice Legouin (1) , Arnaud Bondon (4, 1) , Jérôme Graton (5) , Denis Jacquemin (6, 5) , Isabelle Rouaud (1) , Solenn Ferron (1) , Walter Obermayer (7) , K. Suresh Babu (3) , Joël Boustie (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 PHARMA-DEV - Pharmacochimie et Biologie pour le Développement
3 IICT - CSIR Indian Institute of Chemical Technology [Hyderabad]
4 PRISM - Plate-forme Rennaise d'Imagerie et Spectroscopie Structurale et Métabolique
5 CEISAM - Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation
6 IUF - Institut Universitaire de France
7 Karl-Franzens-Universität Graz

Four new quinonoid naphthopyranones, ophioparmin (1), 4-methoxyhaemoventosins (2a and 2b), and 4-hydroxyhaemoventosin (3), together with anhydrofusarubin lactone (4) and haemoventosin (5) were isolated from the fruiting bodies of Ophioparma ventosa, a crustose lichen. Their structures were determined by spectroscopic analyses, and the absolute configurations of 1 and 2 were elucidated through experimental and calculated electronic circular dichroism analyses. Compounds 1, 2, and 5 exhibited moderate to strong antioxidant activities. The main pigment haemoventosin exhibited significant cytotoxicity toward a panel of nine cell lines

Domains: Chemical Sciences

Pierre Le Pogam, Anne-Cécile Le Lamer, Bandi Siva, Béatrice Legouin, Arnaud Bondon, et al.. Minor Pyranonaphthoquinones from the Apothecia of the Lichen Ophioparma ventosa. Journal of Natural Products, 2016, 79 (4), pp.1005-1011. ⟨10.1021/acs.jnatprod.5b01073⟩. ⟨hal-01286283⟩