title: Minor Pyranonaphthoquinones from the Apothecia of the Lichen Ophioparma ventosa.
abstract: 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.
authors.affiliation: UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.
authors.forename: Pierre
authors.initials: P
authors.lastname: Le Pogam
authors.affiliation: UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.|Université Paul Sabatier Toulouse 3 , 118 Route de Narbonne, 31062 Toulouse, France.
authors.forename: Anne-Cécile
authors.initials: AC
authors.lastname: Le Lamer
authors.affiliation: Division of Natural Products Chemistry CSIR, Indian Institute of Chemical Technology , Uppal Road, Hyderabad 500607, India.
authors.forename: Bandi
authors.initials: B
authors.lastname: Siva
authors.affiliation: UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.
authors.forename: Béatrice
authors.initials: B
authors.lastname: Legouin
authors.affiliation: UMR CNRS 6226 ISCR ICMV, Université de Rennes 1 , Plate-forme PRISM, CS 34317, 35043 Rennes, France.
authors.forename: Arnaud
authors.initials: A
authors.lastname: Bondon
authors.affiliation: UMR CNRS 6230, Chimie et Interdisciplinarité: Synthèse, Analyse et Modélisation (CEISAM), Université de Nantes , 2 Rue de la Houssinière, BP 92208, 44322 CEDEX 3 Nantes , France.
authors.forename: Jérôme
authors.initials: J
authors.lastname: Graton
authors.affiliation: UMR CNRS 6230, Chimie et Interdisciplinarité: Synthèse, Analyse et Modélisation (CEISAM), Université de Nantes , 2 Rue de la Houssinière, BP 92208, 44322 CEDEX 3 Nantes , France.|Institut Universitaire de France , 1 Rue Descartes, 75231 CEDEX 05 Paris, France.
authors.forename: Denis
authors.initials: D
authors.lastname: Jacquemin
authors.affiliation: UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.
authors.forename: Isabelle
authors.initials: I
authors.lastname: Rouaud
authors.affiliation: UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.
authors.forename: Solenn
authors.initials: S
authors.lastname: Ferron
authors.affiliation: Institut für Pflanzenwissenschaften, Karl-Franzens-Universität , Holteigasse 6, A-8010 Graz, Austria.
authors.forename: Walter
authors.initials: W
authors.lastname: Obermayer
authors.affiliation: Division of Natural Products Chemistry CSIR, Indian Institute of Chemical Technology , Uppal Road, Hyderabad 500607, India.
authors.forename: K Suresh
authors.initials: KS
authors.lastname: Babu
authors.affiliation: UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.
authors.forename: Joël
authors.initials: J
authors.lastname: Boustie
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000494:pharmacology; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D048690:Fruiting Bodies, Fungal / Q000737:chemistry; D006801:Humans; D020128:Inhibitory Concentration 50; D008011:Lichens / Q000737:chemistry*; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010851:Picrates / Q000494:pharmacology; D011714:Pyrans / Q000737:chemistry / Q000302:isolation & purification*
chemical_list: D000970:Antineoplastic Agents; D001713:Biphenyl Compounds; D009285:Naphthoquinones; D010851:Picrates; D011714:Pyrans; C000610552:ophioparmin; C004931:1,1-diphenyl-2-picrylhydrazyl