1. Academic Validation
  2. Minor Pyranonaphthoquinones from the Apothecia of the Lichen Ophioparma ventosa

Minor Pyranonaphthoquinones from the Apothecia of the Lichen Ophioparma ventosa

  • J Nat Prod. 2016 Apr 22;79(4):1005-11. doi: 10.1021/acs.jnatprod.5b01073.
Pierre Le Pogam 1 Anne-Cécile Le Lamer 1 2 Bandi Siva 3 Béatrice Legouin 1 Arnaud Bondon 4 Jérôme Graton 5 Denis Jacquemin 5 6 Isabelle Rouaud 1 Solenn Ferron 1 Walter Obermayer 7 K Suresh Babu 3 Joël Boustie 1
Affiliations

Affiliations

  • 1 UMR CNRS 6226 ISCR PNSCM, Université de Rennes 1 , 2 Avenue du Professeur Léon Bernard, 35043 Rennes, France.
  • 2 Université Paul Sabatier Toulouse 3 , 118 Route de Narbonne, 31062 Toulouse, France.
  • 3 Division of Natural Products Chemistry CSIR, Indian Institute of Chemical Technology , Uppal Road, Hyderabad 500607, India.
  • 4 UMR CNRS 6226 ISCR ICMV, Université de Rennes 1 , Plate-forme PRISM, CS 34317, 35043 Rennes, France.
  • 5 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.
  • 6 Institut Universitaire de France , 1 Rue Descartes, 75231 CEDEX 05 Paris, France.
  • 7 Institut für Pflanzenwissenschaften, Karl-Franzens-Universität , Holteigasse 6, A-8010 Graz, Austria.
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.

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