title: Talaroketals A and B, unusual bis(oxaphenalenone) spiro and fused ketals from the soil fungus Talaromyces stipitatus ATCC 10500.
abstract: Two novel oxaphenalenone dimers, talaroketals A () and B (), were isolated from the soil fungus Talaromyces stipitatus. Their structures and absolute configurations were determined on the basis of spectroscopic analyses, X-ray diffraction experiments and electronic circular dichroism. Compound () features a rare benzannulated 5,6-spiroketal ring system within the dimeric bis(oxaphenalenone) skeleton while the parent compound () harbors a fused bicyclic furano-pyran moiety. These two compounds may biogenetically result from the reaction of duclauxin with a dihydrofuran derivative of botryodiplodin. Additionally, talaroketals A () and B () display modest antimicrobial activity against Staphylococcus aureus.
authors.affiliation: Sorbonne Universités, Muséum national d'Histoire naturelle, CNRS, Laboratoire Molécules de Communication et Adaptation des Microorganismes (MCAM), UMR 7245 CNRS-MNHN, CP 54, 57 rue Cuvier, 75005 Paris, France. sprado@mnhn.fr bnay@mnhn.fr.
authors.forename: Yi
authors.initials: Y
authors.lastname: Zang
authors.affiliation: Laboratoire de Pharmacognosie et de Chimie des Substances Naturelles, UMR 8638 CNRS, Faculté des Sciences Pharmaceutiques et Biologiques, Paris Descartes University, Sorbonne Paris Cité, 4 Avenue de l'Observatoire, 75006 Paris, France.
authors.forename: Grégory
authors.initials: G
authors.lastname: Genta-Jouve
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif sur Yvette, France.
authors.forename: Pascal
authors.initials: P
authors.lastname: Retailleau
authors.affiliation: Laboratory of Cancer Biology and Therapeutics, Centre de Recherche Saint-Antoine, UMR_S 938 INSERM, Université Pierre et Marie Curie, 75571 Paris, France.
authors.forename: Alexandre
authors.initials: A
authors.lastname: Escargueil
authors.affiliation: Sorbonne Universités, Muséum national d'Histoire naturelle, CNRS, Laboratoire Molécules de Communication et Adaptation des Microorganismes (MCAM), UMR 7245 CNRS-MNHN, CP 54, 57 rue Cuvier, 75005 Paris, France. sprado@mnhn.fr bnay@mnhn.fr.
authors.forename: Stéphane
authors.initials: S
authors.lastname: Mann
authors.affiliation: Sorbonne Universités, Muséum national d'Histoire naturelle, CNRS, Laboratoire Molécules de Communication et Adaptation des Microorganismes (MCAM), UMR 7245 CNRS-MNHN, CP 54, 57 rue Cuvier, 75005 Paris, France. sprado@mnhn.fr bnay@mnhn.fr.
authors.forename: Bastien
authors.initials: B
authors.lastname: Nay
authors.affiliation: Sorbonne Universités, Muséum national d'Histoire naturelle, CNRS, Laboratoire Molécules de Communication et Adaptation des Microorganismes (MCAM), UMR 7245 CNRS-MNHN, CP 54, 57 rue Cuvier, 75005 Paris, France. sprado@mnhn.fr bnay@mnhn.fr.
authors.forename: Soizic
authors.initials: S
authors.lastname: Prado
mesh_terms: D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification*; D008958:Models, Molecular; D008968:Molecular Conformation; D013141:Spiro Compounds / Q000737:chemistry*; D032901:Talaromyces / Q000737:chemistry*
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D013141:Spiro Compounds; C000611947:talaroketal A; C000611948:talaroketal B