title: Mycoleptones A-C and polyketides from the endophyte Mycoleptodiscus indicus.
abstract: Three new azaphilones with an unusual methylene bridge, named mycoleptones A, B, and C (2, 4, and 5), were isolated from cultures of Mycoleptodiscus indicus, a fungus associated with the South American medicinal plant Borreria verticillata. Additionally, four known polyketides, austdiol (1), eugenitin (3), 6-methoxyeugenin (6), and 9-hydroxyeugenin (7), were also isolated. The structural characterization of compounds was carried out by nuclear magnetic resonance spectroscopy, high-resolution mass spectrometry, electronic circular dichroism spectroscopy, time-dependent density functional theory calculations, and X-ray crystallography. Compounds 1-9 were weakly active when tested in antileishmanial and cytotoxicity assays.
authors.affiliation: Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo , 14040-903, Ribeirão Preto, SP, Brazil.
authors.forename: Willian J
authors.initials: WJ
authors.lastname: Andrioli
authors.forename: Raphael
authors.initials: R
authors.lastname: Conti
authors.forename: Magali J
authors.initials: MJ
authors.lastname: Araújo
authors.forename: Riccardo
authors.initials: R
authors.lastname: Zanasi
authors.forename: Bruno C
authors.initials: BC
authors.lastname: Cavalcanti
authors.forename: Viviane
authors.initials: V
authors.lastname: Manfrim
authors.forename: Juliano S
authors.initials: JS
authors.lastname: Toledo
authors.forename: Daniele
authors.initials: D
authors.lastname: Tedesco
authors.forename: Manoel O
authors.initials: MO
authors.lastname: de Moraes
authors.forename: Cláudia
authors.initials: C
authors.lastname: Pessoa
authors.forename: Angela K
authors.initials: AK
authors.lastname: Cruz
authors.forename: Carlo
authors.initials: C
authors.lastname: Bertucci
authors.forename: José
authors.initials: J
authors.lastname: Sabino
authors.forename: Dhammika N P
authors.initials: DN
authors.lastname: Nanayakkara
authors.forename: Mônica T
authors.initials: MT
authors.lastname: Pupo
authors.forename: Jairo K
authors.initials: JK
authors.lastname: Bastos
mesh_terms: D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001938:Brazil; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D060026:Endophytes / Q000737:chemistry*; D018922:HL-60 Cells; D006801:Humans; D007891:Leishmania / Q000187:drug effects; D008214:Lymphocytes / Q000187:drug effects; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D061065:Polyketides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019666:Rubiaceae / Q000382:microbiology
chemical_list: D001572:Benzofurans; D061065:Polyketides; C587339:mycoleptone A; C587340:mycoleptone B; C587341:mycoleptone C