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J Nat Prod ; 77(1): 70-8, 2014 Jan 24.
Article in English | MEDLINE | ID: mdl-24387625

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.


Subject(s)
Benzofurans/isolation & purification , Endophytes/chemistry , Polyketides/isolation & purification , Benzofurans/chemistry , Benzofurans/pharmacology , Brazil , Crystallography, X-Ray , Drug Screening Assays, Antitumor , HL-60 Cells , Humans , Leishmania/drug effects , Lymphocytes/drug effects , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Polyketides/chemistry , Polyketides/pharmacology , Rubiaceae/microbiology
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