Mycoleptones A-C and polyketides from the endophyte Mycoleptodiscus indicus

  • J Nat Prod. 2014 Jan 24;77(1):70-8. doi: 10.1021/np4006822.
Willian J Andrioli  1 ,  Raphael Conti ,  Magali J Araújo ,  Riccardo Zanasi ,  Bruno C Cavalcanti ,  Viviane Manfrim ,  Juliano S Toledo ,  Daniele Tedesco ,  Manoel O de Moraes ,  Cláudia Pessoa ,  Angela K Cruz ,  Carlo Bertucci ,  José Sabino ,  Dhammika N P Nanayakkara ,  Mônica T Pupo ,  Jairo K Bastos
Affiliations
  • 1. Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo , 14040-903, Ribeirão Preto, SP, Brazil.
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.

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