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Structural correlates of antifungal and cytotoxic activity of brefeldin A: the importance of a rigid planar lactone ring

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Abstract

Molecular modelling of brefeldin A and its derivatives shows that the presence of a rigid and planar lactone ring conformation is necessary for cytotoxic and anti-fungal activity. Cytotoxic compounds had lactone ring torsion angles of −28.77±6.13°, while non-cytotoxic compounds had torison angles of −88.25±14.6°.

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Authors and Affiliations

  1. Department of Microbiology, University of Reading, Whiteknights, RG6 2AJ, Reading, UK

    M. J. C. Crabbe

  2. Department of Microbiology, Biochemistry and Biology, Slovak Technical University, 812 37, Bratislava, Slovakia

    V. Betina

Authors
  1. M. J. C. Crabbe
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  2. V. Betina
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Crabbe, M.J.C., Betina, V. Structural correlates of antifungal and cytotoxic activity of brefeldin A: the importance of a rigid planar lactone ring. Folia Microbiol 39, 445–448 (1994). https://doi.org/10.1007/BF02814454

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  • DOI: https://doi.org/10.1007/BF02814454

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