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Sorbicillactone A: a Structurally Unprecedented Bioactive Novel-Type Alkaloid from a Sponge-Derived Fungus

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Sponges (Porifera)

Part of the book series: Progress in Molecular and Subcellular Biology ((MMB,volume 37))

Abstract

This chapter deals with the discovery of sorbicillactone A, as an illustrative example of the fruitful cooperation within BIOTECmarin — its isolation and chemical characterization, and its biological activities. Sorbicillactone A was isolated from a strain of Penicillium chrysogenum cultured from a sample of the Mediterranean sponge Ircinia fasciculata; it possesses a unique bicyclic lactone structure, seemingly derived from sorbicillin. Among the numerous known sorbicillin-derived structures, it is the first found to contain nitrogen and thus the first representative of a novel type of ‘sorbicillin alkaloids’, apparently originating from a likewise remarkable biosynthesis. Furthermore, the compound exhibits promising activities in several mammalian and viral test systems, in particular a highly selective cytostatic activity against murine leukemic lymphoblasts (L5178y) and the ability to protect human T cells against the cytopathic effects of HIV-1. These properties qualify sorbicillactone A or one of its derivatives for animal and (hopefully) also future therapeutic human trials.

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Authors and Affiliations

  1. Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074, Würzburg, Germany

    G. Bringmann, G. Lang & J. Mühlbacher

  2. Alfred Wegener Institute for Polar and Marine Research, Marine Mycology, Adolf-Butenandt-Straße 2d, 27580, Bremerhaven, Germany

    K. Schaumann & S. Steffens

  3. Institute for Physiological Chemistry, Department of Applied Molecular Biology, University, Duesbergweg 6, 55099, Mainz, Germany

    P. G. Rytik & W. E. G. Müller

  4. Institute for Molecular Infectious Biology, University of Würzburg, Röntgenring 11, 97070, Würzburg, Germany

    U. Hentschel & J. Morschhäuser

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  1. G. Bringmann
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  2. G. Lang
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  3. J. Mühlbacher
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  4. K. Schaumann
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  5. S. Steffens
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  6. P. G. Rytik
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  7. U. Hentschel
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  8. J. Morschhäuser
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  9. W. E. G. Müller
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Editors and Affiliations

  1. Institut für Physiologische Chemie Abt. Angewandte Molekularbiologie, Johannes Gutenberg-Universität, Duesbergweg 6, 55099, Mainz, Germany

    Werner E. G. Müller

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Dedicated to the memory of Professor D. John Faulkner, who passed away 23 November 2002.

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Bringmann, G. et al. (2003). Sorbicillactone A: a Structurally Unprecedented Bioactive Novel-Type Alkaloid from a Sponge-Derived Fungus. In: Müller, W.E.G. (eds) Sponges (Porifera). Progress in Molecular and Subcellular Biology, vol 37. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-55519-0_9

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  • DOI: https://doi.org/10.1007/978-3-642-55519-0_9

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-62471-1

  • Online ISBN: 978-3-642-55519-0

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