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

Bringmann, G., Lang, G., Mühlbacher, J., Schaumann, K., Steffens, S., Rytik, P. G., Hentschel, Ute , Morschhäuser, J. and Müller, W. E. G. (2003) Sorbicillactone A: a Structurally Unprecedented Bioactive Novel-Type Alkaloid from a Sponge-Derived Fungus. In: Sponges (Porifera). . Progress in Molecular and Subcellular Biology, 37 . Springer, Berlin, Germany, pp. 231-253. ISBN 978-3-642-62471-1 DOI 10.1007/978-3-642-55519-0_9.

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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.

Document Type: Book chapter
Open Access Journal?: No
Publisher: Springer
Date Deposited: 09 Feb 2016 09:27
Last Modified: 09 Feb 2016 09:28
URI: https://oceanrep.geomar.de/id/eprint/31298

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