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  • Sycosterol A, an α-Synuclein Inhibitory Sterol from the Australian Ascidian Sycozoa cerebriformis

    File version
    Accepted Manuscript (AM)
    Author(s)
    Prebble, Dale W
    Xu, Mingming
    Mellick, George D
    Carroll, Anthony R
    Griffith University Author(s)
    Carroll, Anthony R.
    Mellick, George
    Year published
    2021
    Metadata
    Show full item record
    Abstract
    During a recent biodiscovery study to identify new α-synuclein (α-syn) aggregation inhibitors, we screened 29 Australian marine sponge and ascidian extracts in an MS binding assay. This resulted in an extract from the ascidian Sycozoa cerebriformis showing activity toward α-syn. The bioassay and MS guided isolation process led to the identification of one new polyoxygenated sterol sulfate, sycosterol A (1). The structure of this low-yielding steroid was elucidated from HRMS and NMR analysis. Sycosterol A displayed moderate antiaggregation activity with 46.2% (±1.8) inhibition when screened against α-syn at a 5:1 (sycosterol ...
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    During a recent biodiscovery study to identify new α-synuclein (α-syn) aggregation inhibitors, we screened 29 Australian marine sponge and ascidian extracts in an MS binding assay. This resulted in an extract from the ascidian Sycozoa cerebriformis showing activity toward α-syn. The bioassay and MS guided isolation process led to the identification of one new polyoxygenated sterol sulfate, sycosterol A (1). The structure of this low-yielding steroid was elucidated from HRMS and NMR analysis. Sycosterol A displayed moderate antiaggregation activity with 46.2% (±1.8) inhibition when screened against α-syn at a 5:1 (sycosterol A:α-syn) molar ratio. The α-syn antiaggregation activity displayed by 1 and the recent discovery of similar sterols with α-syn antiaggregation activity and potent antiprion activity suggest this unique class may be useful antineurodegenerative compounds.
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    Journal Title
    Journal of Natural Products
    DOI
    https://doi.org/10.1021/acs.jnatprod.1c00768
    Copyright Statement
    This document is the Accepted Manuscript versionof a Published Work that appeared in final form in Journal of Natural Products, copyright 2021 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.jnatprod.1c00768
    Note
    This publication has been entered in Griffith Research Online as an advanced online version.
    Subject
    Chemical sciences
    Biological sciences
    Publication URI
    http://hdl.handle.net/10072/410404
    Collection
    • Journal articles

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