Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges?

Kavita Ragini, Jane Fromont, Andrew M. Piggott, Peter Karuso

    Research output: Contribution to journalArticlepeer-review

    25 Citations (Scopus)
    56 Downloads (Pure)

    Abstract

    The isolation of bromotyrosine alkaloids, some of which are enantiomers of previously isolated compounds, has highlighted a possible enantiodivergence in their biosynthesis. Two new (1, 2) and six known bromotyrosine alkaloids (4-9), and the enantiomer (10) of a known compound, have been isolated from a Western Australian marine sponge, Pseudoceratina cf. verrucosa. The compounds inhibited the growth of multidrug-resistant and methicillin-resistant Staphylococcus aureus with comparable activity to vancomycin. In addition, one possible artifact of extraction (3) containing an ethoxy group was isolated. From analysis of the known bromotyrosine alkaloids, a biogenesis is proposed that explains the formation of antipodal natural products within this family of sponges.

    Original languageEnglish
    Pages (from-to)215-219
    Number of pages5
    JournalJournal of Natural Products
    Volume80
    Issue number1
    DOIs
    Publication statusPublished - 27 Jan 2017

    Bibliographical note

    This is the Accepted Manuscript version of the following article: Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges? (2017) Kavita Ragini, Jane Fromont, Andrew M. Piggott, & Peter Karuso, Journal of Natural Products, Vol. 80, No. 1, pp. 215-219.
    which has been published in final form at:
    https://doi.org/10.1021/acs.jnatprod.6b01038
    Publisher: American Chemical Society
    Copyright: 2017 American Chemical Society

    Fingerprint

    Dive into the research topics of 'Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges?'. Together they form a unique fingerprint.

    Cite this