Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges?

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

Research output: Contribution to journalArticle

8 Citations (Scopus)

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

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