Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges?

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

Research output: Contribution to journalArticleResearchpeer-review

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.

LanguageEnglish
Pages215-219
Number of pages5
JournalJournal of Natural Products
Volume80
Issue number1
DOIs
Publication statusPublished - 27 Jan 2017

Cite this

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title = "Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges?",
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.",
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Enantiodivergence in the biosynthesis of bromotyrosine alkaloids from sponges? / Ragini, Kavita; Fromont, Jane; Piggott, Andrew M.; Karuso, Peter.

In: Journal of Natural Products, Vol. 80, No. 1, 27.01.2017, p. 215-219.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Ragini, Kavita

AU - Fromont, Jane

AU - Piggott, Andrew M.

AU - Karuso, Peter

PY - 2017/1/27

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