9-(5-deoxy-5-thio - D-xylofuranosyl)adenine disulfide from the Southern Australian marine sponge trachycladus laevispirulifer

The first natural occurrence of a nucleoside disulfide

Chongsheng Peng, G. M Kamal B Gunaherath, Andrew M. Piggott, Zeinab Khalil, Melissa Conte, Robert J. Capon

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Chemical fractionation of a southern Australian marine sponge, Trachycladus laevispirulifer, yielded 9-(5′-deoxy-5′-thio - d-xylofuranosyl) adenine disulfide as the first recorded natural occurrence of a nucleoside disulfide, and only the second of a xylo-nucleoside. Structure elucidation of the disulfide was achieved by detailed spectroscopic analysis and comparison to synthetic model compounds. The antibacterial, antifungal, and anticancer properties of the disulfide are documented and the literature surrounding natural and synthetic thionucleosides is reviewed.

Original languageEnglish
Pages (from-to)873-876
Number of pages4
JournalAustralian Journal of Chemistry
Volume63
Issue number6
DOIs
Publication statusPublished - 2010
Externally publishedYes

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