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2,4,5-Tribromo-1H-Imidazole in the egg masses of three muricid molluscs
Natural Product Research
  • Kirsten Benkendorff, University of Wollongong
  • Ramesh Pillai, University of Wollongong
  • John B Bremner, University of Wollongong
Document Type
Article
Publication Date
1-1-2004
Peer Reviewed
Peer-Reviewed
Abstract

From analysis by gas chromatography/mass spectrometry (GC/MS), the presence of either 2,4,5-tribromo-1H-imidazole (1) or 3,4,5-tribromo-1H-pyrazole (2) was tentatively identified in lipophilic extracts from the egg masses of three muricid molluscs. Synthesis of these compounds, followed by comparison of the GC retention times and fragmentation patterns from electron impact MS, with those of the natural products, indicated that it was 2,4,5-tribromo-1H-imidazole rather than the pyrazole. This imidazole is likely to be responsible for some of the antimicrobial activity observed in the egg extracts. This is the first report of this compound from a natural source.

Citation Information

Benkendorff, K, Pillai, R & Bremner, JB 2004, '2,4,5-Tribromo-1H-Imidazole in the egg masses of three muricid molluscs', Natural Product Research, vol. 18, no. 5, pp. 427-431.

Publisher's version of this article is available at http://dx.doi.org/10.1080/1478641031000620682