Abstract

A pentabrominated phenolic diphenyl ether (1) that has not previously been reported from marine sources has been isolated from Dysidea herbacea collected at Pelorus Island, Great Barrier Reef, Australia. The structure was determined by comparison of NMR data with those of known structurally-related metabolites. NMR spectral assignments for (1) are discussed in context with those of three previously reported isomeric pentabrominated phenolic diphenyl ethers.

Highlights

  • It is well documented that the marine sponge Dysidea herbacea occurs in two general chemotypes: one produces sesquiterpenes and polychlorinated amino acid derivatives, while the other produces only polybrominated diphenyl ethers [1]

  • We previously reported the isolation of the pentabrominated diphenyl ether (2) from samples of Dysidea herbacea collected from Cattle Bay, Orpheus Island [10]

  • We report the characterisation of the last remaining isomer of this particular group of pentabrominated phenolic diphenyl ethers

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Summary

Introduction

It is well documented that the marine sponge Dysidea herbacea occurs in two general chemotypes: one produces sesquiterpenes (usually furanosesquiterpenes) and polychlorinated amino acid derivatives, while the other produces only polybrominated diphenyl ethers [1]. The production of the chlorinated metabolites and the polybrominated diphenyl ethers has been reported to be due to the filamentous cyanobacterium Oscillatoria spongeliae [2,3,4]. We previously reported the isolation of the pentabrominated diphenyl ether (2) from samples of Dysidea herbacea collected from Cattle Bay, Orpheus Island [10].

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