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Bromotyrosine-derived metabolites from the spongeAiolochroia crassa

✍ Scribed by Hongfeng Gao; Michelle Kelly; Mark T. Hamann


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
503 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis


A chemical investigation of secondary metabolites from the sponge Aiolochroia crassa has been performed and five bromotyrosine derivatives (1-5) were identified. Their structures have been assigned on the basis of spectroscopic analysis, of which araplysillin III (2) and hexadellin C (3) possess new structures. The absolute configurations of dibromotyrosine moieties of 2 were determined by HPLC analysis of derivatized constituent amino acids obtained from acid hydrolysis. The stereochemistry of the spirocyclohexadienylisoxazoline moiety of compounds 1-3 was deduced from spectroscopic comparison of the same moiety of aerothionin, of which the absolute configuration was previously assigned by X-ray and CD analysis. O 1999 Elsevier Science Ltd. All rights reserved.


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