## Abstract For Abstract see ChemInform Abstract in Full Text.
Advanced precursors in marine biosynthetic study. Part 3: The biosynthesis of dichloroimines in the tropical marine sponge Stylotella aurantium
โ Scribed by Andreas Brust; Mary J Garson
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 108 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The biosynthetic origins of the dichloroimine group in the stylotellanes A and B 1, 2 have been investigated by incorporation of [ 14 C]-labeled farnesyl isocyanide 7 and farnesyl isothiocyanate 3 into the sponge Stylotella aurantium.
๐ SIMILAR VOLUMES
The biosynthetic origin of the dichlomimine carlton in the styiotellan~ A and B, (1) and (z), i= deeml by wear= ~ ~ ,odium ["C] cyanide. Sodium ["C] ,hia:yamte is =to involved in their bimynthesis. A mechanistic scheme is presmted f= the fonnatioa of these bim~ve melabol/tes.
The biosynthetic origins of the isocyanide and isothiocyanate groups in 9-isocyanop upukeanane (2) and 9-isothiocyanatopupukeanane (3) are investigated by incorporation of [ 14 C]-labelled advanced precursors into the sponge Axinyssa n.sp.
Through appropriate labeling experiments, it was shown that the unusual sterol 3B-(hydroxymethyl)-A-nor-Sa-cholest-15-ene ( 1) is generated by ring contraction of dietary cholesterol followed by the introduction of the 15-16 double bond, rather than by ring contraction of 15-dehydrocholesterol (4).