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Establishment of the absolute configuration of the bioactive marine alkaloid eudistomin X by stereospecific synthesis

✍ Scribed by Rhys Finlayson; Amira Brackovic; Annabel Simon-Levert; Bernard Banaigs; Ronan F. O’Toole; Christopher H. Miller; Brent R. Copp

Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
399 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis

A stereospecific synthesis of both enantiomers of the marine alkaloid eudistomin X using the amino acid chiral pool is achieved. Comparison of 1 H and 13 C NMR chemical shifts of the synthetic product as either the free base, mono-salt or disalt with those reported for the natural product established that the ascidian metabolite was originally characterised as a mono-salt and that the absolute configuration was (10R).

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