ISSN:
0749-1581
Keywords:
2D NMR
;
marine sponge
;
polyketide
;
long range couplings
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
1H and 13C NMR spectra of the novel marine macrolide swinholide-A, which provide the basis for its structure elucidation, have been completely assigned by parallel use of 1D and homo- and hetero-nuclear 2D NMR techniques. Swinholide-A (1) probably a polyketide, is a 22-membered macrolide embodying a dihydropyran ring and a 10-carbon side-chain ending with a substituted tetrahydropyran ring. The high degree of overlap of eleven CH - O and nine CH2 signals in the 1D proton NMR spectrum of 1 necessitated the structure elucidation of swinholide-A tetraformate (2) by 2D homo- (up to 6J with formyl groups) and hetero-nuclear NMR correlations. Formyl groups can be good structural probes in complex polyalcohols, as shown by the observed 5J and 6J formate couplings in 2.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260240414
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