Boufridi A., Lachkar D., Erpenbeck D., Beniddir M.A., Evanno L., Petek Sylvain, Debitus Cécile, Poupon E. (2017). Ilimaquinone and 5-epi-Ilimaquinone : beyond a simple diastereomeric ratio, biosynthetic considerations from NMR-based analysis. Australian Journal of Chemistry, 70 (6), p. 743-750. ISSN 0004-9425.
Titre du document
Ilimaquinone and 5-epi-Ilimaquinone : beyond a simple diastereomeric ratio, biosynthetic considerations from NMR-based analysis
Boufridi A., Lachkar D., Erpenbeck D., Beniddir M.A., Evanno L., Petek Sylvain, Debitus Cécile, Poupon E.
Source
Australian Journal of Chemistry, 2017,
70 (6), p. 743-750 ISSN 0004-9425
Dactylospongia metachromia and Dactylospongia elegans collected from French Polynesia were studied with a particular focus on the variation of the diastereomeric ratio between ilimaquinone (4) and 5-epi-ilimaquinone (5). More than 100 samples, covering an area of 4100km2, were studied to try to clarify this intriguing issue. Nuclear magnetic resonance appeared as the non-destructive, straightforward technique of choice for a relative quantitative study. A random distribution, unique at that point in nature, is observed and leads to biosynthetic considerations. Biological evaluation of both compounds was also performed and showed moderate discrepancies in cytotoxicity and apoptosis induction.