de Muizon C. J. auteur aut IRD Moriou C. auteur aut IRD Petek Sylvain auteur aut IRD Ekins M. auteur aut IRD Rousseau M. auteur aut IRD Al Mourabit A. auteur aut IRD text journalArticle eng text/pdf reformatted digital access Naturally occurring epimeric hydroxy-polyene glycerol ether pericharaxins A (1a) and B (1b) were isolated from the calcarean sponge Pericharax heteroraphis. The structural and stereochemical characterization of both diastereoisomers were established on the basis of spectroscopic data analysis and total synthesis in seven steps. The mixture of pericharaxins A (1a) and B (1b) was proven to be epimeric by chiral-phase HPLC analysis of both synthetic and natural samples. Further separation of the epimers and application of Mosher's method to the synthetic compounds allowed unequivocal absolute configuration assignment. While natural products and the synthetic intermediates were shown to be non-cytotoxic on the HCT116 cell line, the endochondral differentiation activity using human type X collagen transcription activity in ATDC5 cells is interesting. specialized marine metabolites calcareous sponge Pericharax glycerol ether pericharaxin PACIFIQUE 035 020 20 10 635 [14 ] 2022 https://www.documentation.ird.fr/hor/fdi:010086397 10.3390/md20100635 [F B010086397] https://www.documentation.ird.fr/hor/fdi:010086397 https://horizon.documentation.ird.fr/exl-doc/pleins_textes/2022-12/010086397.pdf IRD - Base Horizon / Pleins textes 2022-12-09 2025-02-24 fdi:010086397 fre