3-epi vitamin d2 compounds and uses thereof

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 401/00 (2006.01) A61K 31/59 (2006.01) A61K 31/592 (2006.01)

Patent

CA 2288710

Novel 3-epi vitamin D2 compounds having the orientation of the substituent attached to the carbon at position 3 of the A-ring of vitamin D2 inverted from a beta (.beta.) to an alpha (.alpha.) configuration are described. These compounds were first identified as metabolites of vitamin D2 produced via a novel tissue-specific metabolic pathway which catalyzes the 3-.beta.-hydroxy epimerization of vitamin D2 compounds. The 3-epi vitamin D2 compounds of the present invention can be used as substitutes for natural and synthetic vitamin D.

Nouveaux composés de formes 3-épi de vitamine D2 dont l'orientation du substituant attaché au carbone à la position 3 du noyau A de la vitamine D2 est inversée d'une configuration (.beta.) à une configuration (.alpha.). Ces composés ont d'abord été identifiés comme métabolites de vitamine D2 produits via une nouvelle voie métabolique spécifique à des tissus qui catalyse l'épimérisation 3-.beta.-hydroxy de composés de vitamine D2. Les composés de formes 3-épi de vitamine D2 selon la présente invention peuvent être utilisés en tant que substituts de la vitamine D naturelle et synthétique.

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