Cyclic ether vitamin D3 compounds, 1alpha(OH) 3-epi- vitamin D3 compounds and uses thereof
AssigneeWomen and Infants Hospital
InventorSatayanarayana G. Reddy
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Abstract
Novel cyclic ether vitamin D3 compounds having a cyclic ether side chain are disclosed. These compounds were first identified as metabolites of 3-epi vitamin D3 produced via a tissue-specific metabolic pathway which catalyzes the formation of a cyclic ether structure. Also disclosed are 1α(OH) 3-epi vitamin D3 compounds, which are produced via the epimerization of a 3-β-hydroxyl group of 1α(OH) vitamin D3 precursor in vivo. The vitamin D3 compounds of the present invention can be used as substitutes for natural and synthetic vitamin D3 compounds.
Claims17
An isolated cyclic ether vitamin D3 compound having the formula (I) as follows:
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- ,wherein A1, A2 and A3 are a single or a double bond;
- X, R1, R2, R3, R4 and R5 are selected from the group consisting of a hydrogen, a halogen, a haloalkyl, a hydroxy, a hydroxy-protecting group, an alkyl, an alkenyl, an alkynyl, an alkoxy, an aryl group and a heterocyclic group.
An isolated 3-epi form of 1α-hydroxy-vitamin D3 compounds having the formula II as follows:
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- , wherein A1 is a single, a double, or a triple bond;
- A2, A3 and A4 are each independently selected from the group consisting of a single or a double bond;
- R2, R3, R4, R7, R8 and R9 are independently selected from the group consisting of a hydrogen, a deuterium, a deuteroalkyl, a hydroxy, an alkyl, an alkoxide, an O-acyl, a halogen, a haloalkyl, a hydroxyalkyl, an arnine or a thiol group, and wherein the pairs of R2 and R3, and R4 and R7 taken together are an oxygen atom;
- and R5 and R6 are independently selected from the group consisting of a hydrogen, a deuterium, a halogen, an alkyl, a hydroxyalkyl, a haloalkyl, and a deuteroalkyl.
Dependencies are inferred from the claim text.