Novel retinol derivatives and uses thereof

C - Chemistry – Metallurgy – 12 – P

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C12P 23/00 (2006.01) A61K 31/00 (2006.01) C07C 403/00 (2006.01) C07D 303/14 (2006.01) C07D 303/40 (2006.01) C07F 7/18 (2006.01) C12N 5/02 (2006.01)

Patent

CA 2135298

2135298 9322267 PCTABS00027 The present invention provides a purified retinoid compound characterized by a molecular mass of about 320 daltons and an atomic composition of C20H32O3. The present invention also provides a purified retinoid compound having structure (I), wherein the configuration of the C7, C9, and C11 double bond independently is Z or E and the absolute configuration at C13 and C14 is independently R or S; wherein R1 is alkyl, alkyl halide, alcohol, ester, ether, aldehyde, ketone, carboxylic acid, carboxylic ester, acyl halide, amide, nitrile, or amine; R2 and R3 are independently hydroxyl, halide, alkoxy, ester, alkyl, alcohol, ether, aldehyde, ketone, carboxylic acid, carboxylic ester, nitrile, amine, azide, alkyl halide, acid halide, acid azide, or amide; or wherein R2 and R3, or R1 and R2 are replaced by a 13,14-oxirane or a 14,15-oxirane group, respectively. Also provided by this invention is a pharmaceutical composition which comprises the compound above and a pharmaceutically acceptable carrier. This invention further provides a growth medium comprising the compound above at a concentration effective to enhance cell growth. Additionally, the present invention provides a method of enhancing the growth of a cell, a method for enhancing an immune response in a subject, and a method for enhancing transcription of a gene regulated by retinoid in a cell.

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