US 6,417,223 B1 · Tocopherols, tocotrienols, other chroman and side chain derivatives and uses therof

Abstract

The present invention provides an antiproliferative compound having the structural formula wherein X is oxygen, nitrogen or sulfur; R1 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, carboxylic acid, carboxylate, carboxamide, ester, thioamide, thiolacid, thiolester, saccharide, alkoxy-linked saccharide, amine, sulfonate, sulfate, phosphate, alcohol, ethers and nitriles; R2 is hydrogen, methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide and amine; R3 is selected from the group consisting of hydrogen, methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide and amine; R4 is of methyl, benzyl carboxylic acid, benzyl carboxylate, benzyl carboxamide, benzylester, saccharide and amine; and R5 is alkyl, alkenyl, alkynyl, aryl, heteroaryl, carboxyl, amide and ester. Also provided is a method for inducing apoptosis in a cell comprising administering a composition comprising a compound.

Claims3

Dependent claims

A compound having a structural formula

wherein X is oxygen;
wherein R1 is —C1-10 alkylene-COOH —C1-4 alkylene-CONH2, —C1-4 alkylene-COO—C1-4 alkyl, —C1-4 alkylene-CON(C1-4 alkylene-COOH)2, C1-4 alkylene-OH, C1-4 alkylene-NH3-halo, or C1-4 alkylene-OSO2NH(C1-4 alkyl)3;
R2, R3 are H or C1-4 alkyl;
R4 is C1-4 alkyl;
and
R5 is C7-16 alkyl, COOH, C7-16 olefinic group containing 3 to 5 ethylenic bonds, —C═C—COO—C1-4 alkyl or C1-4 alkylene-COO—C1-4 alkyl;
with the proviso that R1 can not be —C2-4 alkylene-COOH nor C2 alkylene-OH when R2, R3, R4 are each methyl and R5 is a C16 alkyl.

4 more elements

Dependencies are inferred from the claim text.

Facts

Application

09/404,001Filed 23 Sep 1999 · us provisional application

Priority

23 Sep 1998

Granted

9 Jul 2002

Term ends

Not estimatedThe source records don’t support an estimate.

Classification18 codes

C07D 311/66
Other than with oxygen or sulphur atoms in position 2 or 4: with carbon atoms having three bonds to hetero atoms with at the most one bond to…
A61P 5/14
Drugs for disorders of the endocrine system: of the thyroid hormones, e.g. T3, T4
A61P 17/00
Drugs for dermatological disorders
A61P 17/06
Drugs for dermatological disorders: antipsoriatics

Tocopherols, tocotrienols, other chroman and side chain derivatives and uses therof

Life of this patent

Tocopherols, tocotrienols, other chroman and side chain derivatives and uses therof

Life of this patent

Abstract

Claims3