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US 8,642,565 B2Granted
Increase of immune response and targeting by antigens and/or drug linkage
AssigneeWittycell
InventorVincent Serra
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds consisting of glycolipids covalently bound to an antigen or a drug via a linker. The said compounds are able to induce a stronger immune response than a composition comprising separated glycolipids and antigen. The said compounds are also able to target drug to CD1d restricted cells.
Claims15
A compound having Formula (I):
- wherein,
- R1, R2, R3, and R4 are each independently hydrogen, C1-C6 alkyl, C6-C12 aralkyl, or C1-C6 acyl, and R1 is either above or below the sugar ring;
- R6 is a) —(CH2)xCH3 where x is an integer selected from 1 to 100;
- or
- b) —(CH2)xCH═CH(CH2)yCH3 or —(CH2)xCH═CH(CH2)yCH═CH(CH2)zCH3 wherein x, y and z are integers independently selected from 1 to 14;
- R5 is one of the following formulae (II), (III) or (IV)
- wherein R8 is hydrogen, C1-C6 alkyl, C6-C12 aralkyl, or C1-C6 acyl, and
- R7 is a linear or branched C3-C100 alkyl;
- X is —O, NH or S;
- Y is a cleavable or non-cleavable linker group;
- and
- Z is an antigen derived from an infectious agent or a tumor antigen or a pharmaceutically acceptable salt thereof.
9 more elements
A method of stimulating an immune response in a subject comprising administering to the subject an effective amount of a vaccine composition comprising a compound having Formula (I):
- wherein,
- R1, R2, R3, and R4 are each independently hydrogen, C1-C6 alkyl, C6-C12 aralkyl, or C1-C6 acyl, and R1 is either above or below the sugar ring;
- R6 is a) —(CH2)xCH3 where x is an integer selected from 1 to 100;
- or
- b) —(CH2)xCH═CH(CH2)yCH3 or —(CH2)xCH═CH(CH2)yCH═CH(CH2)zCH3 wherein x, y and z are integers independently selected from 1 to 14;
- R5 is one of the following formulae (II), (III) or (IV)
- wherein R8 is hydrogen, C1-C6 alkyl, C6-C12 aralkyl, or C1-C6 acyl, and
- R7 is a linear or branched C3-C100 alkyl;
- X is —O, NH or S;
- Y is a cleavable or non-cleavable linker group;
- and
- Z is an antigen derived from an infectious agent or a tumor antigen or a pharmaceutically acceptable salt thereof;
- said composition further comprising a physiologically acceptable vehicle.
10 more elements
Dependencies are inferred from the claim text.