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US 2009/0221818 A1Published application
Inhibitors of Fibroblast Activation Protein Alpha
AssigneeTrustees of Tufts College
InventorsWilliam W. Bachovchin, Hung-Sen Lai
Life of this patent
Estimating the term…
Abstract
Disclosed are peptide-based compounds that include boronic acid or cyano functionality, which efficiently and selectively inhibit fibroblast activation protein alpha. Among other therapeutic utilities, the peptide-based compounds may be useful for the treatment of cancer.
Claims48
A compound having a structure of formula (I)
- wherein
- L is absent or represents —XC(O)—;
- R1 is selected from the group consisting of H, C1-6alkyl, C1-6acyl, C1-6aralkyl, C1-6aracyl, C1-6heteroaracyl, carbocyclyl, aryl, and ArSO2—;
- R2 is selected from the group consisting of H and C1-6alkyl, or R1 and R2 together are phthaloyl, thereby forming a ring;
- R3 is selected from the group consisting of H, C1-6alkyl, C1-6hydroxyalkyl, C1-6thioalkyl, and C1-6aralkyl;
- W is selected from the group consisting of B(Y1)(Y2) and CN;
- Y1 and Y2 are independently OH or a group that is hydrolyzable to a boronic acid, or together with the boron atom to which they are attached form a 5- to 8-membered ring that is hydrolysable to a boronic acid;
- and
- X is selected from the group consisting of O and NH.
6 more elements
A compound having a structure of formula (II)
- R1 is selected from the group consisting of H, C1-6alkyl, C1-6acyl, C1-6aralkyl, C1-6aracyl, C1-6heteroaracyl, and carbocyclyl;
- R2 is selected from the group consisting of H and C1-6alkyl;
- R3 is selected from the group consisting of H, C1-6alkyl, C1-6hydroxyalkyl, C1-6thioalkyl, and C1-6aralkyl;
- R4 is selected from the group consisting of H and C1-6alkyl, or R3 and R4 together are C1-6alkyl thereby forming a ring;
- R5 is selected from the group consisting of H, C1-6alkyl, C1-6hydroxyalkyl, C1-6thioalkyl, and C1-6aralkyl, or R4 and R5 together are C1-6alkyl-S;
- W is selected from the group consisting of H, B(Y1)(Y2), and CN;
- and
- Y1 and Y2 are independently OH or a group that is hydrolyzable to a boronic acid, or together with the boron atom to which they are attached form a 5- to 8-membered ring that is hydrolyzable to a boronic acid;
- with the proviso that when W is H, R4 and R5 together are C1-6alkyl-S—C1-6alkyl.
6 more elements
48-54. (canceled)
Dependencies are inferred from the claim text.