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US 12,404,236 B2Granted
Non-peptidic cell-penetrating motifs
AssigneeOhio State Innovation Foundation
InventorsDehua Pei, George Appiah Kubi, Ziqing Qian
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds that can penetrate the mitochondrial membrane and that are able to deliver cargo (e.g., therapeutic agents) specifically to the mitochondria.
Claims16
A compound having a structure according to Formula I or II
- or pharmaceutically acceptable salt thereof,
- wherein:
- A is a non-peptidic multivalent moiety, wherein A is selected from the group consisting of:
- (a) a carbocyclyl;
- (b) a heterocyclyl;
- (c) an aryl;
- (d) a heteroaryl;
- and
- (e) a sugar alcohol;
- each L is independently a bond, or an alkylene, alkenylene, alkynylene, carbocyclyl, heterocyclyl, or —Rc—X1—Rd—, wherein Rc and Rd are independently selected from alkylene, alkenylene, alkynylene, carbocyclyl, or heterocarbocyclyl, each of which are optionally substituted, and X1 is O, NH, or S;
- each M is independently a bond, or an alkylene, alkenylene, alkynylene, carbocyclyl, heterocyclyl, or —Re—X2—Rf—, wherein Re and Rf are independently selected from alkylene, alkenylene, alkynylene, carbocyclyl, or heterocarbocyclyl, each of which are optionally substituted, and X2 is O, NH, or S;
- each X is independently a first bonding group that links R1 to A, wherein X is a divalent group;
- each Y is a second bonding group that directly or indirectly links A to a guanidine group, wherein the guanidine group refers to the structure:
- each Z is a lone pair;
- each R1 is independently a hydrophobic amino acid residue, or analog thereof, having an aromatic side chain;
- each R2 is independently absent or a moiety comprising hydrophobic residue;
- each R3 is independently a cargo moiety;
- each p is independently 1 to 3;
- each q is independently 2 to 7;
- and
- each s is independently an integer from 1 to 3.
18 more elements
Dependencies are inferred from the claim text.