MITOCHONDRIA-TARGETING PEPTIDES
Disclosed are analogs of SBT-20. The compounds are useful for the treatment and prevention of ischemia-reperfusion injury (e.g., cardiac ischemia-reperfusion injury) or myocardial infarction.
1 .- 20 . (canceled)
21 . A compound having the structure of Formula (I):
or a pharmaceutically acceptable salt thereof.
22 . A method of making a compound of Formula (I):
or a pharmaceutically acceptable salt thereof;
the method comprising:
a) combining
under conditions sufficient to produce:
or a pharmaceutically acceptable salt thereof.
23 . The method of claim 22 , wherein the method comprises:
i. combining
in one or more solvents to produce a mixture;
ii. adding one or more coupling reagents to the mixture; and
iii. adding a final solvent to the mixture produced in step (ii).
24 . The method of claim 23 , wherein the one or more solvents comprises dichloromethane.
25 . The method of claim 23 , wherein the one or more solvents comprises dry dichloromethane.
26 . The method of claim 23 , wherein the one or more coupling reagents comprises EDCI·HCl and HOBt·H 2 O.
27 . The method of claim 23 , wherein the final solvent comprises a base.
28 . The method of claim 27 , wherein the base is N-methylmorpholine.
29 . A compound having the structure of Formula (II):
or a pharmaceutically acceptable salt thereof.
30 . A method of making a compound of Formula (II):
or a pharmaceutically acceptable salt thereof,
the method comprising:
a) deprotecting
thereby producing
or a pharmaceutically acceptable salt thereof.
31 . The method of claim 30 , wherein deprotecting
comprises
i. dissolving
in one or more solvents, thereby forming a solution; and
ii. adding an acid to the solution.
32 . The method of claim 31 , wherein the one or more solvents comprises dichloromethane.
33 . The method of claim 31 , wherein the acid comprises trifluoroacetic acid.