US 12,390,421 B2
Zwitterionic dendritic amphiphiles, zwitterionic dendrimers, zwitterionic telodendrimers, nanocarriers comprising same, and methods of making and using same
Juntao Luo, Jamesville, NY (US); Lili Wang, Syracuse, NY (US); and Changying Shi, Jamesville, NY (US)
Assigned to The Research Foundation for the State University of New York, Albany, NY (US)
Appl. No. 16/489,609
Filed by The Research Foundation for the State University of New York, Syracuse, NY (US)
PCT Filed Feb. 28, 2018, PCT No. PCT/US2018/020316
§ 371(c)(1), (2) Date Aug. 28, 2019,
PCT Pub. No. WO2018/160759, PCT Pub. Date Sep. 7, 2018.
Claims priority of provisional application 62/464,892, filed on Feb. 28, 2017.
Prior Publication US 2020/0009069 A1, Jan. 9, 2020
Int. Cl. A61K 9/51 (2006.01); A61K 45/06 (2006.01); A61K 49/00 (2006.01); B82Y 5/00 (2011.01)
CPC A61K 9/5169 (2013.01) [A61K 9/5138 (2013.01); A61K 9/5146 (2013.01); A61K 45/06 (2013.01); A61K 49/0054 (2013.01); A61K 49/0093 (2013.01); B82Y 5/00 (2013.01)] 11 Claims
 
1. A Janus-type zwitterionic dendritic compound comprising the following structure:
p[(Rz)-Lz-]-DZ(X)-L-D(X)—[—(R)]y
wherein RZ is one or more zwitterionic groups selected from the group consisting of: a phosphorylcholine moiety (PC) and carboxybetain moiety (CB) wherein LZ is optional and is a linker glycerol-succinate moiety;
Dz is a nonlinear dendritic polymer moiety having a single focal group and one or more branched monomer units (X), and a plurality of end groups, wherein (X) is independently selected from the group consisting of a diamino carboxylic acid moiety, a dihydroxy carboxylic acid moiety, and a hydroxyl amino carboxylic acid moiety;
L is optional and at least one linker group or a bond selected from the group consisting of a polyethylene glycol moiety, disulfide bond moiety and acid labile moiety;
D is a nonlinear dendritic polymer moiety having a single focal group and one or more branched monomer units (X), and a plurality of end groups, wherein (X) is independently selected from the group consisting of a diamino carboxylic acid moiety, a dihydroxy carboxylic acid moiety, and a hydroxyl amino carboxylic acid moiety
R is an end group of the D dendritic polymer moiety and is independently at each occurrence at least one compound selected from the group consisting of, riboflavin, chlorogenic acid, rhein, vitamin E, and cholesterol;
subscript p is an integer from 2 to 64; and
subscript y is an integer from 2 to 64; and
combinations thereof.