US 11,723,914 B2
Nitric oxide-releasing polyaminoglycosides as biodegradable antibacterial scaffolds and methods pertaining thereto
Mark H. Schoenfisch, Chapel Hill, NC (US); and Lei Yang, Carrboro, NC (US)
Assigned to The University of North Carolina at Chapel Hill, Chapel Hill, NC (US)
Appl. No. 16/497,696
Filed by THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL, Chapel Hill, NC (US)
PCT Filed Mar. 28, 2018, PCT No. PCT/IB2018/052144
§ 371(c)(1), (2) Date Sep. 25, 2019,
PCT Pub. No. WO2018/178902, PCT Pub. Date Oct. 4, 2018.
Claims priority of provisional application 62/477,564, filed on Mar. 28, 2017.
Prior Publication US 2020/0030362 A1, Jan. 30, 2020
Int. Cl. A61K 31/726 (2006.01); A01N 43/16 (2006.01); A01N 59/00 (2006.01); C08B 37/00 (2006.01); C12N 15/76 (2006.01); A61K 47/59 (2017.01); A61K 31/7036 (2006.01); C07H 15/234 (2006.01)
CPC A61K 31/726 (2013.01) [A01N 43/16 (2013.01); A01N 59/00 (2013.01); A61K 31/7036 (2013.01); A61K 47/595 (2017.08); C08B 37/0063 (2013.01); C12N 15/76 (2013.01); C07H 15/234 (2013.01)] 15 Claims
 
1. A hyperbranched polyaminoglycoside, comprising a first aminoglycoside unit comprising Formula II:

OG Complex Work Unit Chemistry
wherein each of R1, R2, R3, R4, R5, R6, R9, and R10 is independently selected from —H or represents a covalent bond to one or more linking units;
wherein a linking unit of the one or more linking units is represented by the following structure:

OG Complex Work Unit Chemistry
wherein at least one linking unit forms a covalent bridge between the first aminoglycoside unit and a second aminoglycoside unit; and
wherein at least one aminoglycoside unit of the hyperbranched polyaminoglycoside is derived from kanamycin;
wherein at least one aminoglycoside unit of the hyperbranched polyaminoglycoside comprises one or more terminal units selected from:

OG Complex Work Unit Chemistry
and
wherein at least a secondary amine of the hyperbranched polyaminoglycoside comprises a N-diazeniumdiolate NO donor.