Biodegradable cationic polymer
View Patent ↗A biodegradable cationic polymer is disclosed. The biodegradable cationic polymer of the invention has amino groups in the backbone and side chains, self-assembles cationic complexes with nucleic acids, and delivers nucleic acids into a cell by endocytosis. The biodegradable cationic polymer of the invention also has very low cytotoxicity. Methods of making and using the biodegradable cationic polymer are further disclosed.
1. A biodegradable cationic polymer, which has amino groups in a backbone and side chains for delivering nucleic acids into a cell, and a formula (V a ) of the biodegradable cationic polymer shown as below:
wherein
U is (R 1 —O) d , in which R 1 is a C 2 –C 20 alkylene or substituted alkylene radical, d is an integer of 4 to 200,
L is
X is an amino acid group containing additional amino or amide group of the formula (II a ):
in which R 8 is selected from the group consisting of —CH 2 CONH 2 —, —CH 2 CH 2 CONH 2 —, and —CH 2 CH 2 CH 2 NH 2 —,
V is —COO—,
Y is an amino group of the formula (VI a ):
in which R 2 is hydrogen or C 1 –C 20 alkyl radical, R 3 and R 4 is the same C 1 –C 20 alkylene radical,
Z is an another amino group of the formula (VII a ):
in which R 5 is C 2 –C 20 alkylene radical, R 6 and R 7 are the same or different C 1 –C 5 alkyl radicals,
m is an integer of 1 to 10, and
n is an integer of 1 to 20.
2. The biodegradable cationic polymer of claim 1 , wherein R 1 is selected from the group consisting of C 2 –C 5 alkylene radicals.
3. The biodegradable cationic polymer of claim 2 , wherein R 1 is ethylene radical, d is an integer of 4 to 200.
4. The biodegradable cationic polymer of claim 2 , wherein R 1 is propylene radical, d is an integer of 9 to 34.
5. The biodegradable cationic polymer of claim 1 , wherein x is —CH 2 CH 2 CH 2 NH 2 —.
6. A biodegradable cationic polymer, which has amino groups in a backbone and side chains for delivering nucleic acids into a cell, and a formula (V) of the biodegradable cationic polymer shown as below:
wherein
R 1 is a C 2 –C 20 alkylene or substituted alkylene radical, d is an integer of 4 to 200,
R 2 is hydrogen or C 1 –C 20 alkyl radical,
R 3 and R4 is the same C 1 –C 20 alkylene radical,
R 5 is C 2 –C 20 alkylene radical,
R 6 and R 7 is the same or different C 1 –C 5 alkyl radical,
m is an integer of 1 to 10, and
n is an integer of 1 to 20.
7. The biodegradable cationic polymer of claim 6 , wherein R 1 is selected from the group consisting of C 2 –C 5 alkylene radicals.
8. The biodegradable cationic polymer of claim 7 , wherein R 1 is ethylene radical, d is an integer of 4 to 200.
9. The biodegradable cationic polymer of claim 7 , wherein the R 1 is propylene radical, d is an integer of 9 to 34.