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1. (WO2019004932) POLYMER FOR DELIVERY OF BIOLOGICALLY ACTIVE MATERIALS
注意: このテキストは、OCR 処理によってテキスト化されたものです。法的な用途には PDF 版をご利用ください。

Claims

1. A polymer comprising a poly( ethylene imine) and at least one monomer, each monomer comprising:

(a) a modified sugar moiety comprising a sulphur atom or a nitrogen atom; and

(b) a chemical moiety comprising a terminal epoxide for linking the po!y( ethylene imine) to the monomer; and

wherein the sulphur atom or nitrogen atom links the modified sugar moiety to the chemical moiety.

2. The polymer of claim 1 , wherein the modified sugar moiety comprises at least one hydroxyl group, and wherein at least one of the hydroxy I group is a free hydroxy I group.

3. The polymer of claim 1 , wherein the modified sugar moiety comprises at least one hydroxyl group, and wherein all of the hydroxyl groups are free.

4. The polymer of any one of claims 1 to 3, wherein the poly(ethylene imine) is a branched poly(ethylene imine).

5. The polymer of any one of claims 1 to 4, wherein the poly( ethylene imine) is linked to about 10 to about 97 monomers, preferably about 20 to about 70 monomers, and more preferably about 22 monomers, about 41 monomers, about 53 monomers or about 65 monomers.

6. The polymer of any one of claims 1 to 5, wherein the polymer is water-soluble.

7. The polymer of any one of claims 1 to 6, wherein the chemical moiety is derived from a diepoxide selected from the group consisting of cyclooctene diepoxide, divinylbenzene diepoxide, 1 ,7-octadiene diepoxide, 1 ,3-butadiene diepoxide, 1 ,4-pentadiene diepoxide, 1 ,5-hexadiene diepoxide, 1 ,6-heptadiene diepoxide and the diepoxide of 4-cyclohexenecarboxylate 4-cyclohexenylmethyl ester.

8. The polymer of claim 1 , wherein the modified sugar moiety is one or more selected from the group consisting of modified mannose, modified galactose, and modified glucose.

9. A method of synthesizing a polymer, the method comprising mixing a poly( ethylene imine) and at least one monomer, each monomer comprising a modified sugar moiety comprising a sulphur atom or a nitrogen atom and a chemical moiety comprising a terminal epoxide for linking the poly(ethylene imine) to the monomer; and wherein the sulphur atom or the nitrogen atom links the modified sugar moiety to the chemical moiety.

10. The method of claim 9, wherein the modified sugar moiety comprises at least one hydroxy! group, and wherein at least one of the hydroxyl groups is a free hydroxyl group, preferably all the hydroxyl groups are free.

11 . The method of claim 9 or 10, wherein the method does not require deprotection.

12. The method of any one of claims 9 to 1 1 , wherein a catalyst is not used.

13. The method of any one of claims 9 to 12, wherein the mixing of the poly( ethylene imine) and the at least one monomer occurs in an aqueous solvent.

14. The method of any one of claims 9 to 13, wherein mixing of the poly( ethylene imine) and the at least one monomer occurs at about 70 °C.

15. The method of any one of claims 9 to 14, wherein mixing of the poly(ethylene imine) and the at least one monomer does not require an inert atmosphere.

16. The method of any one of claims 9 to 15, further comprising acidification.

17. The method of any one of claims 9 to 16, wherein the monomer is synthesized by reacting a diepoxide with the modified sugar moiety.

18. The method of claim 17, wherein a base is used as a catalyst and wherein the base is selected from the group consisting of lithium hydroxide, sodium hydroxide and potassium hydroxide.

19. The method of claim 18, wherein reacting the diepoxide with the modified sugar moiety occurs in a solvent mixture comprising methanol and water.

20. The method of any one of claims 17 to 19, wherein the diepoxide is selected from the group consisting of cyclooctene diepoxide, divinylbenzene diepoxide, 1 ,7-octadiene diepoxide, 1 ,4-pentadiene diepoxide, 1 ,3-butadiene diepoxide, 1 ,5-hexadiene diepoxide, 1 ,6-heptadiene diepoxide and the diepoxide of 4-cyclohexenecarboxylate 4-cyclohexenylmethyl ester.

21. The method of any one of claims 9 to 20, wherein mixing the poly(ethylene imine) and the at least one monomer is controlled by changing the molar feed ratio of the poly( ethylene imine) and the at least one monomer.

22. The method of claim 21 , wherein the molar feed ratio is about 10 to about 97, preferably about 20 to about 70, and more preferably about 22, about 41 , about 53 or about 65.

23. A complex comprising a biologically active material and a polymer of any one of claims 1 to 8.

24. The complex of claim 23, wherein the biologically active material is a nucleic acid, preferably a gene, more preferably siRNA, mRNA or plasmid DNA.

25. A method of treating a cell comprising contacting a cell with the complex of claim 23 or 24.

26. The method of claim 25, wherein the method is in vitro or in vivo.

27. Complex of claim 23 or 24 for use in a treatment, preferably the use is in the treatment of cancer or other diseases caused by a genetic disorder.