Biomimetic nanomaterials and uses thereof

Patent metadata

Field	Value
Publication number	US-2021069336-A1
Application number	US-201816635786-A
Country	US
Kind code	A1
Filing date	Jul 31, 2018
Priority date	Jul 31, 2017
Publication date	Mar 11, 2021
Grant date	—

Abstract

The present disclosure relates to biomimetic nanomaterials, compounds, compositions, and methods for delivery of therapeutic, diagnostic, or prophylactic agents (for example, a nucleic acid).

First claim

1 . A compound of Formula A:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety;
R 2 is alkyl, cycloalkyl, heterocycloalkyl, alkylheterocycloalkyl, amide, alkylamide, ether, alkylether,

wherein m is an integer from 1 to 20,
wherein n is an integer from 1 to 3; and

each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

2 . The compound of claim 1 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

3 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

4 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

5 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

6 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

7 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

8 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

9 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

10 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

11 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

12 . The compound of claim 2 , wherein the compound has the formula:

or a salt thereof, wherein:
R 1 is an alkyl or ether linker, wherein the alkyl or ether linker is substituted with a carbohydrate moiety, a phosphate moiety, or a vitamin moiety; and
each R 3 is independently selected from alkyl, alkenyl, alkynyl, ester, or alkylester.

13 .- 17 . (canceled)

18 . The compound of claim 1 , wherein the compound is selected from the following:

or a salt thereof.

19 .- 25 . (canceled)

26 . The compound of claim 1 , wherein the compound is selected from the following:

or a salt thereof.

27 . The compound of claim 1 , wherein the compound is selected from the following:

or a salt thereof.

28 . (canceled)

29 . The compound of claim 1 , wherein the compound is selected from the following:

or a salt thereof.

30 . (canceled)

31 . The compound of claim 1 , wherein the compound is selected from the followin

Assignees

• Ohio State Innovation Foundation

Inventors

• Dong Yizhou
• Zhang Xinfu

Classifications

• C07C229/16

  to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids · CPC title

• C07C217/08

  the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom · CPC title

• C07H15/26

  Acyclic or carbocyclic radicals, substituted by hetero rings · CPC title

• C07H15/04

  attached to an oxygen atom of the saccharide radical · CPC title

• C07F9/650952

  having the nitrogen atoms in the positions 1 and 4 · CPC title