Nanomaterial compositions, synthesis, and assembly

Patent metadata

Field	Value
Publication number	US-2023183253-A1
Application number	US-202318156306-A
Country	US
Kind code	A1
Filing date	Jan 18, 2023
Priority date	Nov 17, 2014
Publication date	Jun 15, 2023
Grant date	—

Abstract

Compositions or an assembly of a series of biomimetic compounds include chemical structures that mimic or structurally resemble a nucleic acid base pair. Complexes of nanotubes and agents are useful to deliver agents into the cells or bodily tissues of individuals for therapeutic and diagnostic purposes. Exemplary compounds include those of Formula (I), (III), (V) or (VII), or of Formula (II), (IV), (VI) or (VIII).

First claim

What is claimed:

1 . A composition comprising a compound of Formula

or a pharmaceutically acceptable salt or ester thereof wherein,
n is an integer of 0, 1, 2, 3, 4, 5 or 6;
R 1 , R 5 , and R 15 are selected from an α-amino acid, a β-amino acid, an α polypeptide, a β-polypeptide,

R 11 is selected from a β-amino acid, a β-polypeptide,

j, k, m and p are independently an integer of 0 to 20;
R x is aliphatic or H;
R y is H or

q, s and t are independently an integer of 0 to 20;
R 2 , R 6 and R 7 are independently selected from H, CH 3 , or NHR z ; and
R z , R 2 and R 16 are independently selected from H or aliphatic.

2 . The composition of claim 1 , comprising a compound of Formula (I)

preferably the compound of Formula (I) is Compound A,

3 . The composition of claim 1 or 2 , wherein
n is an integer of 1, 2, 3, 4, 5 or 6;
j, k, m and p are independently an integer of 1 to 20; and
q, s and t are independently an integer of 1 to 20.

4 . The composition of any one of claims 1 to 3 , wherein R 1 , R 5 , R 11 and R 15 are selected from an α-amino acid comprising a covalent bond between an α-amino group and (CH 2 ) r , a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) r , an α polypeptide comprising comprising a covalent bond between an α-amino group and (CH 2 ), a β-polypeptide comprising a covalent bond between a β-amino group and (CH 2 ) r ,

5 . The composition of any one of claims 1 to 4 , wherein the compound has a structure according to Formula (I), and n is 1, 2, 3, or 4.

6 . The composition of claim 5 , wherein R 2 is NHR z .

7 . The composition of claim 6 , wherein R z is H or alkyl.

8 . The composition of any one of claims 2 and 5 to 7 , wherein R 1 is an α-amino acid comprising a covalent bond between an α-amino group and (CH 2 ) r or a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) r .

9 . The composition of claim 8 , wherein R 1 in Formula (I) is

10 . The composition of claim 1 , 3 , or 4 , comprising a compound of Formula (III)

11 . The composition of claim 10 , wherein n is 1, 2, 3, or 4.

12 . The composition of claim 10 or 11 , wherein R 5 is an α-amino acid comprising a covalent bond between an α-amino group and (CH 2 ) r or a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) r .

13 . The composition of claim 12 , wherein R 5 is

14 . The composition of claim 1 , 3 , or 4 , comprising a compound of Formula (V)

15 . The composition of claim 14 , wherein n is 1, 2, 3, or 4.

16 . The composition of claim 14 or 15 , wherein R 11 is a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) n .

17 . The composition of claim 16 , wherein R 11 is

18 . The composition of claim 1 , 3 , or 4 , comprising a compound of Formula (VII)

19 . The composition of claim 18 , wherein n is 1, 2, 3, or 4.

20 . The composition of claim 18 or 19 , wherein R 15 is an α-amino acid comprising a covalent bond between an α-amino group and (CH 2 ) r or a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) r .

21 . The composition of claim 20 , wherein R 15 is

22 . A composition comprising a compound having a structure according to Formula (II), (IV), (VI), or (VIII),

or a pharmaceutically acceptable salt or ester thereof wherein,
n is 1, 2, 3, 4, 5 or 6;
R 3 , R 8 , and R 17 are independently selected from α-amino acid, β-amino acid, α-polypeptide, β-polypeptide,

R 13 is independently selected from α-amino acid, β-amino acid, α-polypeptide, β-polypeptide,

j, k, m and p are independently an integer of 1 to 20;
R x is aliphatic or H;
R y is H or

q, s and t are independently an integer of 1 to 20;
R 4 , R 9 and R 10 are independently selected from H, CH 3 , or NHR z ; and
R z , R 14 , and R 18 are independently selected from H or aliphatic.

23 . The composition of claim 22 , comprising a compound having a structure according to Formula (II),

24 . The composition of claim 23 , wherein each n is independently 1, 2, 3, or 4.

25 . The composition of claim 23 or 24 , wherein R 3 is an α-amino acid comprising a covalent bond between an α-amino group and (CH 2 ) r or a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) r .

26 . The composition of claim 25 , wherein R 3 is

27 . The composition of claim 22 , comprising a compound having a structure according to Formula (IV),

28 . The composition of claim 27 , wherein each n is independently 1, 2, 3, or 4.

29 . The composition of claim 27 or 28 , wherein R 8 is an α-amino acid comprising a covalent bond between an α-amino group and (CH 2 ) r or a β-amino acid comprising a covalent bond between a β-amino group and (CH 2 ) r .

30 . The composition of claim 29 , wherein R 8 is

Assignees

• Rhode Island Hospital

Inventors

• Chen Qian
• Yu Hongchuan
• Chen Yupeng

Classifications

• A61L2300/252

  Polypeptides, proteins, e.g. glycoproteins, lipoproteins, cytokines · CPC title

• A61L27/227

  Other specific proteins or polypeptides not covered by A61L27/222, A61L27/225 or A61L27/24 · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• A61L27/54

  Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)} · CPC title

• C07D519/00

  Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00 · CPC title