Back to results
US 2020/0368254 A1Published application
Lipid-like nanocomplexes and uses thereof
AssigneeTrustees of Tufts College
InventorsQiaobing Xu, Yamin Li
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds of formula (I) below: wherein each of the variables A, B, X, W, V, R1-R5, and m are defined herein. Also disclosed are pharmaceutical compositions containing a nanocomplex, wherein the nanocomplex is formed of one of the compounds, and a protein, a nucleic acid, or a small molecule; and methods of treating a medical condition with one of the pharmaceutical compositions.
Claims29
A compound of formula (I):
- wherein
- A, a hydrophilic head, is
- in which each of Ra, Ra′, Ra″, and Ra′″, independently, is H, C1-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, C3-C20 cycloalkyl, C1-C20 heteroalkyl, C1-C20 heterocycloalkyl, aryl, or heteroaryl;
- and Z is a C1-C20 bivalent aliphatic radical, a C1-C20 bivalent heteroaliphatic radical, a bivalent aryl radical, or a bivalent heteroaryl radical;
- B is C1-C24 alkyl, C2-C24 alkenyl, C2-C24 alkynyl, C3-C24 cycloalkyl, C1-C24 heteroalkyl, C1-C24 heterocycloalkyl, aryl, or heteroaryl, or
- each of R1 and R2 is a C1-C20 bivalent aliphatic radical;
- each of R3 and R4, independently, is H or C1-C10 alkyl, or R3 and R4, together with the atom to which they are attached, form C3-C10 cycloalkyl;
- R5 is C1-C24 alkyl, C2-C24 alkenyl, C2-C24 alkynyl, C3-C24 cycloalkyl, C1-C24 heteroalkyl, C1-C24 heterocycloalkyl, aryl, or heteroaryl;
- W is O, S, or Se;
- V is a bond, O, S, or Se;
- X a linker is
- in which each of L1, L2, L3, and L4, independently, is a bond, O, S, or NRc;
- G is O, S, or NRd;
- Q is ORf, SRg, or NRhRi;
- and each of r and t, independently, is 1-6, each of Rc, Rd, Rf, Rg, Rh, and Ri, independently, being H, C1-C10 alkyl, C1-C10 heteroalkyl, aryl, or heteroaryl;
- and
- m is 0 or 1, provided that m is 1 when V is S.
14 more elements
(canceled)
(canceled)
10-16. (canceled)
A compound of formula (I):
- wherein
- A, a hydrophilic head, is
- in which each of Ra, Ra′, Ra″, and Ra′″, independently, is H, C1-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, C3-C20 cycloalkyl, C1-C20 heteroalkyl, C1-C20 heterocycloalkyl, aryl, or heteroaryl;
- and Z is a C1-C20 bivalent aliphatic radical, a C1-C20 bivalent heteroaliphatic radical, a bivalent aryl radical, or a bivalent heteroaryl radical;
- B is C1-C24 alkyl, C2-C24 alkenyl, C2-C24 alkynyl, C3-C24 cycloalkyl, C1-C24 heteroalkyl, C1-C24 heterocycloalkyl, aryl, or heteroaryl, or
- R1 is a C1-C20 bivalent aliphatic radical;
- R2 is a bond or C1-C20 bivalent aliphatic radical;
- each of R3 and R4, independently, is H or C1-C10 alkyl, or R3 and R4, together with the atom to which they are attached, form C3-C10 cycloalkyl;
- R5 is
- in which R6 is a bond or C1-C20 bivalent aliphatic radical;
- each of Rb and Rb′ is F or, Rb and Rb′, together with the atom to which they are attached, form C═O;
- R7 is F or an aliphatic lipid moiety;
- each of L1 and L2, independently, is a bond, O, S, or NRc, Rc being H, C1-C10 alkyl, C1-C10 heteroalkyl, aryl, or heteroaryl;
- and n is 1 to 20;
- each of W and V, independently, is a bond, O, S, or Se;
- X, a linker, is
- in which each of L3, L4, L5, and L6, independently, is a bond, O, S, or NRc;
- G is O, S, or NRd;
- Q is ORf, SRg, or NRhRi;
- and each of r and t, independently, is 1-6, each of Rc, Rd, Re, Rf, Rg, Rh, and Ri, independently, being H, C1-C10 alkyl, C1-C10 heteroalkyl, aryl, or heteroaryl;
- and
- m is 0 or 1.
19 more elements
22-25. (canceled)
(canceled)
(canceled)
32-34. (canceled)
(canceled)
38-44. (canceled)
(canceled)
Dependencies are inferred from the claim text.