Nanoparticles for drug delivery
AssigneeUniversity of Louisville Research Foundation, Inc.
InventorsRalph J. Knipp, Michael H. Nantz
Life of this patent
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Abstract
The invention provides nanoparticles, methods for making nanoparticles, and methods for using nanoparticles. An important attribute of a drug delivery system is its ability to allow for spatial and temporal regulated drug release, thereby minimizing side effects and improving therapeutic efficacy of conventional pharmaceuticals. Iron oxide nanoparticles (NPs), specifically Fe304 nanoparticles, possess many appropriate qualities that make them a viable choice for drug delivery.
Claims23
A therapeutic magnetic nanoparticle, or a salt thereof, comprising a magnetic nanoparticle covalently bonded to one or more -L-D groups wherein D is a residue of a therapeutic agent and L is a linker capable of undergoing an intramolecular cyclization;
- wherein -L-D has the following formula I:
- wherein;
- V is —S—, the magnetic nanoparticle is coated in gold, and the dashed line represents a covalent bond between —S— and the magnetic nanoparticle coated in gold;
- L1 is (C1-C6)alkylene, (C1-C6)heteroalkylene, (C2-C6)alkenylene, (C2-C6)alkynylene, phenylene or (C3-C7)carbocyclene, wherein (C1-C6)alkylene, (C1-C6)heteroalkylene, (C2-C6)alkenylene, (C2-C6)alkynylene, phenylene or (C3-C7)carbocyclene are optionally substituted with one or more halogen;
- each J is C(Rb)2 wherein one C(Rb)2 of J may be replaced by —O—, —S— or —N(Re)—;
- (a) W is NH, X is CRcRd, and n is an integer from 0-5;
- or
- (b) W is NH, X is O, NRe or S, and n is an integer from 1-5;
- or
- (c) W is
- X is CRcRd, O, NRe, S or absent, m is an integer from 0-5 and n is an integer from 0-5, wherein the sum of m and n is 0-5;
- Y is O or S;
- Z-D1 is a residue of a therapeutic agent wherein Z is O, NRh or S;
- each Rb is independently selected from H and (C1-C3)alkyl;
- or two Rb groups together with the carbon to which they are attached form a (C3-C7)carbocycle;
- each Rc is independently selected from H and (C1-C6)alkyl, and each Rd is independently selected from H and (C1-C6)alkyl;
- or an Rc group and an Rd group together with the carbon to which they are attached form a (C3-C7)carbocycle;
- each Re is independently selected from H and (C1-C6)alkyl;
- each Rf is independently selected from H and (C1-C6)alkyl, or two Rf groups together with the carbon to which they are attached form a (C3-C7)carbocycle,
- Rg is selected from H and (C1-C6)alkyl, and
- Rh is selected from H and (C1-C6)alkyl.
A therapeutic magnetic nanoparticle, or a salt thereof, comprising a magnetic nanoparticle covalently bonded to one or more -L-D groups wherein D is a residue of a therapeutic agent and L is a linker capable of undergoing an intramolecular cyclization;
- wherein -L-D has the following formula Ib:
- wherein the dashed bond represents a covalent bond to the magnetic nanoparticle and wherein;
- L1 is (C1-C6)alkylene, (C1-C6)heteroalkylene, (C2-C6)alkenylene, (C2-C6)alkynylene, phenylene or (C3-C7)carbocyclene, wherein (C1-C6)alkylene, (C1-C6)heteroalkylene, (C2-C6)alkenylene, (C2-C6)alkynylene, phenylene or (C3-C7)carbocyclene are optionally substituted with one or more halogen;
- each J is C(Rb)2 wherein one C(Rb)2 of J may be replaced by —O—, —S— or —N(Re)—;
- (a) W is NH, X is CRcRd, and n is an integer from 0-5;
- or
- (b) W is NH, X is O, NRe or S, and n is an integer from 1-5;
- or
- (c) W is
- X is CRcRd, O, NRe, S or absent, m is an integer from 0-5 and n is an integer from 0-5, wherein the sum of m and n is 0-5;
- Y is O or S;
- Z-D1 is a residue of a therapeutic agent wherein Z is O, NRh or S;
- each Rb is independently selected from H and (C1-C3)alkyl;
- or two Rb groups together with the carbon to which they are attached form a (C3-C7)carbocycle;
- each Rc is independently selected from H and (C1-C6)alkyl, and each Rd is independently selected from H and (C1-C6)alkyl;
- or an Rc group and an Rd group together with the carbon to which they are attached form a (C3-C7)carbocycle;
- each Re is independently selected from H and (C1-C6)alkyl;
- each Rf is independently selected from H and (C1-C6)alkyl;
- or two Rf groups together with the carbon to which they are attached form a (C3-C7)carbocycle;
- Rg is selected from H and (C1-C6)alkyl;
- and
- Rh is selected from H and (C1-C6)alkyl.
Dependencies are inferred from the claim text.