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Texaphyrin solid supports and devices

Assignee: Pharmacyclics LLC
•
Filing: 1995-05-03
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Granted: 1997-01-14
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Expires: 2015-05-03
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Abstract

Abstract The present invention provides various novel matrix-supported texaphyrins in which a polymeric or solid matrix is covalently modified by the addition of one or more texaphyrins or texaphyrin derivatives. Described are methods of making various polymer-supported texaphyrins, including texaphyrin chromatographic supports, and devices such as catheters, as may be used, for example, in the separation of neutral and anionic species and in applications concerning phosphate ester hydrolysis, other catalytic schemes, MRI, and PDT.

Inventors

  • 👤 Jonathan L. Sessler
  • 👤 Brent L. Iverson
  • 👤 Vladimir Kr al
  • 👤 Richard E. Thomas
  • 👤 Darren Magda
  • 👤 Daniel A. Smith

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 03:34
CPC Classifications
B; B01; B01J; B01J20/00; B01J20/30; B01J20/32; B01J20/3214; B01J20/3217; B01J20/3219; A; A61; A61K; A61K41/00; A61K41/0057; A61K41/0076; A61K47/00; A61K47/50; A61K47/51; A61K47/54; A61K47/545; A61K47/546; A61K47/558; A61K47/69; A61K47/6903; A61K47/6921; A61K47/6923; A61K49/00; A61K49/06; A61K49/18; A61L; A61L27/00; A61L27/40; A61L29/00; A61L29/12; A61L31/00; A61L31/12; B01J20/22; B01J20/223; B01J20/281; B01J20/286; B01J20/289; B01J20/29; B01J20/3202; B01J20/3204; B01J20/3206; B01J20/3208; B01J20/321; B01J20/3212; B01J20/3231; B01J20/3242; B01J20/3244; B01J20/3265; B01J31/00; B01J31/16; B01J31/165; B01J31/1658; B01J31/18; B01J31/1805; B01J31/181; B01J31/1815; C; C07; C07D; C07D487/00; C07D487/22; C07F; C07F5/00; C07H; C07H15/00; C07H15/26; C07H21/00; C12; C12N; C12N15/00; C12N15/09; C12N15/10; C12N15/1003; C12N15/1006; C12N15/101; B01J2220/00; B01J2220/40; B01J2220/48; B01J2220/4812; B01J2220/4825; B01J2220/50; B01J2220/54; B01J2220/58; B01J2220/62; B01J2220/80; B01J2220/84; B01J2531/00; B01J2531/02; B01J2531/0238; B01J2531/0241; B01J2531/025; B01J2531/30; B01J2531/36; B01J2531/37; B01J2531/38

Claims Analysis

Total Claims: 52
Claim 1
Independent Claim 6 words
A composition comprising a matrix-supported texaphyrin.
Claim 2
Dependent Claim 6 words
A composition comprising a matrix-supported texaphyrin.
Claim 3
Dependent Claim 13 words
The composition of claim 1 where the matrix is a polymericor solid-support matrix.
Claim 4
Dependent Claim 14 words
The composition of claim 1 wherein the texaphyrin is complexed to a metal cation.
Claim 5
Dependent Claim 42 words
The composition of claim 3, wherein the metal cation is La(III), Nd(III), Sm(III), Sm(II), Gd(III), Tm(III), Lu(III), Eu(III), Dy(III), Y(III), In(III), Ce(III), Sc(III), Ca(II), Mn(II), Ni(II), Zn(II), Cd(II), Hg(II), Mn(III), Co(II), Co(III), Ni(III), Fe(II), Fe(III), Cu(II), Ho(III), Pr(III), Tb(III), Er(III) or Yb(III).
Claim 6
Dependent Claim 15 words
The composition of claim 3, wherein the metal cation is Sm(III), Eu(III), Gd(III) or Dy(III).
Claim 7
Dependent Claim 14 words
The composition of claim 3, wherein the metal cation is La(III), Lu(III), or Y(III).
Claim 8
Dependent Claim 96 words
The composition of claim 1 wherein the texaphyrin is joined to the matrix by a linker XY, wherein X is [--(CH 2 ) n --]--NH 2 where n is an integer from 0 to 20, OH, CO 2 H, Cl, Br, I, OH, NCO, NCS, NC, C.tbd.CH, CH═CH 2 , MgCl, ZnCl, Li, a nucleotide or an oligonucleotide, and Y is [--(CH 2 ) n --]--OH where n is an integer from 0 to 20, NH 2 , CO 2 H, Cl, Br, I, NCO, NCS, oxirane, C.tbd.CH, MgCl, ZnCl, Li, a nucleotide or an oligonucleotide.
Claim 9
Dependent Claim 96 words
The composition of claim 1 wherein the texaphyrin is joined to the matrix by a linker XY, wherein X is [--(CH 2 ) n --]--OH where n is an integer from 0 to 20, NH 2 , CO 2 H, Cl, Br, I, NCO, NCS, oxirane, C.tbd.CH, MgCl, ZnCl, Li, a nucleotide or an oligonucleotide, and Y is [--(CH 2 ) n --]--NH 2 where n is an integer from 0 to 20, OH, CO 2 H, Cl, Br, I, OH, NCO, NCS, NC, C.tbd.CH, CH═CH 2 , MgCl, ZnCl, Li, a nucleotide or an oligonucleotide.
Claim 10
Dependent Claim 43 words
The composition of claim 1 wherein the texaphyrin is joined to the matrix by an ether, ester, amide, amine, carbamate, urea, --CH═CH--, --C.tbd.C--, --(CH 2 ) m -- where m is an integer from 1 to 20, functionalized alkyl, aryl, or oligonucleotide linker.
Claim 11
Dependent Claim 31 words
The composition of claim 1 wherein the matrix is a solid-support matrix and the solid-support is silica, silica gel, amino-functionalized silica gel, alumina, clay, zeolite, glass, controlled pore glass or montmorillonite.
Claim 12
Dependent Claim 11 words
The composition of claim 1 wherein the matrix is silica gel.
Claim 13
Dependent Claim 49 words
The composition of claim 1 wherein the matrix is a polymer-support matrix and the polymer is polystyrene, polyethylene, polyacrylamide, polypropylene, polyamide, Merrifield resin, sepharose, agarose, polystyrene, polydivinylbenzene, cellulose, alginic acid, chitosan, chitin, polystyrene-benzhydrylamine resin, an acrylic ester polymer, a lactic acid polymer, a texaphyrin multimer or a sapphyrin multimer.
Claim 14
Dependent Claim 27 words
The composition of claim 1 wherein the matrix is polyurethane, polyvinylchloride, nylon, latex, silicone rubber, a halogenated polyethylene, an organosilicone, a biocompatible ceramic, bioglass or sintered hydroxyapatite.
Claim 15
Dependent Claim 9 words
The composition of claim 1 formulated into a column.
Claim 16
Dependent Claim 11 words
The composition of claim 1 formulated into a capillary electrophoresis tube.
Claim 17
Dependent Claim 17 words
The composition of claim 1 wherein the matrix-supported texaphyrin is in the form of a medical device.
Claim 18
Dependent Claim 11 words
The composition of claim 16, wherein the medical device is implantable.
Claim 19
Dependent Claim 22 words
The composition of claim 16, where the medical device is a catheter, an orthopedic implant, an artificial joint or a part thereof.
Claim 20
Dependent Claim 29 words
The composition of claim 1, wherein the texaphyrin further comprises a D-sugar unit, an L-sugar unit, an oligosaccharide, an L-amino acid, a D-amino acid, a peptide or a polypeptide.
Claim 21
Dependent Claim 13 words
The composition of claim 1, wherein the texaphyrin further comprises a nucleobase-containing group.
Claim 22
Independent Claim 33 words
A method for separating a first molecule from a mixture of at least two molecules comprising the step of contacting a matrix-supported texaphyrin metal complex with said mixture to separate said first molecule.
Claim 23
Independent Claim 33 words
A method for separating a first molecule from a mixture of at least two molecules comprising the step of contacting a matrix-supported texaphyrin metal complex with said mixture to separate said first molecule.
Claim 24
Dependent Claim 41 words
The method of claim 21, wherein the metal is La(III), Nd(III), Sm(III), Sm(II), Gd(III), Tm(III), Lu(III), Eu(III), Dy(III), Y(III), In(III), Ce(III), Sc(III), Ca(II), Mn(II), Ni(II), Zn(II), Cd(II), Hg(II), Mn(III), Co(II), Co(III), Ni(III), Fe(II), Fe(III), Cu(II), Ho(III), Pr(III), Tb(III), Er(III) or Yb(III).
Claim 25
Dependent Claim 49 words
The method of claim 21, wherein the matrix-supported texaphyrin comprises a texaphyrin linked to a polymeric or solid-support matrix via an ether, ester, amide, amine, carbamate, urea, --CH═CH--, --C.tbd.C--, --(CH 2 ) m -- where m is an integer from 1 to 20, functionalized alkyl, aryl, or oligonucleotide linker.
Claim 26
Dependent Claim 80 words
The method of claim 21, wherein the matrix-supported texaphyrin comprises a silica, silica gel, amino-functionalized silica gel, alumina, clay, zeolite, glass, controlled pore glass, montmorillonite, polystyrene, polyethylene, polyacrylamide, polypropylene, polyamide, Merrifield resin, sepharose, agarose, polystyrene, polydivinylbenzene, cellulose, alginic acid, chitosan, chitin, polystyrene-benzhydrylamine resin, an acrylic ester polymer, a lactic acid polymer, a texaphyrin multimer, a sapphyrin multimer, polyurethane, polyvinylchloride, nylon, latex, silicone rubber, a halogenated polyethylene, an organosilicone; or a biocompatible ceramic, bioglass or sintered hydroxyapatite polymeric or solid-support matrix.
Claim 27
Dependent Claim 23 words
The method of claim 21, wherein the matrix-supported texaphyrin is formulated into an HPLC column, a capillary electrophoresis tube or a filter cartridge.
Claim 28
Dependent Claim 37 words
The method of claim 21, wherein said mixture to be separated includes a molecule having a chloride, bromide, fluoride, pseudohalide, phosphate, phosphonate, phosphate ester, arsenate, arsenate ester, carboxylate, nitrate, sulfate, sulfonate or sugar moiety within its structure.
Claim 29
Dependent Claim 25 words
The method of claim 21, wherein said mixture to be separated includes a molecule having a phosphate, nitrate, organophosphorus or nucleotide moiety within its structure.
Claim 30
Dependent Claim 17 words
The method of claim 27, wherein said mixture to be separated includes an RNA or DNA molecule.
Claim 31
Dependent Claim 20 words
The method of claim 27, wherein said mixture includes a pesticide, an herbicide, a fungicide, or a chemical warfare agent.
Claim 32
Independent Claim 39 words
A method for hydrolysing a phosphate ester, comprising the step of contacting a matrix-supported texaphyrin metal complex where the metal cation has catalytic activity for ester bond hydrolysis in aqueous solution with the phosphate ester to cleave the ester.
Claim 33
Independent Claim 39 words
A method for hydrolysing a phosphate ester, comprising the step of contacting a matrix-supported texaphyrin metal complex where the metal cation has catalytic activity for ester bond hydrolysis in aqueous solution with the phosphate ester to cleave the ester.
Claim 34
Dependent Claim 13 words
The method of claim 30, wherein the metal cation is Eu(III) or Dy(III).
Claim 35
Dependent Claim 20 words
The method of claim 30, wherein the phosphate ester is a nucleotide, an RNA molecule, a cofactor or a phospholipid.
Claim 36
Dependent Claim 13 words
The method of claim 32, wherein the phosphate ester is an RNA molecule.
Claim 37
Independent Claim 43 words
A method of light-induced cleavage of a polymer of deoxyribonucleic acid, the method comprising: contacting the polymer with a matrix-supported texaphyrin where the texaphyrin is a photosensitive texaphyrin; and exposing the matrix-supported texaphyrin to light for a time sufficient to cleave the polymer.
Claim 38
Independent Claim 43 words
A method of light-induced cleavage of a polymer of deoxyribonucleic acid, the method comprising: contacting the polymer with a matrix-supported texaphyrin where the texaphyrin is a photosensitive texaphyrin; and exposing the matrix-supported texaphyrin to light for a time sufficient to cleave the polymer.
Claim 39
Dependent Claim 17 words
The method of claim 34 wherein the exposing step is carried out in the presence of oxygen.
Claim 40
Dependent Claim 28 words
The method of claim 34 wherein the photosensitive texaphyrin is a texaphyrin complexed with a diamagnetic metal and the diamagnetic metal is Lu(III), La(III), In(III), Zn(II) or Cd(II).
Claim 41
Independent Claim 45 words
A method for conducting a chemical reaction catalyzed by a lanthanide metal cation comprising the step of contacting a matrix-supported texaphyrin complexed to a metal cation, where the metal cation is a lanthanide metal cation, with a composition comprising the substrates for the chemical reaction.
Claim 42
Independent Claim 45 words
A method for conducting a chemical reaction catalyzed by a lanthanide metal cation comprising the step of contacting a matrix-supported texaphyrin complexed to a metal cation, where the metal cation is a lanthanide metal cation, with a composition comprising the substrates for the chemical reaction.
Claim 43
Dependent Claim 21 words
The method of claim 37, wherein the lanthanide metal cation is La(III), Sm(III), Gd(III), Y(III), Tb(III), Lu(III), Eu(III), Ce(III) or Dy(III).
Claim 44
Dependent Claim 22 words
The method of claim 37, wherein the chemical reaction is ester hydrolysis, amide hydrolysis, phosphate ester hydrolysis, acyl transfer, hydrogenation or polymerization.
Claim 45
Independent Claim 41 words
A method of magnetic resonance imaging of a subject, comprising: administering a matrix-supported texaphyrin complexed to a metal cation, wherein the metal cation is a paramagnetic metal cation, to the subject; and imaging the subject by reference to the matrix-supported texaphyrin.
Claim 46
Independent Claim 41 words
A method of magnetic resonance imaging of a subject, comprising: administering a matrix-supported texaphyrin complexed to a metal cation, wherein the metal cation is a paramagnetic metal cation, to the subject; and imaging the subject by reference to the matrix-supported texaphyrin.
Claim 47
Dependent Claim 22 words
A method of light-induced singlet oxygen production comprising subjecting a matrix-supported texaphyrin of claim 1 to light in the presence of oxygen.
Claim 48
Independent Claim 29 words
A method of photodynamic tumor therapy comprising: contacting a matrix-supported texaphyrin with a composition suspected of having tumor cells; and photoirradiating the matrix-supported texaphyrin in contact with the composition.
Claim 49
Independent Claim 29 words
A method of photodynamic tumor therapy comprising: contacting a matrix-supported texaphyrin with a composition suspected of having tumor cells; and photoirradiating the matrix-supported texaphyrin in contact with the composition.
Claim 50
Independent Claim 36 words
A method for deactivating a retrovirus or an enveloped virus comprising contacting a matrix-supported texaphyrin with a composition suspected of having a retrovirus or enveloped virus; and photoirradiating the matrix-supported texaphyrin in contact with the composition.
Claim 51
Independent Claim 36 words
A method for deactivating a retrovirus or an enveloped virus comprising contacting a matrix-supported texaphyrin with a composition suspected of having a retrovirus or enveloped virus; and photoirradiating the matrix-supported texaphyrin in contact with the composition.
Claim 52
Dependent Claim 20 words
The composition of claim 2 where the matrix is a polymeric matrix and the polymeric matrix is a texaphyrin multimer.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2000-01-14 2000-07-15 2001-01-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2004-01-14 2004-07-15 2005-01-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2008-01-14 2008-07-15 2009-01-14 $7700.00 Window Closed / Lapsed

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