Polychelants containing macrocyclic chelant moieties

Drug – bio-affecting and body treating compositions – In vivo diagnosis or in vivo testing – Magnetic imaging agent

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

424 4, 514 2, A61K 4900, A61K 3700, A61K 3900, A61K 4904

Patent

active

053646134

ABSTRACT:
There are provided polychelants and their metal chelates which are useful in diagnostic imaging and in radiotherapy and which comprise a plurality of macrocyclic chelant moieties, e.g, DOTA residues, conjugated to a polyamine backbone molecule, e.g, polylysine. To produce a site-specific polychelate, one or more of the macrocyclic chelant carrying backbone molecules may be conjugated to a site-directed macromolecule, e.g. a protein.

REFERENCES:
patent: 3927193 (1975-12-01), Hansen et al.
patent: 4167173 (1979-11-01), Winchell et al.
patent: 4331647 (1982-05-01), Goldenberg
patent: 4639365 (1987-01-01), Sherry
patent: 4647447 (1987-03-01), Gries et al.
patent: 4678667 (1987-07-01), Meares et al.
patent: 4741900 (1988-05-01), Alvarez et al.
patent: 4806348 (1989-02-01), Hartl et al.
patent: 4855353 (1989-08-01), Kurami et al.
patent: 5098692 (1992-03-01), Gries et al.
patent: 5135737 (1992-08-01), Kenna
Bharadwaj et al., "Characterization of [Dimethyl N,N'-ethylenebis(L-cysteinato) (2-)-S,S] copper (II), Cu(SCH.sub.2 CH(CO.sub.2 CH.sub.3 --)NHCH.sub.2 --).sub.2, a Stable Cu(II-Aliphatic Dithiolate", J. Amer. Chem. Soc., 108, (1986), p. 1351.
Bryden et al., "Multinuclear Nuclear Magnetic Resonance Study of Three Aqueous Lanthanide Shift Reagents: Complexes with EDTA and Axially Symmetric Macrocyclic Polyamino Polyacetate Ligands" Anal. Chem. 53 (1981) p. 1418.
Cacheris et al., "Thermodynamic Study of Lanthanide Complexes of 1,4,7-Triazacyclononane-N,N!,N"-triacetic Acid and 1,4,7,10-Tetraazacyclododecane-N,N',N"'-tetraacetic Acid", Inorg. Chem. 26 (1987) p. 958.
Creaser et al., "Synthesis and Reactivity of Aza-Capped Encapsulated Co(III) Ions", J. Amer. Chem. Soc. 104 (1982) p. 6016.
De Cola et al., "Hexaaza Macrocyclic Complexes of the Lanthanides", Inorg. Chem. 25, (1986) pp. 1729-1732.
Delgado, R., and Frausto Da Silva J.J.R., "Metal Complexes of Cyclic Tetra-Azatetra-Acetic Acids", Talanta, 29 (1982) pp. 815-822.
DeRiemer et al., "BLEDTA II: Synthesis of a New Tumor-Visualizing Derivative of Co(III)-Bleomycin", Journal of Labelled Compd. Radiopharm., 18 (1981) p. 1517.
Desreux, "Nuclear Magnetic Resonance Spectroscopy of Lanthanide Complexes with a Tetraacetic Tetraaza Macrocycle, Unusual Conformation Properties", Inorg. Chem., 19 (1980) p. 1319.
Gansow, "Diazo Coupling of some Lanthanide Benzo-Cryptattes to Proteins", Inorg. Chimica Acta, 91, (1984) p. 213.
Geue et al., "Metal Ion Encapsulation: Cobalt Cages Derived from Polyamines, Formaldehyde, and Nitromethane" J. Amer. Chem. Soc. 106 (1984) p. 5478.
Hnatowich et al., "The Preparation of DTPA-Coupled Antibodies Radiolabeled with Metallic Radionuclides: an Improved Method", Journal of Immunological Methods, 65, (1983) p. 147.
Hnatowich et al., "Radioactive Labeling of Antibody: A Simple and Efficient Method", Science 220, p. 613.
Krejcarek, G. E. and Tucker, K. L., "Covalent Attachment of Chelating Groups to Macromolecules", Biochemical and Biophysical Research Communications, 77, (1977) p. 581.
Lehn, J. M., "Cryptates: The Chemistry of Macropolycyclic Inclusion Complexes", Accounts of Chemical Research 11, (1978) p. 49.
Magerstadt et al, "Gd(DOTA): An Alternative to Gd(DTPA) as a T.sub.1,2 Relaxation Agent for NMR Imaging or Spectroscopy", Magnetic Resonance in Medicine, 3 (1986) p. 808.
Manabe et al., "High-level conjugation of chelating agents onto immunoglobulins: use of intermediary poly(L-lysine)-diethylenetriaminepentaacetic acid carrier", Biochimica et Biophysica Acta, 883 (1986) pp. 460-467.
Meares et al, "Conjugation of Antibodies with Bifunctional Chelating Agents: Isothiocyanate and Bromoacetamide Reagents, Methods of Analysis, and Subsequent Addition of Metal Ions", Analytical Biochemistry, 142 (1984) p. 68.
Moi et al., "X-ray Crystal Structure of a Macrocyclic Cooper Chelate Stable Enough for Use in Living Systems: Cooper(II) Dihydrogen 6-(p-Nitrobenzyl)-1,4,8,11-tetraazacyclotetradecane-1,4,8,11-tetraacetate" , Inorg. Chem 26 (1987) p. 3458.
Moi et al., "The Peptide Way to Macrocyclic Bifunctional Chelating Agents: Synthesis of 2-p-Nitrobenzyl-1,4,7,10-tetraazacyclododecane-N,N'N",N'"-tetraacetic Acid and Study of Its Yttrium(III) Complex", (Reprint) J. Amer. Chem. Soc. 110, (1988) p. 6266.
Paik et al, "Factors Influencing DTPA Conjugation with Antibodies by Cyclic DTPA Anhydride", Journal of Nuclear Medicine, 24, (1983) p. 1158.
Russell, C. D. and Speiser, A. G., "Complexes of Technetium with Hydrocarboxylic Acids: Gluconic, Glucoheptonic, Tartaric, and Citric", J. Nucl. Med., 21, (1980) p. 1086.
Shreve, P. and Aisen, A. M., "Monoclonal Antibodies Labeled with Polymeric Paramagnetic Ion Chelates", Magnetic Resonance in Medicine, 3 (1986) p. 336.
Smith, P. H. and Raymond, K. N., "A Lanthanide-Amine Template Synthesis". Preparation and Molecular Structures of Ln(L)(CH.sub.3 CN)(CF.sub.3 SO.sub.3).sub.3 [L=1,9-Bis(2-aminoethyl)-1,4,6,9,12,14-hexaaxacyclohexadacane n=La, Yb] and La(en).sub.4 (CH.sub.3 CN) (CF.sub.3 SO.sub.3).sub.3, Inorg. Chem. 24 (1985) p. 3469.
Smith, et al., "Characterization of a Series of Lanthanide Amine Cage Complexes", Inorg. Chem. 27 (1988) p. 4154.
Torchilin et al., "Antibody Activity of the Polymer-Conjugated Antimyosin", Hybridoma, 6 (1987) p. 232.
Unger et al., "Magnetic Resonance Imaging Using Gadolinium Labeled Monoclonal Antibody", Investigating Radiology, 20, (1985) p. 693.
Duncan et al., "Fate of N-(2-hydroxypropyl) methacrylamide copolymers with pendent galactosamine residues after intravenous administration to rats", Biochemica et Biophysica Acta 880, (1986) pp. 62-71.
Vera et al., "Tc-99m-Galactosyl-Neoglycoalbumin: In Vivo Characterization of Receptor-Mediated Binding to Hepatocytes", Radiology 151, (1984) pp. 191-196.
Eckelman et al., "NMR Enhancement with Gd Labeled Antibodies", Radiolabelled Monoclonal Antibodies for Imaging and Therapy ed. S. C. Srivastava, Plenum Publishing Corpn. (1988) pp. 571-579.
Bharadwaj et al., J. Amer. Chem. Soc., 108, 1351 (1986) "Characterization of [Dimethyl N,N'-ethylenebis(L-cysteinato) (2-)-S,S] copper (II), Cu(SCH.sub.2 CH(CO.sub.2 CH.sub.3)NHCH.sub.2 --).sub.2, a Stable Cu(II-Aliphatic Dithiolate".
Khaw, B. A., Fallon, J. T., Strauiss, H. W. and Haber, E.; Science, 209, 295 (1980) "Myocardial Infarct Imaging of Antibodies to Canine Cardiac Myosin with Indium-111-Diethylenetriamine Pentaacetic Acid".
Lauffer, R. B.; Chemical Reviews, 87, 901 (1987).
Meares, C. F.; and Wensel, T. A.; American Chemical Society; 17; 202 (1984) "Metal Chelates as Probes of Biological Systems".
Moi, M. K., Meares, C. F., McCall, M. J., Cole, V. C. and DeNardo, S. J.; Analytical Biochemistry, 148, 249 (1985) "Copper Chelates as Probes of Biological Systems: Stable Copper Complexes with Macrocyclic Bifunctional Chelating Agent".
Sherry, A. D. et al.; American Chemical Society, 28, 620-622 (1989) "Synthesis and Characterization of the Gadolinium(3+) Complex of DOTA-Propylamide: A Model DOTA-Protein Conjugate".
Sieving, P. F., et al., Bioconjugate Chem., 165-71, (1990) "Preparation and Characterization of Paramagnetic Polychelates and Their Protein Conjugates".

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Polychelants containing macrocyclic chelant moieties does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Polychelants containing macrocyclic chelant moieties, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Polychelants containing macrocyclic chelant moieties will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1095543

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.