Synthesis and preliminary evaluation of MP-2269: A novel, nonaromatic small-molecule blood-pool MR contrast agent

Magnetic Resonance in Medicine

Volumn 40, Issue 5, 1998, Pages 733-739

  Wallace, Rebecca A ^a   Haar Jr , Joe P ^a   Miller, Donald B ^a   Woulfe, Steven R ^a   Polta, John A ^a   Galen, Karen P ^a   Hynes, Michael R ^a   Adzamli, Kofi ^a  

^a MALLINCKRODT PHARMACEUTICALS   (United States)

Author keywords

Blood pool agent; Gadolinium; MR contrast agent; Noncovalent albumin binding

Indexed keywords

BLOOD; GADOLINIUM; LAKES; MAMMALS; MOLECULES; PROTEINS; SYNTHESIS (CHEMICAL);

ALBUMIN BINDINGS; BLOOD POOL; CONTRAST AGENT; FUNCTIONALIZED; MR ANGIOGRAPHY; MR CONTRAST AGENTS; SLOW COMPONENT; SMALL MOLECULES;

BLOOD VESSELS;

CONTRAST MEDIUM; GADOLINIUM CHELATE; MP 2269; PENTETIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CONTRAST ENHANCEMENT; DRUG CLEARANCE; DRUG CONJUGATION; DRUG DETERMINATION; DRUG HALF LIFE; DRUG SYNTHESIS; FEMALE; MAGNETIC RESONANCE ANGIOGRAPHY; NONHUMAN; RAT;

EID: 0031726125     PISSN: 07403194     EISSN: None     Source Type: Journal    
DOI: 10.1002/mrm.1910400514     Document Type: Article

References (20)

1. S. H. Koenig, R. D. Brown III, Relaxation of solvent protons by paramagnetic ions: dependence on magnetic field and chemical environment - implications for NMR imaging. Magn. Reson. Mad. 1, 478-495 (1984).
2. R. B. Lauffer, Paramagnetic metal complexes as water proton relaxation agents for NMR imaging: theory and design. Chem. Rev. 87, 901-927 (1987).
3. G. Schumann-Giampieri, H. Schmitt-Willich, T. Frenzel, W. R. Press, H. J. Weinmann, In vivo and in vitro evaluation of Gd-DTPA-polylysine as a macromolecular contrast agent for MRI. Invest. Radiol. 26, 969-974 (1991).
4. M. D. Ogan, U. Schmiedl, M. E. Moseley, W. Grodd, H. Paajanen, R. C. Brasch, Albumin labeled with Gd-DTPA: an intravascular contrast-enhancing agent for magnetic resonance blood pool imaging - proparation and characterization. Invest. Radial. 22, 665-671 (1987).
5. S. C. Wang, M. G. Wikstrom, D. L. White, J. Klaveness, E. Holtz, P. Rongved, M. E. Moseley, R. C. Brasch, Evaluation of Gd-DTPA-labeled dextran as an intravascular MR contrast agent: imaging characteristics in normal rat tissues. Radiology 175, 483-488 (1990).
6. G. Adam, J. Neuerburg, E. Spuntrup, A. Muhler, K. Scherer, Gd-DTPA-cascade polymer: potential blood pool contrast agent for MRI. J. Magn. Reson. Imaging 4, 462-466 (1994).
7. R. B. Lauffer, D. J. Parmelee, H. S. Ouellet, R. P. Dolan, H. Sajiki, D. M. Scott, P. J. Bernard, E. Bnchanan, K. Y. Ong, Z. Tyeklár, K. S. Midelfort, T. J. McMurry, R. C. Walovitch, MS- 325: A small-molecule vascular imaging agent for magnetic resonance imaging. Acad. Radiol. 3, S356-S358 (1996).
8. T. McMurry, Z. Tyeklar, K. Midlefort, S, Dunham, D. Scott, H. Sajiki, R. Lauffer, Synthesis and physical properties of MS- 325, the first small-molecule blood pool agent for MRI, in "Proc., ISMRM, 5th Annual Meeting, Vancouver, B.C. Canada; 1997," p. 1571.
9. M. A. Williams, H. Rapoport, Synthesis of enantiomerically pure DTPA analogues: L-phenylalanine as the educt for substitution at the central acetic acid. J. Org. Chem. 5, 1151-1158 (1993).
10. S. H. Koenig, R. D. Brown, Relaxometry of tissue, in "NMR Spectroscopy of Cells and Organisms" Vol. II. (R. K. Gupta, Ed.), pp. 75-114, CRC Press, Boca Raton, FL, 1987.
11. P. L. Altman, D. S. Dittmer, "Biology Data Book," FASEB, Washington D.C., (1974).
12. S. M. Rocklage, A. D. Watson, Chelates of gadolinium and dysprosium as contrast agents for MRI. J. Magn. Reson. Imaging 3, 167-178 (1993).
13. R. S. Ranganathan, S. I. Kang, P. C. Ratsep, K. M. R. Pillai, R. Shukla, X. Zhang, M. Tweedle, New developments in contrast agent research [P. A. Rinck, R. N. Muller, Eds.), in "Proc., 4th Special Topic Seminar of the European MR Forum, European MR Forum Foundation, University of Mons, Belgium, 1994," pp. 17-28.
14. K. Adzamli, M. Spiller, S. H. Koenig, NMRD assessment of the interaction of MP-2269 with albumin, in "Proc., ISMRM, 5th Annual Meeting, Vancouver, B.C. Canada, 1997," p. 1574.
15. M. W. Steward, in "Handbook of Experimental Immunology," Vol. 1, 4th ed. (D.M. Weir, ed.), Blackwood Scientific Publications, Oxford, 1986.
16. A. B. Baxter, S. Menikoff, D. P. Stiles, R. C. Brasch, Immunogenicity of Gd-based contrast agents for MRI. Invest. Radiol. 16, 1035-1040 (1991).
17. G. Schuhmann-Giampieri, H. Schmitt-Willich, W.-R. Press, C. Negishi, H.-J. Weinmann, U. Speck, Preclinical evaluation of Gd-EOB-DTPA as contrast agent in MRI of the hepatobiliary system. Radiology 183, 59-64 (1992).
18. C. de Haen, L. Gozzini, Soluble-type hepatobiliary contrast agents for MRI. J. Magn. Reson. Imaging 3, 179-186 (1993).
19. H. J. Weinmann, R. C. Brasch, W. R. Press, G. E. Wesbey, Characteristics of Gd-DTPA complex: a potential NMR contrast agent. A.J.R. 142, 619-624 (1984).
20. A. N. Oksendal, P. A. Hals, Biodistribution and toxicity of MRI contrast media. J. Magn. Reson. Imaging 3, 157-165 (1993).