The development of dendritic Gd-DTPA complexes for MRI contrast agents

Current Medical Imaging Reviews

Volumn 6, Issue 1, 2010, Pages 42-45

  Yu, Gang ^a,b,c   Yamashita, Mitsuji ^d   Tian, Mei ^e   Zhang, Hong ^a,b,c   Ozaki, Nobuhisa ^d   Yamashita, Junko ^d   Fujie, Michio ^f   Takehar, Yasuo ^f   Sakahara, Harumi ^f  

^a ZHEJIANG UNIVERSITY SCHOOL OF MEDICINE   (China)

^b ZHEJIANG UNIVERSITY   (China)

^c Key Laboratory of Medical Molecular Imaging of Zhejiang Province   (China)

^d SHIZUOKA UNIVERSITY   (Japan)

^e UNIVERSITY OF TEXAS   (United States)

^f HAMAMATSU UNIVERSITY SCHOOL OF MEDICINE   (Japan)

Author keywords

Contrast agents; Dendritic; Gd DTPA; MRI

Indexed keywords

CONTRAST MEDIUM; DENDRIMER; GADOLINIUM PENTETATE;

COMPLEX FORMATION; NUCLEAR MAGNETIC RESONANCE IMAGING; PRIORITY JOURNAL; REVIEW;

EID: 77950224464     PISSN: 15734056     EISSN: None     Source Type: Journal    
DOI: 10.2174/157340510790693965     Document Type: Review

References (37)

1. Desser TS, Rubin DL, Muller HH, et al. Dynamics of tumor imaging with Gd- DTPA-polyethylene glycol polymers: dependence on molecular weight. J Magn Reson Imaging 1994; 4(3): 467-472
2. Doble DMJ, Botta M, Wang J, Aime S, Barge A, Raymond KN. Optimization of the relaxivity of MRI contrast agents: effect of poly (ethylene glycol) chains on the water-exchange rates of G(III) complexes. J Am Chem Soc 2001; 123(43): 10758-10759
3. Kobayashi H, Kawamoto S, Saga T, et al. Avidin-dendrimer-(1B4M-Gd)254: a tumor-targeting therapeutic agent for gadolinium neutron capture therapy of intraperitoneal disseminated tumor which can be monitored by MRI. Bioconjug Chem 2001; 12(4): 587-593
4. Kobayashi H, Kawamoto S, Jo SK, Bryant Jr. HL, Brechbiel MW, Star RA. Macro-molecular MRI contrast agents with small dendrimers: pharmacokinetic differences between sizes and cores. Bioconjug Chem 2003; 14(2): 388-394
5. Langereis S, Lussanet QG, Genderen MHP, Backes WH, Meijer EW. Multivalent contrast agents based on Gadolinium-diethylenetriaminepentaacetic acid-terminated poly(propylene imine) dendrimers for magnetic resonance imaging. Macromolecules 2004; 37(9): 3084-3091
6. Venditto VJ, Aida C, Brechbiel MW. PANAM dendrimer based macromolecules as improved contrast agents. Mol Pharm 2005; 2(4): 302-11.
7. 3+ diethylenetriaminepenta- acetic acid and dextran: 1. Synthesis, characterization, and paramagnetic properties. Bioconjug Chem 1997; 8(4): 605-610
8. Corot C, Schaffer M, Beaute S, et al. Physical, chemical and biological evaluations of CMD-A2-Gd-DOTA. Acta Radiol 1997; 38(412): 91-99
9. Helbich TH, Gossman A, Mareski PA, et al. A new polysaccharide macromolecular contrast against for MR imaging: biodistribution and imaging characteristics. J Magn Reson Imaging 2000; 11(6): 694-701.
10. Lebduskova P, Kotek J, Hermann P, et al. A gadlinium(III) complex of a carboxylic-phosphorus acid derivative of dietylenetriamine covalently bound to inulin, a potential macromolecular MRI contrast agent. Bioconjug Chem 2004; 15(4): 881-889
11. Mohs AM, Wang X, Goodrich KC, Zong Y, Parker DL, Lu ZR. PEG-g-poly(GdDTPA-co-L-cystine): a biodegradable macromolecular blood pool contrast agent for MR imaging. Bioconjug Chem 2004; 15(6): 1424-1430
12. Bogdanov Jr. A, Wright SC, Marecos EM, et al. A long-circulating co-polymer in "passive targeting" to solid tumors. J Drug Target 1997; 4(5): 321-330
13. Kobayashi H, Sato N, Saga T, et al. Monoclonal antibody-dendrimer conjugates enable radiolabeling of antibody with markedly high specific activity with minimal loss of immunoreactivity. Eur J Nucl Med Mol Imaging 2000; 27(8): 1334-1339
14. Konda SD, Aref M, Wang S, Brechbiel M, Wiener EC. Specific targeting of folate-dendrimer MRI contrast agents to the high affinity folate receptor expressed in ovarian tumor xenografts. Magn Reson Mater Phys Biol Med 2001; 12(2-3): 104-113
15. Laurent S, Botteman F, Elst LV, Muller RN. New biofunctional contrast agents: bisamide derivatives of C-Substituted Gd-DTPA. Eur J Inorg Chem 2004; 2004(3): 463-468
16. Parac-Vogt TN, Kimpe K, Binnemans K. Heterobimetallic gadolinium(III)-iron(III) complex of DTPA-bis(3-hydroxytyramide). J Alloys Comp 2004; 374(1-2): 325-329
17. Takahashi K, Nakamura H, Furumoto S, et al. Synthesis and in vivo biodistribution of BPA-Gd-DTPA complex as a potential MRI contrast carrier for neutron capture therapy. Bioorg Med Chem 2005; 13(3): 735-743
18. Ito M, Ogino H, Oshima H, et al. Evaluation of CH3-DTPA-Gd (NMS60) as a new MR contrast agent: early phase II study in brain tumors and dual dynamic contrast-enhanced imaging. Magn Reson Imaging 2006; 24(5): 625-630
19. Shen T, Ralph P, Mikhail BA, Jr., Brady TJ. Monocrystalline iron oxide nanocompounds (MION): physicochemical properties. Magn Reson Imaging 1993; 29(5): 599-604.
20. Quay SC, US Patent 4,859,451. Paramegnetic Contrast Agents for MR Imaging.
21. Sirlin CB, Vera DR, Corbeil JA, Caballero MB, Buxton RB, Mattrey RF. Gadolinium-DTPA- dextran: a macromolecular MR blood pool contrast agent. Acad Radiol 2004; 11(11): 1361-1369
22. Bligh SW A, Chowdhury AHMS, Mcpartlin M, Scowen TJ, Bulman RA. Neutral gadolinium(III) complexes of bulky octadentate DTPA derivatives as potential contrast agents for magnetic resonance imaging. Polyhedron 1995; 14(4): 567-569
23. II. Polyhedron 1997; 16(16): 2755-2759
24. Wang YM, Wang YJ, Shen RS, Lin GC, Lin WC, Liao JH. Relaxivity studies and X-ray structure of Gd(III)-diethylenetriamine-N,N′,N″- triaceticacid-N,N″-bis(2-methoxyphenethylamide) as a potential contrast agent for magnetic resonance imaging. Polyhedron 1999; 18(8-9): 1147-1152
25. Bligh SWA, Chowdhury AHMS, Kennedy D, Luchinat C, Parigi G. Non-ionic bulky Gd(III) DTPA-bisamide complexes as potential contrast agents for magnetic resonance imaging. Magn Reson Med 1999; 41(4): 767-773
26. 2-. Eur J Inorg Chem 2003; 2003(16) 3021-3027
27. Tóth É, Helm L, Kellar KE, Merbach AE. Gd(DTPA-bisamide) alkyl Copolymers: a hint for the formation of MRI contrast agents with very high relaxivity. Chem- A Eur J 1999; 5 (4): 1202-1211
28. Carvalho JF, Kim SH, Chang CA. Synthesis and metal complex selectivity of macrocyclic DTPA and EDTA bis(amide) ligands. Inorg Chem 1992; 31(20): 4065-4068
29. Franklin SJ, Raymond KN. Solution structure and dynamics of lanthanide complexes of the macrocyclic polyamino carboxylate DTPA-dien. NMR study and crystal structures of the lanthanum( III) and europium(III) Complexes. Inorg Chem 1994; 33(25): 5794-5804
30. Bovens E, Hoefnagel MA, Boers E, Lammers H, Bekkum HV, Peter JA. Multinuclear magnetic resonance study on the structure and dynamics of lanthanide(III) complexes of cyclic DTPA derivatives in aqueous solution. Inorg Chem 1996; 35(26): 7679-7683
31. Laurent S, Botteman F, Elst LV, Muller RN. Optimising the design of paramagnetic MRI contrast agent: influence if backbron substitution on the water exchange rate of Gd-DTPA derivatives. MAGMA 2004; 16: 235-245
32. Yu G, Yamashita M, Aoshima K, et al. Studies on preparation and characterization of novel MRI contrast agents for targeting organs and blood vessels. Heterocycl Commun 2007; 13: 101-108
33. Yu G, Yamashita M, Aoshima K, et al. A glycosylated complex of gadolinium, a new potential contrast agent for magnetic resonance angiography? Bioorg Med Chem Lett 2007; 17 (8): 2246-2249
34. Yu G, Yamashita M, Aoshima K, et al. Research and development on nove potential contrast agent for MR Imaging-MR Angiography and early stage findings for liver tumors to innovate on medical treatments. JICAST Japan: Hamamatsu 2007; pp. 71-72, 23-24.
35. Sonoda A, Nitta N, Ohta S, et al. Development of a conjugated gadolinium and cisplatin-gelatin possessing properties as an intravascular contrast agent for MR imaging. Eur J Radiol 2009; 71(3): 570-575
36. Nemoto H, Cai J, Nakamura H, Fujiwara M, Yamamoto Y. The synthesis of a carborane gadolinium-DTPA complex for boron neutron capture therapy. J Organomet Chem 1999; 581(1-2): 170-175
37. Nakamura E, Makino K, Okano T, Yamamoto T, Yokoyama M. A polymeric micelle MRI contrast agent with changeable relaxivity. J Control Release 2006; 114(3): 325-333