Gd complexes of diethylenetriaminepentaacetic acid conjugates of low-molecular-weight chitosan oligosaccharide as a new liver-specific MRI contrast agent

Magnetic Resonance Imaging

Volumn 31, Issue 4, 2013, Pages 604-609

  Huang, Yan ^a   Cao, Bennan ^b   Yang, Xiaolu ^a   Zhang, Qi ^a,b   Han, Xiangjun ^c   Guo, Ziyi ^c  

^a JIANGSU UNIVERSITY   (China)

^b HAINAN UNIVERSITY   (China)

^c HAIKOU PEOPLE S HOSPITAL   (China)

Author keywords

Chitosan oligosaccharide; Contrast agent; Liver specific; Magnetic resonance imaging; Relaxivity

Indexed keywords

GADOLINIUM DIETHYLENETRIAMINEPENTAACETIC ACID CHITOSAN OLIGOSACCHARIDE 11; GADOLINIUM DIETHYLENETRIAMINEPENTAACETIC ACID CHITOSAN OLIGOSACCHARIDE 6; GADOLINIUM DIETHYLENETRIAMINEPENTAACETIC ACID CHITOSAN OLIGOSACCHARIDE 8; GADOLINIUM PENTETATE; NUCLEAR MAGNETIC RESONANCE IMAGING AGENT; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; COMPLEX FORMATION; CONTRAST ENHANCEMENT; CONTROLLED STUDY; DRUG ELIMINATION; DRUG EXCRETION; IMAGE DISPLAY; IN VITRO STUDY; IN VIVO STUDY; LIVER; LIVER BLOOD VESSEL; NONHUMAN; NUCLEAR MAGNETIC RESONANCE IMAGING; PRIORITY JOURNAL; RADIOACTIVITY; RAT;

ANIMALS; CHITOSAN; CONTRAST MEDIA; DRUG CARRIERS; GADOLINIUM DTPA; LIVER; MAGNETIC RESONANCE IMAGING; MOLECULAR WEIGHT; OLIGOSACCHARIDES; PHANTOMS, IMAGING; RATS; RATS, SPRAGUE-DAWLEY;

RATTUS;

EID: 84876126431     PISSN: 0730725X     EISSN: 18735894     Source Type: Journal    
DOI: 10.1016/j.mri.2012.09.004     Document Type: Article

References (36)

1. Frisoni G.B., Fox N.C., Jack C.R., Scheltens P., Thompson P.M. The clinical use of structural MRI in Alzheimer disease. Nat Rev Neurol 2010, 6:67-77.
2. Caravan P. Strategies for increasing the sensitivity of gadolinium based MRI contrast agents. Chem Soc Rev 2006, 35:512-523.
3. Johnson N.J.J., Oakden W., Stanisz G.J., Prosser R.S., van Veggel F.C.J.M. Size-tunable, ultrasmall NaGdF4 nanoparticles: insights into their T1 MRI contrast enhancement. Chem Mater 2011, 23:3714-3722.
4. Caravan P., Ellison J.J., McMurry T.J., Lauffer R.B. Gadolinium(III) chelates as MRI contrast agents: structure, dynamics, and applications. Chem Rev 1999, 99:2293-2352.
5. Chen K.J., Wolahan S.M., Wang H., Hsu C.H., Chang H.W., Durazo A., Hwang L.P., Garcia M.A., Jiang Z.K., Wu L., Lin Y.Y., Tseng H.R. A small MRI contrast agent library of gadolinium(III)-encapsulated supramolecular nanoparticles for improved relaxivity and sensitivity. Biomaterials 2011, 32:2160-2165.
6. Zhang W., Chen Y., Guo D.J., Huang Z.W., Cai L., He L. The synthesis of a D-glucosamine contrast agent, Gd-DTPA-DG, and its application in cancer molecular imaging with MRI. Eur J Radiol 2011, 79:369-374.
7. Kobayashi H., Sato N., Hiraga A., Saga T., Nakamoto Y., Ueda H., Konishi J., Togashi K., Brechbiel M.W. 3D-micro-MR angiography of mice using macromolecular MR contrast agents with polyamidoamine dendrimer core with reference to their pharmacokinetic properties. Magn Reson Med 2001, 45:454-460.
8. Schwickert H.C., Stiskal M., Vandijke C.F., Roberts T.P., Mann J.S., Demsar F., Brasch R.C. Tumor angiography using high-resolution, three dimensional magnetic resonance imaging: comparison of gadopentetate dimeglumine and a macromolecular blood-pool contrast agent. Acad Radiol 1995, 2:851-858.
9. Na H.B., Song I.C., Hyeon T. Inorganic nanoparticles for MRI contrast agents. Adv Mater 2009, 21:2133-2148.
10. Kobayashi H., Kawamoto S., Saga T., Sato N., Hiraga A., Ishimori T., Konishi J., Togashi K., Brechbiel M.W. Positive effects of polyethylene glycol conjugation to generation-4 polyamidoamine dendrimers as macromolecular MR contrast agents. Magn Reson Med 2001, 46:781-788.
11. Yan G.P., Bottle S.E., Zhuo R.X., Wei L., Liu M.L., Li L.Y. Evaluation of dendritic gadolinium complexes as MRI contrast agents. J Bioact Compat Pol 2004, 19:453-465.
12. Aime S., Castelli D.D., Crich S.G., Gianolio E., Terreno E. Pushing the sensitivity envelope of lanthanide-based magnetic resonance imaging (MRI) contrast agents for molecular imaging applications. Acc Chem Res 2009, 42:822-831.
13. Karfeld L.S., Bull S.R., Davis N.E., Meade T.J., Barron A.E. Use of a genetically engineered protein for the design of a multivalent MRI contrast agent. Bioconjugate Chem 2007, 18:1697-1700.
14. Artemov D., Bhujwalla Z.M., Bulte J.W.M. Magnetic resonance imaging of cell surface receptors using targeted contrast agents. Curr Pharm Biotechno 2004, 5:485-494.
15. Aime S., Cabella C., Colombatto S., Crich S.G., Gianolio E., Maggioni F. Insights into the use of paramagnetic Gd(III) complexes in MR-molecular imaging investigations. J Magn Reson Imaging 2002, 16:394-406.
16. Dirksen A., Langereis S., de Waal B.F.M., van Genderen M.H.P., Meijer E.W., de Lussanet Q.G., Hackeng T.M. Design and synthesis of a bimodal target-specific contrast agent for angiogenesis. Org Lett 2004, 6:4857-4860.
17. Lepage M., Dow W.C., Melchior M., You Y., Fingleton B., Quarles C.C., Pépin C., Gore J.C., Matrisian L.M., Mclntyre J.O. Non-invasive detection of matrix metalloproteinase activity in vivo using a novel magnetic resonance imaging contrast agent with a solubility switch. Mol Imaging 2007, 6:393-403.
18. 1 MRI contrast agents. J Mater Chem 2009, 19:6267-6273.
19. Rongved P., Klaveness J. Water-soluble polysaccharides as carriers of paramagnetic contrast agents for magnetic resonance imaging: synthesis and relaxation properties. Carbohydr Res 1991, 214:315-323.
20. Corsi D.M. Vander Elst L, Muller RN, Bekkum HV, Peters JA. Inulin as a carrier for contrast agents in magnetic resonance imaging. Chem Eur J 2001, 7:64-71.
21. Qin C.Q., Li H.R., Xiao Q., Liu Y., Zhu J.C., Du Y.M. Water-solubility of chitosan and its antimicrobial activity. Carbohydr Polym 2006, 63:367-374.
22. Ravi Kumar M.N.V. A review of chitin and chitosan applications. React Funct Polym 2000, 46:1-27.
23. Pillai C.K.S., Paul W., Sharma C.P. Chitin and chitosan polymers: chemistry, solubility and fiber formation. Prog Polym Sci 2009, 34:641-678.
24. Tsai G.J., Zhang S.L., Shieh P.L. Antimicrobial activity of a low-molecular-weight chitosan obtained from cellulase digestion of chitosan. J Food Prot 2004, 67:396-398.
25. Huang Y., Zhang X.Y., Zhang Q., Dai X.Q., Wu J.B. Evaluation of DTPA manganese (II) complexes modified by narrow molecular weight distribution of chitosan oligosaccharides as potential MRI contrast agents. Magn Reson Imaging 2011, 29:554-560.
26. Li X.Y., Li X.J., Zhang S.R., Pei F.K. NMR relaxation studies of Gd-DTPA in human serum albumin solution. Polyhedron 1999, 18:695-697.
27. Eckelman W.C., Karesh S.M., Reba R.C. New compounds: fatty acid and long chain hydrocarbon derivatives containing a strong chelating agent. J Pharm Sci 1975, 64:704-706.
28. Sun G.Y., Feng J.H., Jing F.Y., Pei F.K., Liu M.L. Synthesis and evaluation of novel polysaccharide-Gd-DTPA compounds as contrast agent for MRI. J Magn Magn Mater 2003, 265:123-129.
29. 1 relaxivity. Magn Reson Imaging 2008, 26:117-121.
30. Lauffer R.B. Paramagnetic metal complexes as water proton relaxation agents for NMR imaging: theory and design. Chem Rev 1987, 87:901-927.
31. Lebdušková P., Kotek J., Hermann P., Elst L.V., Muller R.N., Lukes I., Peters J.A. A gadolinium (III) complex of a carboxylic-phosphorus acid derivative of diethylenetriamine covalently bound to inulin, a potential macromolecular MRI contrast agent. Bioconjugate Chem 2004, 15:881-889.
32. Armitage F.E., Richardson D.E., Li K.C.P. Polymeric contrast agents for magnetic resonance imaging: synthesis and characterization of gadolinium diethylenetriaminepentaacetic acid conjugated to polysaccharides. Bioconjugate Chem 1990, 1:365-374.
33. Wiener E., Brechbiel M.W., Brothers H., Magin R.L., Gansow O.A., Tomalia D.A., Lauterbur P.C. Dendrimer-based metal chelates: a new class of magnetic resonance imaging contrast agents. Magn Reson Med 1994, 31:1-8.
34. Langereis S., Dirksen A., Hackeng T.M., van Genderen M.H.P., Meijer E.W. Dendrimers and magnetic resonance imaging. New J Chem 2007, 31:1152-1160.
35. Feng J.H., Sun G.Y., Pei F.K., Liu M.L. Comparison between GdDTPA and two gadolinium polyoxometalates as potential MRI contrast agents. J Inorg Biochem 2002, 92:193-199.
36. Fossheim S.L., Kellar K.E., Månsson S., Colet J.M., Rongved P., Fahlvik A.K., Klaveness J. Investigation of lanthanide-based starch particles as a model system for liver contrast agents. J Magn Reson Imaging 1999, 9:295-303.