Polydisulfide manganese(II) complexes as non-gadolinium biodegradable macromolecular MRI contrast agents

Journal of Magnetic Resonance Imaging

Volumn 35, Issue 3, 2012, Pages 737-744

  Ye, Zhen ^a,b   Jeong, Eun Kee ^c   Wu, Xueming ^a   Tan, Mingqian ^a   Yin, Shouyu ^a   Lu, Zheng Rong ^a  

^a Case Western Reserve University   (United States)

^b UNIVERSITY OF UTAH   (United States)

^c UNIVERSITY OF UTAH SCHOOL OF MEDICINE   (United States)

Author keywords

biodegradable macromolecular contrast agent; cancer; Manganese(II); MRI contrast agent

Indexed keywords

CONTRAST MEDIUM; COPOLYMER; CYSTAMINE; EDETIC ACID; GADOLINIUM; MANGANESE CHLORIDE; MANGANESE DERIVATIVE; METAL COMPLEX; PENTETIC ACID; POLYDISULFIDE MANGANESE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIODEGRADABILITY; BREAST CARCINOMA; CANCER CELL CULTURE; CONTRAST ENHANCEMENT; CONTROLLED STUDY; FEMALE; HEART TUMOR; HUMAN; HUMAN CELL; LIVER TUMOR; MACROMOLECULE; MOUSE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE IMAGING; PRIORITY JOURNAL; XENOGRAFT;

ANIMALS; CONTRAST MEDIA; DISULFIDES; EDETIC ACID; FEMALE; HUMANS; MACROMOLECULAR SUBSTANCES; MAGNETIC RESONANCE IMAGING; MAMMARY NEOPLASMS, EXPERIMENTAL; MANGANESE COMPOUNDS; MICE; MICE, NUDE; PENTETIC ACID; TRANSPLANTATION, HETEROLOGOUS;

EID: 84863173013     PISSN: 10531807     EISSN: 15222586     Source Type: Journal    
DOI: 10.1002/jmri.22848     Document Type: Article

References (26)

1. Caravan P, Ellison JJ, McMurry TJ, Lauffer RB,. Gadolinium(III) chelates as MRI contrast agents: structure, dynamics, and applications. Chem Rev 1999; 99: 2293-2352. (Pubitemid 30498114)
2. Aime S, Caravan P,. Biodistribution of gadolinium-based contrast agents, including gadolinium deposition. J Magn Reson Imaging 2009; 30: 1259-1267.
3. Kribben A, Witzke O, Hillen U, Barkhausen J, Daul AE, Erbel R,. Nephrogenic systemic fibrosis: pathogenesis, diagnosis, and therapy. J Am Coll Cardiol 2009; 53: 1621-1628.
4. Kuo PH,. Gadolinium-containing MRI contrast agents: important variations on a theme for NSF. J Am Coll Radiol 2008; 5: 29-35.
5. Lee JH, Koretsky AP,. Manganese enhanced magnetic resonance imaging. Curr Pharm Biotechnol 2004; 5: 529-537. (Pubitemid 39654850)
6. Silva AC, Lee JH, Aoki I, Koretsky AP,. Manganese-enhanced magnetic resonance imaging (MEMRI): methodological and practical considerations. NMR Biomed 2004; 17: 532-543. (Pubitemid 40124779)
7. Bertin A, Steibel J, Michou-Gallani AI, Gallani JL, Felder-Flesch D,. Development of a dendritic manganese-enhanced magnetic resonance imaging (MEMRI) contrast agent: synthesis, toxicity (in vitro) and relaxivity (in vitro, in vivo) studies. Bioconjug Chem 2009; 20: 760-767.
8. Kobayashi H, Brechbiel MW,. Dendrimer-based nanosized MRI contrast agents. Curr Pharm Biotechnol 2004; 5: 539-549. (Pubitemid 39654851)
9. Pan D, Caruthers SD, Hu G, et al. Ligand-directed nanobialys as theranostic agent for drug delivery and manganese-based magnetic resonance imaging of vascular targets. J Am Chem Soc 2008; 130: 9186-9187. (Pubitemid 352031102)
10. Pan D, Senpan A, Caruthers SD, et al. Sensitive and efficient detection of thrombus with fibrin-specific manganese nanocolloids. Chem Commun (Camb) 2009: 3234-3236.
11. Tan M, Ye Z, Jeong EK, Wu X, Parker DL, Lu ZR,. Synthesis and evaluation of nanoglobular macrocyclic Mn(II) chelate conjugates as non-gadolinium(III) MRI contrast agents. Bioconjug Chem 2011; 22: 931-937.
12. Lu ZR, Parker DL, Goodrich KC, Wang X, Dalle JG, Buswell HR,. Extracellular biodegradable macromolecular gadolinium(III) complexes for MRI. Magn Reson Med 2004; 51: 27-34. (Pubitemid 38095699)
13. Lu ZR, Mohs AM, Zong Y, Feng Y,. Polydisulfide Gd(III) chelates as biodegradable macromolecular magnetic resonance imaging contrast agents. Int J Nanomedicine 2006; 1: 31-40.
14. Lu ZR, Wu X,. Polydisulfide based biodegradable macromolecular magnetic resonance imaging contrast agents. Isr J Chem 2010; 50: 220-232.
15. Zong Y, Guo J, Ke T, Mohs AM, Parker DL, Lu ZR,. Effect of size and charge on pharmacokinetics and in vivo MRI contrast enhancement of biodegradable polydisulfide Gd(III) complexes. J Control Release 2006; 112: 350-356. (Pubitemid 43737144)
16. Feng Y, Zong Y, Ke T, Jeong EK, Parker DL, Lu ZR,. Pharmacokinetics, biodistribution and contrast enhanced MR blood pool imaging of Gd-DTPA cystine copolymers and Gd-DTPA cystine diethyl ester copolymers in a rat model. Pharm Res 2006; 23: 1736-1742. (Pubitemid 44200536)
17. Wu X, Jeong EK, Emerson L, Hoffman J, Parker DL, Lu ZR,. Noninvasive evaluation of antiangiogenic effect in a mouse tumor model by DCE-MRI with Gd-DTPA cystamine copolymers. Mol Pharm 2011; 7: 41-48.
18. Lauffer RB,. Paramagnetic metal complexes as water proton relaxation agents for NMR imaging: theory and design. Chem Rev 1987; 87: 901-927.
19. Zetter MS, Dodgen HW, Hunt JP,. Measurement of the water exchange rate of bound water in the manganese(II)-adenosine triphosphate complex by oxygen-17 nuclear magnetic resonance. Biochemistry 1973; 12: 778-782.
20. Koenig SH, Brown RD III,. Relaxation of solvent protons by paramagnetic ions and its dependence on magnetic field and chemical environment: implications for NMR imaging. Magn Reson Med 1984; 1: 478-495. (Pubitemid 15117609)
21. Zong Y, Wang X, Jeong EK, Parker DL, Lu ZR,. Structural effect on degradability and in vivo contrast enhancement of polydisulfide Gd(III) complexes as biodegradable macromolecular MRI contrast agents. Magn Reson Imaging 2009; 27: 503-511.
22. Bianchi A, Calabi L, Giorgi C, et al. Thermodynamic and structural aspects of manganese(II) complexes with polyaminopolycarboxylic ligands based upon 1,4,7,10-tetraazacyclododecane (cyclen). Crystal structure of dimeric [MnL]2·2CH3OH containing the new ligand 1,4,7,10-tetraazacyclododecane-1, 4-diacetate. J Chem Soc Dalton Trans 2001: 917-922.
23. Aime S, Anelli L, Botta M, et al. Relaxometric evaluation of novel manganese(II) complexes for application as contrast agents in magnetic resonance imaging. J Biol Inorg Chem 2002; 7: 58-67. (Pubitemid 41490218)
24. Troughton JS,. Synthesis and evaluation of a high relaxivity manganese(II)-based MRI contrast agent. Inorg Chem 2009; 43: 6313-6323.
25. Pan D, Caruthers SD, Senpan A, Schmieder AH, Wickline SA, Lanza GM,. Revisiting an old friend: manganese-based MRI contrast agents. Wiley Interdiscip Rev Nanomed Nanobiotechnol 2010 [Epub ahead of print].
26. Tan M, Wu X, Jeong EK, Chen Q, Parker DL, Lu ZR,. An effective targeted nanoglobular manganese(II) chelate conjugate for magnetic resonance molecular imaging of tumor extracellular matrix. Mol Pharm 2010; 7: 936-943.