A 99mTc(CO)3-labeled pyrazolyl-α-melanocyte-stimulating hormone analog conjugate for melanoma targeting

Nuclear Medicine and Biology

Volumn 35, Issue 1, 2008, Pages 91-99

  Raposinho, Paula D ^a   Correia, João D G ^a   Alves, Susana ^a   Botelho, Maria F ^b   Santos, Ana C ^b   Santos, Isabel ^a  

^a INSTITUTO TECNOLÓGICO E NUCLEAR   (Portugal)

^b UNIVERSITY OF COIMBRA   (Portugal)

Author keywords

MSH; 99mTc; MC1R; Melanoma

Indexed keywords

AMINO ACID DERIVATIVE; ARGININE; ASPARAGINE; CARBONIC ACID; GLYCINE; HISTONE; HORMONE DERIVATIVE; LYSINE; MELANOCORTIN 1 RECEPTOR; PHENYLALANINE; PYRAZOLYL ALPHA MELANOCYTE STIMULATING HORMONE DERIVATIVE; TECHNETIUM 99M; THREONINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL ISOLATION; CONTROLLED STUDY; GENE OVEREXPRESSION; IN VITRO STUDY; ISOTOPE LABELING; MELANOMA; NONHUMAN; PROTEIN ANALYSIS; PROTEIN LOCALIZATION; PROTEIN STRUCTURE; RADIOCHEMISTRY; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

ALPHA-MSH; ANIMALS; CELL LINE, TUMOR; FEMALE; MELANOMA, EXPERIMENTAL; MICE; MICE, INBRED C57BL; ORGANOTECHNETIUM COMPOUNDS; RADIOPHARMACEUTICALS; RECEPTOR, MELANOCORTIN, TYPE 1; TISSUE DISTRIBUTION; TOMOGRAPHY, EMISSION-COMPUTED, SINGLE-PHOTON;

EID: 37449007128     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2007.08.001     Document Type: Article

References (32)

1. Carlson J.A., Slominski A., Linette G.P., Mihm M.C., and Ross J.S. Biomarkers in melanoma: staging, prognosis and detection of early metastases. Expert Rev Mol Diagn 3 (2003) 303-330
2. Ghanem G.E., Comunale G., Libert A., Vercammen-Grandjean A., and Lejeune F.J. Evidence for alpha-melanocyte-stimulating hormone (alpha-MSH) receptors on human malignant melanoma cells. Int J Cancer 41 (1988) 248-255
3. Siegrist W., Solca F., Stutz S., Giuffre L., Carrel S., Girard J., et al. Characterization of receptors for alpha-melanocyte-stimulating hormone on human melanoma cells. Cancer Res 49 (1989) 6352-6358
4. Siegrist W., Stutz S., and Eberle A.N. Homologous and heterologous regulation of α-melanocyte-stimulating hormone receptor in human and mouse melanoma cell lines. Cancer Res 54 (1994) 2604-2610
5. Eberle A.N., and Froidevaux S. Radiolabeled alpha-melanocyte-stimulating hormone analogs for receptor-mediated targeting of melanoma: from tritium to indium. J Mol Recognit 16 (2003) 248-254
6. Froidevaux S., Calame-Christe M., Shuhmacker J., Tanner H., Saffrich R., Henze M., et al. A gallium-labeled DOTA-alpha-melanocyte-stimulating hormone analog for PET imaging of melanoma metastases. J Nucl Med 45 (2004) 116-123
7. 64Cu-labeled alpha-melanocyte-stimulating hormone analog for microPET imaging of melanocortin 1 receptor expression. Bioconjug Chem 18 (2007) 765-772
8. 111In-DOTA-rhenium cyclized α-MSH analog: a novel cyclic-peptide analog with improved tumor-targeting properties. J Nucl Med 42 (2001) 1847-1855
9. 111In-labeled DOTA-conjugated rhenium-cyclized α-MSH analogues. J Med Chem 45 (2002) 3048-3056
10. 188Re-labeled alpha-melanocyte stimulating hormone peptide analogs for melanoma therapy. Int J Cancer 101 (2002) 480-487
11. Miao Y., Whitener D., Feng W., Owen N.K., Chen J., and Quinn T.P. Evaluation of the human melanoma targeting properties of radiolabeled α-melanocyte stimulating hormone peptide analogues. Bioconjug Chem 14 (2003) 1177-1184
12. 177Lu-labeled α-melanocyte stimulating hormone peptide analogues in a murine melanoma model. Nucl Med Biol 32 (2005) 485-493
13. 64Cu-labeled rhenium-cyclized α-MSH peptide analog using a cross-bridged cyclam chelator. J Nucl Med 48 (2007) 64-72
14. Giblin M.F., Wang N., Hoffman T.J., Jurisson S.S., and Quinn T.P. Design and characterization of alpha-melanotropin peptide analogs cyclized through rhenium and technetium metal coordination. PNAS 95 (1998) 12814-12818
15. Chen J.-Q., Cheng Z., Hoffman T.J., Jurisson S.S., and Quinn T.P. Melanoma-targeting properties of (99m)technetium-labeled cyclic alpha-melanocyte-stimulating hormone peptide analogues. Cancer Res 60 (2000) 5649-5658
16. 111In-labeled α-melanocyte-stimulating hormone peptides as imaging probes for primary and pulmonary metastatic melanoma detection. J Nucl Med 48 (2007) 73-80
17. Garcia-Borrón J.C., Sánchez-Laorden B.L., and Jiménez-Cervantes C. Melanocortin-1 receptor structure and functional regulation. Pigment Cell Res 18 (2005) 393-410
18. Holder J.R., and Haskell-Luevano C. Melanocortin ligands: 30 years of structure-activity relationship (SAR) studies. Med Res Rev 24 (2004) 325-356
19. 99mTc-labeled small peptides as diagnostic radiopharmaceuticals. Chem Rev 99 (1999) 2235-2268
20. 99mTc-carbonyls. Biopolymers 76 (2004) 324-333
21. Alberto R. New organometallic complexes for radiopharmaceutical imaging. Top Curr Chem 252 (2005) 1-44
22. Schibli R., and Schubiger A.P. Current use and future potential of \organometallic radiopharmaceuticals. Eur J Nucl Med 29 (2002) 1529-1542
23. Santos I., Paulo A., and Correia J.D.G. Rhenium and technetium complexes anchored by phosphines and scorpionates for radiopharmaceutical applications. Top Curr Chem 252 (2005) 45-84
24. 99mTc: a reflection on technetium core structures and a strategy for new chelate design. Nucl Med Biol 32 (2005) 1-20
25. + moiety. J Chem Soc, Dalton Trans 24 (2002) 4714-4719
26. 99mTc, Re): synthesis, characterization, and biological behavior. Bioconjug Chem 16 (2005) 438-449
27. + moiety. Nucl Med Biol 33 (2006) 625-634
28. 3-pyrazolyl conjugate of cyclo-(Arg-Gly-Asp-d-Tyr-Lys). Bioconjug Chem 18 (2007) 530-537
29. 99mTc with a multidentate amine oxime. Int J Appl Radiat Isot 35 (1984) 10467-10470
30. Sawyer T.K., Sanfilippo P.J., Hruby V.J., Engel M.H., Heward C.B., Burnett J.B., et al. 4-Norleucine, 7-d-phenylalanine-alpha-melanocyte-stimulating hormone: a highly potent alpha-melanotropin with ultralong biological activity. PNAS 77 (1980) 5754-5758
31. Haskell-Luevano C., Miwa H., Dickinson C., Hadley M.E., Hruby V.J., Yamada T., et al. Characterizations of the unusual dissociation properties of melanotropin peptides from the melanocortin receptor, hMC1R. J Med Chem 39 (1996) 432-435
32. Trejtnar F., and Laznicek M. Analysis of renal handling of radiopharmaceuticals. Q J Nucl Med 46 (2002) 181-194