Organometallic radiopharmaceuticals

Topics in Organometallic Chemistry

Volumn 32, Issue , 2010, Pages 219-246

  Alberto, Roger ^a  

^a UNIVERSITY OF ZURICH   (Switzerland)

Author keywords

Carbonyl complexes; Molecular imaging; Technetium; Technetium cyclopentadienyl; Vitamin B12

Indexed keywords

EID: 77956673570     PISSN: 14366002     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-3-642-13185-1_9     Document Type: Review

References (130)

1. Jaouen G (2001) Chem Br 37:36-38
2. Dyson PJ, Sava G (2006) Dalton Trans 1929-1933
3. Yan YK, Melchart M, Habtemariam A, Sadler PJ (2005) Chem Commun 4764-4776
4. Schatzschneider U, Metzler-Nolte N (2006) Angew Chem Int Ed 45:1504-1507
5. van Staveren DR, Bothe E, Weyhermuller T, Metzler-Nolte N (2002) Eur J Inorg Chem 6:1518-1529
6. Gloaguen F, Lawrence JD, Rauchfuss TB, Benard M, Rohmer MM (2002) Inorg Chem 41:6573-6582
7. Kayal A, Rauchfuss TB (2003) Inorg Chem 42:5046-5048
8. Metzler-Nolte N (2006) In: Jaouen G (ed) Bioorganometallics. Wiley-VCH, Weinheim, pp 125-179
9. Melchart M, Sadler PJ (2006) In: Jaouen G (ed) Bioorganometallics. Wiley-VCH, Weinheim, pp 39-64
10. Serli B, Zangrando E, Gianferrara T, Scolaro C, Dyson PJ, Bergamo A, Alessio E (2005) Eur J Inorg Chem 17:3423-3434
11. Aird RE, Cummings J, Ritchie AA, Muir M, Morris RE, Chen H, Sadler PJ, Jodrell DI (2002) Br J Cancer 86:1652-1657
12. Alberto R (2007) J Organomet Chem 692:1179-1186
13. Wester DW, Coveney JR, Nosco DL, Robbins MS, Dean RT (1991) J Med Chem 34:3284-3290
14. Abrams MJ, Davison A, Jones AG, Costello CE, Pang H (1983) Inorg Chem 22:2798-2800
15. Alberto R, Schibli R, Egli A, Schubiger AP, Abram U, Kaden TA (1998) J Am Chem Soc 120:7987-7988
16. Schibli R, Marti N, Maurer P, Spingler B, Lehaire ML, Gramlich V, Barnes CL (2005) Inorg Chem 44:683-690
17. Pietzsch HJ, Tisato F, Refosco F, Leibnitz P, Drews A, Seifert S, Spies H (2001) Inorg Chem 40:59-64
18. Pietzsch HJ, Gupta A, Syhre R, Leibnitz P, Spies H (2001) Bioconjug Chem 12:538-544
19. Metzler-Nolte (2010) Biomedical applications of organometal-peptide conjugates. In: Topics in organometallic chemistry. Springer, Heidelberg
20. Rattat D, Schubiger PA, Berke HG, Schmalle H, Alberto R (2001) Cancer Biother Radiopharm 16:339-343
21. Rattat D, Verbruggen A, Schmalle H, Berke H, Alberto R (2004) Tetrahedron Lett 45:4089-4092
22. Marti N, Spingler B, Breher F, Schibli R (2005) Inorg Chem 44:6082-6091
23. Seifert S, Kunstler JU, Schiller E, Pietzsch HJ, Pawelke B, Bergmann R, Spies H (2004) Bioconjug Chem 15:856-863
24. Walther M, Jung CM, Bergmann R, Pietzsch J, Rode K, Fahmy K, Mirtschink P, Stehr S, Heintz A, Wunderlich G, Kraus W, Pietzsch HJ, Kropp J, Deussen A, Spies H (2007) Bioconjug Chem 18:216-230
25. Mirtschink P, Stehr SN, Pietzsch HJ, Bergmann R, Pietzsch J, Wunderlich G, Heintz AC, Kropp J, Spies H, Kraus W, Deussen A, Walther M (2008) Bioconjug Chem 19:97-108
26. Kunstler JU, Veerendra B, Figueroa SD, Sieckman GL, Rold TL, Hoffman TJ, Smith CJ, Pietzsch HJ (2007) Bioconjug Chem 18:1651-1661
27. Liu S (2007) Dalton Trans 1183-1193
28. Jain D (1999) Semin Nucl Med 29:221-236
29. Santos I, Paulo A, Correia JDG (2005) Contrast agents III: radiopharmaceuticals - from diagnostics to therapeutics. Top Curr Chem 252:45-84
30. Maria L, Cunha S, Videira M, Gano L, Paulo A, Santos IC, Santos I (2007) Dalton Trans 3010-3019
31. Maria L, Fernandes C, Garcia R, Gano L, Paulo A, Santos IC, Santos I (2009) Dalton Trans 603-606
32. Hao GY, Zang JY, Zhu L, Guo YZ, Liu BL (2004) J Labelled Comp Radiopharm 47:513-521
33. He Z, Hsieh W-Y, Kim Y-S, Liu S (2006) Nucl Med Biol 33:1045-1053
34. He HY, Lipowska M, Christoforou AM, Marzilli LG, Taylor AT (2007) Nucl Med Biol 34:709-716
35. He H, Lipowska M, Xu X, Taylor AT, Marzilli LG (2007) Inorg Chem 46:3385-3394
36. Kung M-P, Stevenson DA, Plössl K, Meegalla SK, Beckwith A, Essman WD, Mu M, Lucki I, Kung HF (1997) Eur J Nucl Med 24:372-380
37. Kung HF, Kung MP, Wey SP, Lin KJ, Yen TC (2007) Nucl Med Biol 34:787-789
38. Lipowska M, Marzilli LG, Taylor AT (2009) J Nucl Med 50:454-460
39. Alberto R (2009) Eur J Inorg Chem 21-31
40. Lipowska M, He HY, Malveaux E, Xu XL, Marzilli LG, Taylor A (2006) J Nucl Med 47:1032-1040
41. Wang WW, Hor TSA, Yan YK (2006) Inorg Chim Acta 359:3754-3762
42. Allali MC, Cousinié S, Gressier M, Tessier C, Beauchamp AL, Coulais Y, Dartiguenave M, Benoist E (2006) Inorg Chim Acta 359:2128-2134
43. Bolzati C, Boschi A, Uccelli L, Tisato F, Refosco F, Cagnolini A, Duatti A, Prakash S, Bandoli G, Vittadini A (2002) J Am Chem Soc 124:11468-11479
44. Bolzati C, Boschi A, Duatti A, Prakash S, Uccelli L (2000) J Am Chem Soc 122: 4510-4511
45. Bolzati C, Refosco F, Cagnolini A, Tisato F, Boschi A, Duatti A, Uccelli L, Dolmella A, Marotta E, Tubaro M (2004) Eur J Inorg Chem 1902-1913
46. Boschi A, Uccelli L, Duatti A, Bolzati C, Refosco F, Tisato F, Romagnoli R, Baraldi PG, Varani K, Borea PA (2003) Bioconjug Chem 14:1279-1288
47. Knapp FF, Kropp J (1995) Eur J Nucl Med 22:361-381
48. Schiller E, Seifert S, Tisato F, Refosco F, Kraus W, Spies H, Pietzsch HJ (2005) Bioconjug Chem 16:634-643
49. Wald J, Alberto R, Ortner K, Candreia L (2001) Angew Chem Int Ed 40:3062-3066
50. Bernard J, Ortner K, Spingler B, Pietzsch HJ, Alberto R (2003) Inorg Chem 42:1014-1022
51. Wenzel M (1992) J Labelled Comp Radiopharm 31:641-650
52. Uehara T, Uemura T, Hirabayashi S, Adachi S, Odaka K, Akizawa H, Magata Y, Irie T, Arano Y (2007) J Med Chem 50:543-549
53. Lee BC, Kim DH, Lee I, Choe YS, Chi DY, Lee K-H, Choi Y, Kim B-T (2008) J Med Chem 51:3630-3634
54. Lee BC, Choe YS, Chi DY, Paik JY, Lee KH, Choi Y, Kim BT (2004) Bioconjug Chem 15:121-127
55. Trump DP, Mathias CJ, Yang ZF, Low PSW, Marmion M, Green MA (2002) Nucl Med Biol 29:569-573
56. Muller C, Dumas C, Hoffmann U, Schubiger PA, Schibli R (2004) J Organomet Chem 689:4712-4721
57. Muller C, Hohn A, Schubiger PA, Schibli R (2006) Eur J Nucl Med Mol Imaging 33:1007-1016
58. Muller C, Bruhlmeier M, Schubiger PA, Schibli R (2006) J Nucl Med 47:2057-2064
59. Viola-Villegas N, Rabideau AE, Cesnavicious J, Zubieta J, Doyle RP (2008) ChemMed- Chem 3:1387-1394
60. Adam MJ, Wilbur DS (2005) Chem Soc Rev 34:153-163
61. Bowen ML, Orvig C (2008) Chem Commun 5077-5091
62. Zhang M, Zhang ZH, Blessington D, Li H, Busch TM, Madrak V, Miles J, Chance B, Glickson JD, Zheng G (2003) Bioconjug Chem 14:709-714
63. Speizer L, Haugland R, Kutchai H (1985) Biochim Biophys Acta 815:75-84
64. Petrig J, Schibli R, Dumas C, Alberto R, Schubiger PA (2001) Chem Eur J 7:1868-1873
65. Dumas C, Petrig J, Frei L, Spingler B, Schibli R (2005) Bioconjug Chem 16:421-428
66. Schibli R, Dumas C, Petrig J, Spadola L, Scapozza L, Garcia-Garayoa E, Schubiger PA (2005) Bioconjug Chem 16:105-112
67. Halmos T, Santarromana M, Antonakis K, Scherman D (1996) Eur J Pharmacol 318:477-484
68. Bayly SR, Fisher CL, Storr T, Adam MJ, Orvig C (2004) Bioconjug Chem 15:923-926
69. Storr T, Fisher CL, Mikata Y, Yano S, Adam MJ, Orvig C (2005) Dalton Trans 654-655
70. Storr T, Obata M, Fisher CL, Bayly SR, Green DE, Brudzinska I, Mikata Y, Patrick BO, Adam MJ, Yano S, Orvig C (2005) Chem Eur J 11:195-203
71. Storr T, Sugai Y, Barta CA, Mikata Y, Adam MJ, Yano S, Orvig C (2005) Inorg Chem 44:2698-2705
72. Ferreira CL, Bayly SR, Green DE, Storr T, Barta CA, Steele J, Adam MJ, Orvig C (2006) Bioconjug Chem 17:1321-1329
73. Sogbein OO, Green AEC, Schaffer P, Chankalal R, Lee E, Healy BD, Morel P, Valliant JF (2005) Inorg Chem 44:9574-9584
74. Green AEC, Harrington LE, Valliant JF (2008) Can J Chem 86:1063-1069
75. Masi S, Top S, Boubekeur L, Jaouen G, Mundwiler S, Spingler B, Alberto R (2004) Eur J Inorg Chem 10:2013-2017
76. Ferreira CL, Ewart CB, Bayly SR, Patrick BO, Steele J, Adam MJ, Orvig C (2006) Inorg Chem 45:6979-6987
77. Hinrichs M, Hofbauer FR, Klufers P (2006) Chem Eur J 12:4675-4683
78. Gottschaldt M, Koth D, Muller D, Klette I, Rau S, Gorls H, Schafer B, Baum RP, Yano S (2007) Chem Eur J 13:10273-10280
79. Schibli R, Netter M, Scapozza L, Birringer M, Schelling P, Dumas C, Schoch J, Schubiger PA (2003) J Organomet Chem 668:67-74
80. Desbouis D, Schubiger PA, Schibli R (2007) J Organomet Chem 692:1340-1347
81. Stichelberger M, Desbouis D, Spiwok V, Scapozza L, Schubiger PA, Schibli R (2007) J Organomet Chem 692:1255-1264
82. Wei LH, Babich J, Eckelman WC, Zubieta J (2005) Inorg Chem 44:2198-2209
83. Desbouis D, Struthers H, Spiwok V, Kuster T, Schibli R (2008) J Med Chem 51: 6689-6698
84. Yanagida O, Kanai Y, Chairoungdua A, Kim DK, Segawa H, Nii T, Cha SH, Matsuo H, Fukushima J, Fukasawa Y, Tani Y, Taketani Y, Uchino H, Kim JY, Inatomi J, Okayasu I, Miyamoto K, Takeda E, Goya T, Endou H (2001) Biochim Biophys Acta 1514:291-302
85. Kanai Y, Segawa H, Miyamoto K, Uchino H, Takeda E, Endou H (1998) J Biol Chem 273:23629-23632
86. Shikano N, Kanai Y, Kawai K, Ishikawa N, Endou H (2003) Nucl Med Biol 30:31-37
87. Liu Y, Pak J-K, Schmutz P, Bauwens M, Mertens J, Knight H, Alberto R (2006) J Am Chem Soc 128:15996-15997
88. Okuda K (1999) J Gastroenterol Hepatol 14:301-308
89. Collins DA, Hogenkamp HPC, Gebhard MW (1999) Mayo Clin Proc 74:687-691
90. Collins DA, Hogenkamp HPC, OConnor MK, Naylor S, Benson LM, Hardyman TJ, Thorson LM (2000) Mayo Clin Proc 75:568-580
91. Kunze S (2004) Novel 99mTc labelled derivatives of vitamin B12 for cancer diagnosis: a colourful chemistry, Thesis, University of Zürich
92. Mundwiler S, Waibel R, Spingler B, Kunze S, Alberto R (2005) Nucl Med Biol 32:473-484
93. van Staveren DR, Mundwiler S, Hoffmanns U, Pak JK, Spingler B, Metzler-Nolte N, Alberto R (2004) Org Biomol Chem 2:2593-2603
94. van Staveren DR, Waibel R, Mundwiler S, Schubiger PA, Alberto R (2004) J Organomet Chem 689:4803-4810
95. Spingler B, Mundwiler S, Ruiz-Sanchez P, van Staveren DR, Alberto R (2007) Eur J Inorg Chem 18:2641-2647
96. Waibel R, Treichler H, Schaefer NG, van Staveren DR, Mundwiler S, Kunze S, Kuenzi M, Alberto R, Nuesch J, Knuth A, Moch H, Schibli R, Schubiger PA (2008) Cancer Res 68:2904-2911
97. Kunze S, Zobi F, Kurz P, Spingler B, Alberto R (2004) Angew Chem Int Ed 43:5025-5029
98. Ruiz-Sanchez P, Mundwiler S, Spingler B, Buan NR, Escalante-Semerena JC, Alberto R (2008) J Biol Inorg Chem 13:335-347
99. Blower P (2006) Dalton Trans 1705-1711
100. Santra S, Yang H, Dutta D, Stanley JT, Holloway PH, Tan WH, Moudgil BM, Mericle RA (2004) Chem Commun 2810-2811
101. Haefliger P, Agorastos N, Spingler B, Georgiev O, Viola G, Alberto R (2005) Chembiochem 6:414-421
102. Mundwiler S, Kuendig M, Ortner K, Alberto R (2004) Dalton Trans 1320-1328
103. Agorastos N, Borsig L, Renard A, Antoni P, Viola G, Spingler B, Kurz P, Alberto R (2007) Chem Eur J 13:3842-3852
104. Vitor RF, Correia I, Videira M, Marques F, Paulo A, Pessoa JC, Viola G, Martins GG, Santos I (2008) Chembiochem 9:131-142
105. Sanche L (2005) Eur Phys J D 35:367-390
106. Watanabe N, Sawai H, Ogihara-Umeda I, Tanada S, Kim EE, Yonekura Y, Sasaki Y (2006) J Nucl Med 47:1670-1677
107. Behr TM, BeheM, LohrM, Sgouros G, Angerstein C, Wehrmann E, Nebendahl K, BeckerW (2000) Eur J Nucl Med 27:753-765
108. Bartholoma M, Valliant J, Maresca KP, Babich J, Zubieta J (2009) Chem Commun 493-512
109. Stephenson KA, Zubieta J, Banerjee SR, Levadala MK, Taggart L, Ryan L, McFarlane N, Boreham DR, Maresca KP, Babich JW, Valliant JF (2004) Bioconjug Chem 15:128-136
110. Stephenson KA, Banerjee SR, Besanger T, Sogbein OO, Levadala MK, McFarlane N, Lemon JA, Boreham DR, Maresca KP, Brennan JD, Babich JW, Zubieta J, Valliant JF (2004) J Am Chem Soc 126:8598-8599
111. Wei LH, Babich JW, Ouellette W, Zubieta J (2006) Inorg Chem 45:3057-3066
112. Schaffer PJAG, Lemon JA, Reid LC, Pacey LKK, Farncombe TH, Boreham DR, Zubieta J, Babich JW, Doering LC, Valliant JF (2008) Nucl Med Biol 35:159-169
113. James S, Maresca KP, Allis DG, Valliant JF, Eckelman W, Babich JW, Zubieta J (2006) Bioconjug Chem 17:579-589
114. James S, Maresca KP, Babich JW, Valliant JF, Doering L, Zubieta J (2006) Bioconjug Chem 17:590-596
115. Alberto R (2006) In: Jaouen G (ed) Bioorganometallics. Wiley-VCH, Weinheim, pp 97-124
116. Alberto R (2005) Contrast agents III: radiopharmaceuticals - from diagnostics to therapeutics. Top Curr Chem 252:1-44
117. Alberto R, Abram U (2005) In: Vertes A, Nagy S, Klencsar Z (eds) Nuclear chemistry, vol 4, Radiochemistry and radiopharmaceutical chemistry in life science. Kluwer, Dordrecht, pp 211-256
118. Top S, Vessieres A, Pigeon P, Rager MN, Huche M, Salomon E, Cabestaing C, Vaissermann J, Jaouen G (2004) Chembiochem 5:1104-1113
119. Top S, Vessieres A, Cabestaing C, Laios I, Leclercq G, Provot C, Jaouen G (2001) J Organomet Chem 637-639:500-506
120. Jaouen G, Top S, Vessières A, Pigeon P, Leclercq G, Laios I (2001) Chem Commun 383-384
121. Wenzel M, Klinge C (1994) J Labelled Comp Radiopharm XXXIV 981-987
122. Cesati IRR, Katzenellenbogen JA (2001) J Am Chem Soc 17:4093-4094
123. Cesati RR, Tamagnan G, Baldwin RM, Zoghbi SS, Innis RB, Katzenellenbogen JA (1999) J Labelled Comp Radiopharm 42:S150-S152
124. Liu Y, Spingler B, Schmultz P, Alberto R (2008) J Am Chem Soc 130:1554-1555
125. NDongo HWP, Liu Y, Can D, Schmutz P, Spingler B, Alberto R (2009) J Organomet Chem 694:981-987
126. Valliant JF, Sogbein OO, Morel P, Schaffer P, Guenther KJ, Bain AD (2002) Inorg Chem 41:2731-2737
127. Sogbein OO, Merdy P, Morel P, Valliant JF (2004) Inorg Chem 43:3032-3034
128. Sogbein OO, Green AEC, Valliant JF (2005) Inorg Chem 44:9585-9591
129. Green AEC, Causey PW, Louie AS, Armstrong AF, Harrington LE, Valliant JF (2006) Inorg Chem 45:5727-5729
130. Causey PW, Besanger TR, Schaffer P, Valliant JF (2008) J Med Chem 51:2833-2844