Abstract
A modified method for the preparation of 2,5-diamino-5,5-diphosphonovaleric acid (DADP5) has been developed in the search for new synthetically available organic ligands to produce 188Re radiopharmaceuticals with an increased accumulation in the bone tissue. Interaction of the obtained acid with 188Re was studied by radio-TLC. An optimal system for separating unbound 188Re and labeled complex in a yield of at least 95% was found. The biological distribution of 188Re-DADP5 was studied based on direct radiometric data. The osteotropicity of 188Re-DADP5 and its increased accumulation in bone fracture sites, which represent oncological pathology models, was detected at a level comparable to known radiopharmaceuticals.
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References
Knapp, F.F. and Dash, A., Radiopharmaceuticals for Therapy, New Delhi; Heidelberg; New York; Dordrecht; London: Springer, 2016. doi 10.1007/978-81-322-2607-9
Clinical Applications of Nuclear Medicine Targeted Therapy, Bombardieri, E., Seregni, E., Evangelista, L., Chiesa, C., and Chiti, A., Eds., Springer International Publishing AG, 2018, pt. 4, ch. 26, p. 345. doi 10.1007/978-3-319-63067-0_26
Pandit-Taskar, N., Batraki, M., and Divgi, C. R., J. Nucl. Med., 2004, vol. 45, no. 8, p. 1358.
Kodina, G.E. and Krasikova, R.N., Metody polucheniya radiofarmatsevticheskikh preparatov i radionuklidnykh generatorov dlya yadernoi meditsiny (Methods for Production of Radiopharmaceuticals and Radionuclide Generators for Nuclear Medicine), Moscow: Mosk. Energ. Inst., 2014.
Klimanov, V.A., Radiobiologicheskoe i dozimetricheskoe planirovanie luchevoi i radionuklidnoi terapii (Radiobiological and Dosimetric Planning of Radiotherapy and Radionuclide Therapy), Moscow: NRNU MEPhI, 2011, Part 2.
Sundram F.X., Biomed. Imaging Interv. J., 2006, no. 2(3), p. e40. doi 10.2349/biij.2.3.e40
Kodina, G.E., Malysheva, A.O., and Klement’eva, O.E., Russ. Chem. Bull., 2016, vol. 65, no. 2, p. 350. doi 10.1007/s11172-016-1308-0
Palma, E., Correia, J.D.G., Campello, M.P.C., and Santos, I., Mol. BioSyst., 2011, vol. 7, no. 11, p. 2950. doi 10.1039/c1mb05242j
Fleisch, H., Bisphosphonates in Bone Disease. From the Laboratory to the Patient, New York: Academic Press, 2000.
Russell, R.G.G., Bone, 2011, vol. 49, no. 1, p. 2. doi 10.1016/j.bone.2011.04.022
Savio, E., Gaudiano, J., Robles, A.M., Balter, H., Paolino, A., Lo’pez, A., Hermida, J.C., De Marco, E., Martinez, G., Osinaga, E., and Knapp Jr., F.F., BMC Nucl Med., 2001, vol. 1, no. 2. doi 10.1186/1471-2385-1-2
Scheffler, J., Derejko, M., Bandurski, T., and Romanowicz, G., Nucl. Med. Rev., 2003, vol. 6, no. 1, p. 55.
Petriev, V.M. et al., RF Patent no. 2567728, 2014.
Krylov, V.V. and Kochetova, T.Yu., Medical Radiology and Radiation Safety J., 2014, vol. 59, no. 6, p. 54.
Malysheva, A.O. et al., WO Patent no. 2010036140 A1, 2010.
Erfani, M., Tabatabaei, M., Doroudi, A., and Shafiei, M., J. Radioanal. Nucl. Chem., 2018. doi 10.1007/s10967-018-5781-9
Kochetova, T., Krylov, V., Smolyarchuk, M., Sokov, D., Lunev, A., Shiryaev, S., Kruglova, O., Makeenkova, T., Petrosyan, K., Dolgova, A., Poluektova, M., Galkin, V., and Kaprin, A., Int. J. Nucl. Med. Res., 2017, Special Issue, p. 92. doi 10.15379/2408-9788.2017.08
Voloznev, L.V., Klement’eva, O.E., Korsunskii, V.N., and Lysenko, N.P., Mol. Med., 2013, no. 2, p. 45.
Jaswal, A.P., Meena, V.K., Prakash, S., Pandey, A., Singh, B., Mishra, A.K., and Hazari, P.P., Front. Med., 2017, vol. 72, no. 4, p. 1. doi 10.3389/fmed.2017.00072
Yang, X.N., Zeng, J.C., Song, Y.C., Zhang, H., and Pei, F.X., Eur. Rev. Med. Pharmacol. Sci., 2014, vol. 18, no. 15, p. 2116.
Xue, Z.-Y., Li, Q.-H., Tao, H.-Y., and Wang, C.-J., J. Am. Chem. Soc., 2011, vol. 133, no. 30, p. 11757. doi 10.1021/ja2043563
Hosain, F., Spencer, R.P., Couthon, H.M., and Sturtz, G.L., J. Nucl. Med., 1996, vol. 37, no. 1, p. 105.
Sturtz, G., Couthon, H., Fabulet, O., Mian, M., and Rosini, S., Eur. J. Med. Chem., 1993, vol. 28, no. 11, p. 899. doi 10.1016/0223-5234(93)90043-E
Sturtz, G., Appere, G., Breistol, K., Fodstad, O., Schwartsmann, G., and Hendriks, H.R., Eur. J. Med. Chem., 1992, vol. 27, no. 8, p. 825. doi 10.1016/0223-5234(92)90117-J
Dunford, J.E., Kwaasi, A.A., Rogers, M.J., Barnett, B.L., Ebetino, F.H., Russell, R.G.G., Oppermann, U., and Kavanagh, K.L., J. Med. Chem., 2008, vol. 51, no. 7, p. 2187. doi 10.1021/jm7015733
Bandurina, T.A. et al., USSR Inventor’s Certificate no. 798106, 1981.
Saha, G.B., Fundamentals of Nuclear Pharmacy, New York; Heidelberg; Dordrecht; London: Springer, 2010. doi 10.1007/9781441958600
Albertson, N.F. and Archer, S., J. Am. Chem. Soc., 1945, vol. 67, no. 11, p. 2043. doi 10.1021/ja01227a501
Shimo, K. and Wakamatsu, S., J. Org. Chem., 1961, vol. 26, no. 10, p. 3788. doi 10.1021/jo01068a039
Tsebrikova, G.S., Baulin, V.E., Kalashnikova, I.P., Ragulin, V.V., Zavel’skii, V.O., Maruk, A.Ya., Lunev, A.S., Klement’eva, O.E., Kodina, G.E., and Tsivadze, A.Yu., Russ. J. Gen. Chem., 2015, vol. 85, no. 9, p. 2071. doi 10.1134/S1070363215090091
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Dedicated to the 110th anniversary of M.I. Kabachnik’s birth
Original Russian Text © G.S. Tsebrikova, V.V. Ragulin, V.E. Baulin, K.E. German, A.O. Malysheva, O.E. Klement’eva, G.E. Kodina, A.A. Larenkov, E.A. Lyamtseva, N.A. Taratonenkova, M.V. Zhukova, A.Yu. Tsivadze, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 9, pp. 1431–1437.
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Tsebrikova, G.S., Ragulin, V.V., Baulin, V.E. et al. 2,5-Diamino-5,5-diphosphonovaleric Acid as a Ligand for an Osteotropic 188Re Radiopharmaceutical. Russ J Gen Chem 88, 1780–1785 (2018). https://doi.org/10.1134/S1070363218090037
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DOI: https://doi.org/10.1134/S1070363218090037