“2+1B” Tricarbonyl Complexes of Technetium-99m and Rhenium with N,N '-Bidentate Ligands and Methyl 2-(Decylthio)-6-isocyanohexanoate

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“2+1B” Tricarbonyl Complexes of Technetium-99m and Rhenium with N,N '-Bidentate Ligands and Methyl 2-(Decylthio)-6-isocyanohexanoate. / Miroslavov, A.E.; Kuz’min, V.V.; Sakhonenkova, A.P.; Tyupina, M.Y.; Sidorenko, G.V.; Kochergina, A.R.; Polukeev, V.A.

In: Radiochemistry, Vol. 65, No. 6, 2023, p. 672-679.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{5a730fa0c5644aeea7b80e23786556a6,

title = "“2+1B” Tricarbonyl Complexes of Technetium-99m and Rhenium with N,N '-Bidentate Ligands and Methyl 2-(Decylthio)-6-isocyanohexanoate",

abstract = "Abstract: “2+1B” tricarbonyl complexes of the general formula [M(CO)3(N^N)CN(CH2)4CH(COOMe)SC10H21]-ClO4, where M = 99mTc or Re, N^N = 2,2'-bipyridine (bipy) or 1,10-phenanthroline (phen), were prepared by the reaction of [M(CO)3(N^N)(MeOH)]ClO4 with methyl 2-(decylthio)-6-isocyanohexanoate in methanol. The rhenium complexes were isolated and characterized by 1H NMR and IR spectroscopy. The formation of technetium-99m complexes was confirmed by HPLC. The lipophilicity of the technetium complexes was measured. {\textcopyright} Pleiades Publishing, Ltd. 2023.",

keywords = "bipyridine, lipophilicity, methyl 2-(decylthio)-6-isocyanohexanoate, phenanthroline, rhenium, technetium, tricarbonyl complexes, Rhenium, Rhenium compounds, Technetium, Bidentate ligands, Bipyridines, General formulas, Lipophilicity, Methyl 2-(decylthio)-6-isocyanohexanoate, Phenanthrolines, Rhenium complexes, Technetium-, Technetium-99m, Tricarbonyl complexes, Ligands",

author = "A.E. Miroslavov and V.V. Kuz{\textquoteright}min and A.P. Sakhonenkova and M.Y. Tyupina and G.V. Sidorenko and A.R. Kochergina and V.A. Polukeev",

note = "Export Date: 4 March 2024 CODEN: RDIOE Адрес для корреспонденции: Miroslavov, A.E.; Khlopin Radium InstituteRussian Federation; эл. почта: amiroslav@mail.ru Адрес для корреспонденции: Sidorenko, G.V.; Khlopin Radium InstituteRussian Federation; эл. почта: gevasid@mail.ru Сведения о финансировании: Russian Science Foundation, RSF, 22-13-00057 Текст о финансировании 1: The study was financially supported by the Russian Science Foundation (project no. 22-13-00057). Пристатейные ссылки: Morishita, S., Kusuoka, H., Yamamichi, Y., Suzuki, N., Kurami, M., Nishimura, T., (1996) Eur. J. Nucl. Med, 23, p. 383. , 1:CAS:528:DyaK28XjsVGqtrs%3D, 8612657; Uehara, T., Uemura, T., Hirabayashi, S., Adachi, S., Odaka, K., Akizawa, H., Magata, Y., Arano, Y., (2007) J. Med. Chem, 50, p. 543. , 1:CAS:528:DC%2BD2sXhtlehtA%3D%3D, 17266206; Shikama, N., Nakagawa, T., Takiguchi, Y., Aotsuka, N., Kuwabara, Y., Komiyama, N., Terano, T., Hirai, A., (2004) Circ. J, 68, p. 595. , 15170099; Nishimura, T., Uehara, T., Shimontagata, T., Nagata, S., Haze, K., (1993) Ann. Nucl. Med, 68, p. 35; Harada, Y., Shimada, K., Harada, S.J., Sato, T., Kubota, Y., Yamashita, M., (2022) J. Imaging, 8, p. 296. , 36354869, 9695533; Walther, M., Jung, C.M., Bergmann, R., Pietzsch, J., Rode, K., Fahmy, K., Mirtschink, P., Spies, H., (2007) Bioconjugate Chem, 18, p. 216. , 1:CAS:528:DC%2BD28XhtlCit77L; Yamamura, N., Magata, Y., Arano, Y., Kawaguchi, T., Ogawa, K., Konishi, J., Saji, H., (1999) Bioconjugate Chem, 10, p. 489. , 1:CAS:528:DyaK1MXitlKrsLY%3D; Mirtschink, P., Stehr, S.N., Walther, M., Pietzsch, J., Bergmann, R., Pietzsch, H.-J., Weichsel, J., Deussen, A., (2009) Nucl. Med. Biol, 36, p. 833. , 1:CAS:528:DC%2BD1MXhtVKrsb%2FP, 19720295; Mirtschink, P., Stehr, S.N., Walther, M., Pietzsch, J., Bergmann, R., Pietzsch, H.-J., Weichsel, J., Deussen, A., (2009) Nucl. Med. Biol, 36, p. 845. , 1:CAS:528:DC%2BD1MXhtVKrsb%2FK, 19720296; Jung, C.M., Kraus, W., Leibnitz, P., Pietzsch, H.-J., Kropp, J., Spies, H., (2002) Eur. J. Inorg. Chem, 2002, p. 1219; Lee, B.C., Kim, D.H., Lee, J.H., Sung, H.J., Choe, Y.S., Chi, D.Y., Lee, K.-H., Kim, B.-T., (2007) Bioconjugate Chem, 18, p. 1332. , 1:CAS:528:DC%2BD2sXlt1Ohu7c%3D; Tsotakos, T.C., Papadopoulos, A., Pelecanou, M., Papadopoulos, M., Pirmettis, I., (2010) Nucl. Med. Biol, 37, p. 683; Zeng, H., Zhang, H., Wu, X., Chao, F., Yu, G., Zhang, L., Jiang, H., Tian, M., (2013) J. Label. Compd. Radiopharm, 56, p. 1. , 1:CAS:528:DC%2BC38XhvVSisb7M; Lee, B.C., Kim, D.H., Lee, I., Choe, Y.S., Chi, D.Y., Lee, K.-H., Choi, Y., Kim, B.-T., (2008) J. Med. Chem, 51, p. 3630. , 1:CAS:528:DC%2BD1cXmtlWmsr4%3D, 18503263; Mathur, A., Mallia, M.B., Sarma, H.D., Banerjee, S., Venkatesh, M., (2010) J. Label. Compd. Radiopharm, 53, p. 580. , 1:CAS:528:DC%2BC3cXhtV2qsb7N; Chu, T., Zhang, Y., Liu, X., Wang, Y., Hu, S., Wang, X., (2004) Appl. Radiat. Isot, 60, p. 845. , 1:CAS:528:DC%2BD2cXjsVClu70%3D, 15110349; Jones, G.S., Elmaleh, D.R., Strauss, H.W., Fischman, A.J., (1994) Nucl. Med. Biol, 21, p. 117. , 1:CAS:528:DyaK2cXlt1yrtbY%3D, 9234273; Mach, R.H., Kung, H.F., Jungwiwattanaporn, P., Guo, Y.-Z., (1991) Int. J. Radiat. Appl. Instrum. Part B: Nucl. Med. Biol, 18, p. 215. , 1:CAS:528:DyaK3MXisVemsbk%3D; Sidorenko, G.V., Miroslavov, A.E., Tyupina, M., (2012) Coord. Chem. Rev, 476; Tyupina, M., Miroslavov, A.E., Sidorenko, G.V., Gurzhiy, V.V., Sakhonenkova, A.P., (2022) Russ. J. Gen. Chem, 92, p. 69. , 1:CAS:528:DC%2BB38Xjslegt7c%3D; Miroslavov, A.E., Sakhonenkova, A.P., Tyupina, M., Sidorenko, G.V., (2023) Russ. J. Gen. Chem, 93, p. 327. , 1:CAS:528:DC%2BB3sXmvVyksLo%3D; Miroslavov, A.E., Lumpov, A.A., Sidorenko, G.V., Levitskaya, E.M., Gorshkov, N.I., Suglobov, D.N., Alberto, R., Tananaev, I.G., (2008) J. Organomet. Chem, 693, p. 4. , 1:CAS:528:DC%2BD2sXhsVWjt7%2FO; Filyanin, A.T., Development of Extraction Centrifugal Countercurrent Generators for Producing Radionuclides for Medical Purposes (2004) Moscow: Frumkin Inst. of Physical Chemistry and Electrochemistry, Russian Acad. Sci., , Cand. Sci. (Eng.) Dissertation; Alberto, R., Schibli, R., Egli, A., Schubiger, A.P., Abram, U., Kaden, T.A., (1998) J. Am. Chem. Soc, 120, p. 7987. , 1:CAS:528:DyaK1cXkvFKmsLY%3D; Alberto, R., Ortner, K., Wheatley, N., Schibli, R., Schubiger, A.P., (2001) J. Am. Chem. Soc, 123, p. 3135. , 1:CAS:528:DC%2BD3MXhslamsb0%3D, 11457025; Hassanzadeh, L., Erfani, M., Sadat Ebrahimi, S.E., (2012) J. Label Compd. Radiopharm, 55, p. 371. , 1:CAS:528:DC%2BC38XhtFOgsbrI; Mastrostamatis, S.G., Papadopoulos, M.S., Pirmettis, I.C., Paschali, E., Varvarigou, A.D., Stassinopoulou, C.I., Raptopoulou, C.P., Chiotellis, E., (1994) J. Med. Chem, 37, p. 3212. , 1:CAS:528:DyaK2cXmvFWhtLY%3D, 7932548; Zhang, J., Yu, Q., Huo, J., Pang, Y., Yang, S., He, Y., Tang, T., Wang, X., (2010) J. Radioanal. Nucl. Chem, 283, p. 481. , 1:CAS:528:DC%2BC3cXhslOitrs%3D; Sidorenko, G.V., Miroslavov, A.E., Tyupina, M., Gurzhiy, V.V., Sakhonenkova, A.P., Lumpov, A.A., (2023) Inorg. Chem, 62, p. 15593. , 1:CAS:528:DC%2BB3sXhvVKlsr7O, 37695753",

year = "2023",

doi = "10.1134/S1066362223060085",

language = "Английский",

volume = "65",

pages = "672--679",

journal = "Radiochemistry",

issn = "1066-3622",

publisher = "МАИК {"}Наука/Интерпериодика{"}",

number = "6",

}

RIS

TY - JOUR

T1 - “2+1B” Tricarbonyl Complexes of Technetium-99m and Rhenium with N,N '-Bidentate Ligands and Methyl 2-(Decylthio)-6-isocyanohexanoate

AU - Miroslavov, A.E.

AU - Kuz’min, V.V.

AU - Sakhonenkova, A.P.

AU - Tyupina, M.Y.

AU - Sidorenko, G.V.

AU - Kochergina, A.R.

AU - Polukeev, V.A.

N1 - Export Date: 4 March 2024 CODEN: RDIOE Адрес для корреспонденции: Miroslavov, A.E.; Khlopin Radium InstituteRussian Federation; эл. почта: amiroslav@mail.ru Адрес для корреспонденции: Sidorenko, G.V.; Khlopin Radium InstituteRussian Federation; эл. почта: gevasid@mail.ru Сведения о финансировании: Russian Science Foundation, RSF, 22-13-00057 Текст о финансировании 1: The study was financially supported by the Russian Science Foundation (project no. 22-13-00057). Пристатейные ссылки: Morishita, S., Kusuoka, H., Yamamichi, Y., Suzuki, N., Kurami, M., Nishimura, T., (1996) Eur. J. Nucl. Med, 23, p. 383. , 1:CAS:528:DyaK28XjsVGqtrs%3D, 8612657; Uehara, T., Uemura, T., Hirabayashi, S., Adachi, S., Odaka, K., Akizawa, H., Magata, Y., Arano, Y., (2007) J. Med. Chem, 50, p. 543. , 1:CAS:528:DC%2BD2sXhtlehtA%3D%3D, 17266206; Shikama, N., Nakagawa, T., Takiguchi, Y., Aotsuka, N., Kuwabara, Y., Komiyama, N., Terano, T., Hirai, A., (2004) Circ. J, 68, p. 595. , 15170099; Nishimura, T., Uehara, T., Shimontagata, T., Nagata, S., Haze, K., (1993) Ann. Nucl. Med, 68, p. 35; Harada, Y., Shimada, K., Harada, S.J., Sato, T., Kubota, Y., Yamashita, M., (2022) J. Imaging, 8, p. 296. , 36354869, 9695533; Walther, M., Jung, C.M., Bergmann, R., Pietzsch, J., Rode, K., Fahmy, K., Mirtschink, P., Spies, H., (2007) Bioconjugate Chem, 18, p. 216. , 1:CAS:528:DC%2BD28XhtlCit77L; Yamamura, N., Magata, Y., Arano, Y., Kawaguchi, T., Ogawa, K., Konishi, J., Saji, H., (1999) Bioconjugate Chem, 10, p. 489. , 1:CAS:528:DyaK1MXitlKrsLY%3D; Mirtschink, P., Stehr, S.N., Walther, M., Pietzsch, J., Bergmann, R., Pietzsch, H.-J., Weichsel, J., Deussen, A., (2009) Nucl. Med. Biol, 36, p. 833. , 1:CAS:528:DC%2BD1MXhtVKrsb%2FP, 19720295; Mirtschink, P., Stehr, S.N., Walther, M., Pietzsch, J., Bergmann, R., Pietzsch, H.-J., Weichsel, J., Deussen, A., (2009) Nucl. Med. Biol, 36, p. 845. , 1:CAS:528:DC%2BD1MXhtVKrsb%2FK, 19720296; Jung, C.M., Kraus, W., Leibnitz, P., Pietzsch, H.-J., Kropp, J., Spies, H., (2002) Eur. J. Inorg. Chem, 2002, p. 1219; Lee, B.C., Kim, D.H., Lee, J.H., Sung, H.J., Choe, Y.S., Chi, D.Y., Lee, K.-H., Kim, B.-T., (2007) Bioconjugate Chem, 18, p. 1332. , 1:CAS:528:DC%2BD2sXlt1Ohu7c%3D; Tsotakos, T.C., Papadopoulos, A., Pelecanou, M., Papadopoulos, M., Pirmettis, I., (2010) Nucl. Med. Biol, 37, p. 683; Zeng, H., Zhang, H., Wu, X., Chao, F., Yu, G., Zhang, L., Jiang, H., Tian, M., (2013) J. Label. Compd. Radiopharm, 56, p. 1. , 1:CAS:528:DC%2BC38XhvVSisb7M; Lee, B.C., Kim, D.H., Lee, I., Choe, Y.S., Chi, D.Y., Lee, K.-H., Choi, Y., Kim, B.-T., (2008) J. Med. Chem, 51, p. 3630. , 1:CAS:528:DC%2BD1cXmtlWmsr4%3D, 18503263; Mathur, A., Mallia, M.B., Sarma, H.D., Banerjee, S., Venkatesh, M., (2010) J. Label. Compd. Radiopharm, 53, p. 580. , 1:CAS:528:DC%2BC3cXhtV2qsb7N; Chu, T., Zhang, Y., Liu, X., Wang, Y., Hu, S., Wang, X., (2004) Appl. Radiat. Isot, 60, p. 845. , 1:CAS:528:DC%2BD2cXjsVClu70%3D, 15110349; Jones, G.S., Elmaleh, D.R., Strauss, H.W., Fischman, A.J., (1994) Nucl. Med. Biol, 21, p. 117. , 1:CAS:528:DyaK2cXlt1yrtbY%3D, 9234273; Mach, R.H., Kung, H.F., Jungwiwattanaporn, P., Guo, Y.-Z., (1991) Int. J. Radiat. Appl. Instrum. Part B: Nucl. Med. Biol, 18, p. 215. , 1:CAS:528:DyaK3MXisVemsbk%3D; Sidorenko, G.V., Miroslavov, A.E., Tyupina, M., (2012) Coord. Chem. Rev, 476; Tyupina, M., Miroslavov, A.E., Sidorenko, G.V., Gurzhiy, V.V., Sakhonenkova, A.P., (2022) Russ. J. Gen. Chem, 92, p. 69. , 1:CAS:528:DC%2BB38Xjslegt7c%3D; Miroslavov, A.E., Sakhonenkova, A.P., Tyupina, M., Sidorenko, G.V., (2023) Russ. J. Gen. Chem, 93, p. 327. , 1:CAS:528:DC%2BB3sXmvVyksLo%3D; Miroslavov, A.E., Lumpov, A.A., Sidorenko, G.V., Levitskaya, E.M., Gorshkov, N.I., Suglobov, D.N., Alberto, R., Tananaev, I.G., (2008) J. Organomet. Chem, 693, p. 4. , 1:CAS:528:DC%2BD2sXhsVWjt7%2FO; Filyanin, A.T., Development of Extraction Centrifugal Countercurrent Generators for Producing Radionuclides for Medical Purposes (2004) Moscow: Frumkin Inst. of Physical Chemistry and Electrochemistry, Russian Acad. Sci., , Cand. Sci. (Eng.) Dissertation; Alberto, R., Schibli, R., Egli, A., Schubiger, A.P., Abram, U., Kaden, T.A., (1998) J. Am. Chem. Soc, 120, p. 7987. , 1:CAS:528:DyaK1cXkvFKmsLY%3D; Alberto, R., Ortner, K., Wheatley, N., Schibli, R., Schubiger, A.P., (2001) J. Am. Chem. Soc, 123, p. 3135. , 1:CAS:528:DC%2BD3MXhslamsb0%3D, 11457025; Hassanzadeh, L., Erfani, M., Sadat Ebrahimi, S.E., (2012) J. Label Compd. Radiopharm, 55, p. 371. , 1:CAS:528:DC%2BC38XhtFOgsbrI; Mastrostamatis, S.G., Papadopoulos, M.S., Pirmettis, I.C., Paschali, E., Varvarigou, A.D., Stassinopoulou, C.I., Raptopoulou, C.P., Chiotellis, E., (1994) J. Med. Chem, 37, p. 3212. , 1:CAS:528:DyaK2cXmvFWhtLY%3D, 7932548; Zhang, J., Yu, Q., Huo, J., Pang, Y., Yang, S., He, Y., Tang, T., Wang, X., (2010) J. Radioanal. Nucl. Chem, 283, p. 481. , 1:CAS:528:DC%2BC3cXhslOitrs%3D; Sidorenko, G.V., Miroslavov, A.E., Tyupina, M., Gurzhiy, V.V., Sakhonenkova, A.P., Lumpov, A.A., (2023) Inorg. Chem, 62, p. 15593. , 1:CAS:528:DC%2BB3sXhvVKlsr7O, 37695753

PY - 2023

Y1 - 2023

N2 - Abstract: “2+1B” tricarbonyl complexes of the general formula [M(CO)3(N^N)CN(CH2)4CH(COOMe)SC10H21]-ClO4, where M = 99mTc or Re, N^N = 2,2'-bipyridine (bipy) or 1,10-phenanthroline (phen), were prepared by the reaction of [M(CO)3(N^N)(MeOH)]ClO4 with methyl 2-(decylthio)-6-isocyanohexanoate in methanol. The rhenium complexes were isolated and characterized by 1H NMR and IR spectroscopy. The formation of technetium-99m complexes was confirmed by HPLC. The lipophilicity of the technetium complexes was measured. © Pleiades Publishing, Ltd. 2023.

AB - Abstract: “2+1B” tricarbonyl complexes of the general formula [M(CO)3(N^N)CN(CH2)4CH(COOMe)SC10H21]-ClO4, where M = 99mTc or Re, N^N = 2,2'-bipyridine (bipy) or 1,10-phenanthroline (phen), were prepared by the reaction of [M(CO)3(N^N)(MeOH)]ClO4 with methyl 2-(decylthio)-6-isocyanohexanoate in methanol. The rhenium complexes were isolated and characterized by 1H NMR and IR spectroscopy. The formation of technetium-99m complexes was confirmed by HPLC. The lipophilicity of the technetium complexes was measured. © Pleiades Publishing, Ltd. 2023.

KW - bipyridine

KW - lipophilicity

KW - methyl 2-(decylthio)-6-isocyanohexanoate

KW - phenanthroline

KW - rhenium

KW - technetium

KW - tricarbonyl complexes

KW - Rhenium

KW - Rhenium compounds

KW - Technetium

KW - Bidentate ligands

KW - Bipyridines

KW - General formulas

KW - Lipophilicity

KW - Methyl 2-(decylthio)-6-isocyanohexanoate

KW - Phenanthrolines

KW - Rhenium complexes

KW - Technetium-

KW - Technetium-99m

KW - Tricarbonyl complexes

KW - Ligands

U2 - 10.1134/S1066362223060085

DO - 10.1134/S1066362223060085

M3 - статья

VL - 65

SP - 672

EP - 679

JO - Radiochemistry

JF - Radiochemistry

SN - 1066-3622

IS - 6

ER -

ID: 117320210