Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors

Currently the development of technologies for labeling somatostatin with technetium-99m for diagnosing radionuclide neuroendocrine tumors is under way. Somatostatin analogues are binded with technetium99m only by the preliminary addition of a chelating agent. Therefore, it is important to develop a...

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Main Authors: M. S. Larkina, E. V. Podrezova, O. D. Bragina, E. A. Tagirova, V. I. Chernov, M. S. Yusubov, E. A. Nesterov, V. S. Skuridin, S. V. Krivoshchekov, E. A. Yanovskaya, R. V. Gurto, M. V. Belousov
Format: Article
Language:English
Published: Siberian State Medical University (Tomsk) 2019-10-01
Series:Бюллетень сибирской медицины
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Online Access:https://bulletin.ssmu.ru/jour/article/view/2402
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author M. S. Larkina
E. V. Podrezova
O. D. Bragina
E. A. Tagirova
V. I. Chernov
M. S. Yusubov
E. A. Nesterov
V. S. Skuridin
S. V. Krivoshchekov
E. A. Yanovskaya
R. V. Gurto
M. V. Belousov
author_facet M. S. Larkina
E. V. Podrezova
O. D. Bragina
E. A. Tagirova
V. I. Chernov
M. S. Yusubov
E. A. Nesterov
V. S. Skuridin
S. V. Krivoshchekov
E. A. Yanovskaya
R. V. Gurto
M. V. Belousov
author_sort M. S. Larkina
collection DOAJ
description Currently the development of technologies for labeling somatostatin with technetium-99m for diagnosing radionuclide neuroendocrine tumors is under way. Somatostatin analogues are binded with technetium99m only by the preliminary addition of a chelating agent. Therefore, it is important to develop a method for preparation of an octreotide derivative by modifying octreotide with precursors: ligands with high chelating ability for its tight binding with technetium-99m. ω-Bis(pyridin-2-ylmethyl)amino)aliphatic acids can be used successfully as such precursors.The purpose of the study was to develop a method for obtaining a new octreotide derivative for diagnosing neuroendocrine tumors.Materials and methods. The somatostatin octreotide analogue was used as the object of the study; succinimid-1-yl 6-(bis(pyridin-2-ylmethyl)amino)hexanoate was used as a chelating agent. Methods of high performance liquid chromatography and mass spectrometry were used to separate and analyze the synthesized compounds.Results. A method to produce an original octreotide derivative using a succinimid-1-yl 6-(bis(pyridin2-ylmethyl)amino)hexanoate as a chelating agent was proposed. The conditions of analytical and semipreparative HPLC for the analysis and purification of the active octreotide derivative (a monosubstituted derivative of the amino acid residue of D-phenylalanine) were suggested.Conclusion. The synthesized derivative of octreotide has a chelating center for strong binding to technetium-99m in its structure, which can be useful for diagnosing neuroendocrine tumors.
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publisher Siberian State Medical University (Tomsk)
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spelling doaj-art-3ae9e8f958d947a8a400b785fdc5d8dc2025-08-20T03:02:03ZengSiberian State Medical University (Tomsk)Бюллетень сибирской медицины1682-03631819-36842019-10-01183728010.20538/1682-0363-2019-3-72-801540Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumorsM. S. Larkina0E. V. Podrezova1O. D. Bragina2E. A. Tagirova3V. I. Chernov4M. S. Yusubov5E. A. Nesterov6V. S. Skuridin7S. V. Krivoshchekov8E. A. Yanovskaya9R. V. Gurto10M. V. Belousov11Siberian State Medical University (SSMU)National Research Tomsk Polytechnic University (NR TPU)Cancer Research Institute, Tomsk National Research Medical Center (NRMC), Russian Academy of ScienceNational Research Tomsk Polytechnic University (NR TPU)Cancer Research Institute, Tomsk National Research Medical Center (NRMC), Russian Academy of ScienceNational Research Tomsk Polytechnic University (NR TPU)National Research Tomsk Polytechnic University (NR TPU)National Research Tomsk Polytechnic University (NR TPU)Siberian State Medical University (SSMU); National Research Tomsk Polytechnic University (NR TPU)Goldberg Research Institute of Pharmacology and Regenerative Medicine (GRIPhRM), Tomsk National Research Medical Center (NRMC), Russian Academy of ScienceGoldberg Research Institute of Pharmacology and Regenerative Medicine (GRIPhRM), Tomsk National Research Medical Center (NRMC), Russian Academy of ScienceSiberian State Medical University (SSMU)Currently the development of technologies for labeling somatostatin with technetium-99m for diagnosing radionuclide neuroendocrine tumors is under way. Somatostatin analogues are binded with technetium99m only by the preliminary addition of a chelating agent. Therefore, it is important to develop a method for preparation of an octreotide derivative by modifying octreotide with precursors: ligands with high chelating ability for its tight binding with technetium-99m. ω-Bis(pyridin-2-ylmethyl)amino)aliphatic acids can be used successfully as such precursors.The purpose of the study was to develop a method for obtaining a new octreotide derivative for diagnosing neuroendocrine tumors.Materials and methods. The somatostatin octreotide analogue was used as the object of the study; succinimid-1-yl 6-(bis(pyridin-2-ylmethyl)amino)hexanoate was used as a chelating agent. Methods of high performance liquid chromatography and mass spectrometry were used to separate and analyze the synthesized compounds.Results. A method to produce an original octreotide derivative using a succinimid-1-yl 6-(bis(pyridin2-ylmethyl)amino)hexanoate as a chelating agent was proposed. The conditions of analytical and semipreparative HPLC for the analysis and purification of the active octreotide derivative (a monosubstituted derivative of the amino acid residue of D-phenylalanine) were suggested.Conclusion. The synthesized derivative of octreotide has a chelating center for strong binding to technetium-99m in its structure, which can be useful for diagnosing neuroendocrine tumors.https://bulletin.ssmu.ru/jour/article/view/2402octreotidetechnetium-99mchelating agentsomatostatin receptorsneuroendocrine tumorsspect
spellingShingle M. S. Larkina
E. V. Podrezova
O. D. Bragina
E. A. Tagirova
V. I. Chernov
M. S. Yusubov
E. A. Nesterov
V. S. Skuridin
S. V. Krivoshchekov
E. A. Yanovskaya
R. V. Gurto
M. V. Belousov
Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
Бюллетень сибирской медицины
octreotide
technetium-99m
chelating agent
somatostatin receptors
neuroendocrine tumors
spect
title Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
title_full Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
title_fullStr Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
title_full_unstemmed Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
title_short Development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
title_sort development of a method for preparing octreotide derivative for diagnosis of neuroendocrine tumors
topic octreotide
technetium-99m
chelating agent
somatostatin receptors
neuroendocrine tumors
spect
url https://bulletin.ssmu.ru/jour/article/view/2402
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