Synthesis of Isotopically Modified Derivatives of Dopamine, Serotonin, and Doxorubicin with Boc-Pro and Boc-[2H]Pro
- 作者: Shevchenko V.1, Andreeva L.1, Nagaev I.1, Myasoedov N.1
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隶属关系:
- Institute of Molecular Genetics, Russian Academy of Sciences
- 期: 卷 485, 编号 1 (2019)
- 页面: 87-90
- 栏目: Chemistry
- URL: https://journals.rcsi.science/0012-5008/article/view/154401
- DOI: https://doi.org/10.1134/S0012500819030030
- ID: 154401
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详细
Boc-Pro-Dox, Boc-Pro-DOPA, Boc-Pro-Srt, and Pro-Dox, Pro-DOPA, Pro-Srt, as well as Boc-[2Н]Pro-Dox, Boc-[2Н]Pro-DOPA, Boc-[2Н]Pro-Srt, and [2Н]Pro-Dox, [2Н]Pro-DOPA, [2Н]Pro-Srt have been synthesized for the first time. Boc-[2Н]Pro is the most promising reagent for the preparation of deuterated compounds. The hydrogenation of Boc-ΔPro in ethyl acetate on palladium catalyst has allowed the introduction of deuterium by a factor of 1.6–1.65 larger than by the hydrogenation of unsaturated proline bound to serotonin and by a factor of three larger than by the hydrogenation of unsaturated proline bound to dopamine. Due to doxorubicin instability under conditions of unsaturated proline hydrogenation, its condensation with Boc-[2Н]Pro is the sole possibility to prepare Boc-[2Н]Pro-Dox. The content of isotopomers in the deuterated products has been determined by mass spectrometry.
作者简介
V. Shevchenko
Institute of Molecular Genetics, Russian Academyof Sciences
编辑信件的主要联系方式.
Email: nagaev@img.ras.ru
俄罗斯联邦, Moscow, 123182
L. Andreeva
Institute of Molecular Genetics, Russian Academyof Sciences
Email: nagaev@img.ras.ru
俄罗斯联邦, Moscow, 123182
I. Nagaev
Institute of Molecular Genetics, Russian Academyof Sciences
Email: nagaev@img.ras.ru
俄罗斯联邦, Moscow, 123182
N. Myasoedov
Institute of Molecular Genetics, Russian Academyof Sciences
Email: nagaev@img.ras.ru
俄罗斯联邦, Moscow, 123182