STABLE ISOTOPE-LABELED AZOLOAZINES. SYNTHESIS OF A 13С AND 15N ISOTOPE-ENRICHED DERIVATIVE OF PYRAZOLO[5,1-<i>c</i>][1,2,4]TRIAZINE – POTENTIAL ANTIDIABETIC AGENT

Authors

  • Татьяна С. Шестакова Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Олег С. Ельцов Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Юлия А. Яковлева Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Сергей C. Деев Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Вадим А. Шевырин Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Владимир Л. Русинов Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia
  • Валерий Н. Чарушин Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia
  • Олег Н. Чупахин Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia

DOI:

https://doi.org/10.1007/5065

Keywords:

azoloazines, pyrazolo[5, 1-c][1, 2, 4]triazines, 13С and 15N isotopic labels, CID mass spectrum, compounds with antidiabetic activity, MS/MS experiments, NMR spectra, spin-spin coupling constants (SSCC), stable isotopes.

Abstract

A simple and selective method for introducing stable 13C and 15N isotopes into the structure of the sodium salt of 4-oxo-1,4-dihydropyrazolo[5,1-c][1,2,4]triazine-3,8-dicarboxylic acid diethyl ester, a potential antiglycation agent, has been developed. Labeled [1,3-13C2]-malonic ester (99% 13C) was used as the 13C isotope donor. The introduction of the 15N atom was carried out using enriched sodium nitrite (98% 15N). The obtained 13C2 and 15N isotope-labeled analog of a promising antidiabetic compound of the pyrazolo[5,1-c][1,2,4]triazine series was characterized by NMR spectroscopy and high-resolution mass spectrometry.

Author Biographies

Татьяна С. Шестакова, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

м.н.с., кафедра органической и биомолекулярной химии

Олег С. Ельцов, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

доцент, кафедра технологии органического синтеза

Юлия А. Яковлева, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

Лаборант-исследователь, лаборатория комплексных исследований и экспертной оценки органических материалов

 

Сергей C. Деев, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

доцент кафедрв органической и биомолекулярной химии

Вадим А. Шевырин, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

Ведущий инженер, лаборатория структурных исследований и физико-химических методов анализа

Владимир Л. Русинов, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia

Заведующий кафедрой, кафедра органической и биомолекулярной химии

Валерий Н. Чарушин, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia

Директор

Олег Н. Чупахин, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990, Russia

Научный руководитель института

Downloads

Published

2019-09-17

Issue

Vol. 55 No. 9 (2019)

Section

Original Papers