SYNTHESIS OF 2<i>H</i>-PYRANO[3,2-<i>g</i>]QUINOLIN-2-ONES CONTAINING A PYRIMIDINONE MOIETY AND CHARACTERIZATION OF THEIR ANTICOAGULANT ACTIVITY <i>VIA</i> INHIBITION OF BLOOD COAGULATION FACTORS Xa AND XIa

Authors

  • Андрей Ю. Потапов Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia
  • Борис В. Папонов Belgorod State National Research University, 85 Pobedy St., Belgorod 308015, Russia
  • Надежда А. Подоплелова Center for Theoretical Problems of Physico-Chemical Pharmacology, Russian Academy of Sciences, 30 Srednyaya Kalitnikovskaya St., Moscow 109029, Russia
  • Михаил А. Пантелеев Center for Theoretical Problems of Physico-Chemical Pharmacology, Russian Academy of Sciences, 30 Srednyaya Kalitnikovskaya St., Moscow 109029, Russia
  • Михаил А. Потапов Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia
  • Ирина В. Леденева Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia
  • Надежда В. Столповская Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia
  • Хидмет С. Шихалиев Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia

DOI:

https://doi.org/10.1007/6079

Keywords:

carboximidamide, methyl 2-oxo-(2H-pyrano[3, 2-g]quinolin-3-yl)propanoate, 3-(6-oxo-1, 6-dihydro-4-pyrimidinyl)-2H-pyrano[3, 2-g]quinolin-2-one, 3-oxopentanedioate, pyrano[3, 2-g]quinoline, pyrimidine, factor Xa, factor XIa, molecular hybridization.

Abstract

The reactions of 7-hydroxy-1,2,2,4-tetramethylhydroquinoline-6-carbaldehydes with methyl 3-oxopentanedioate were used to synthesize 3-oxo-3-(6,8,8,9-tetramethyl-2-oxo-2H-pyrano[3,2-g]quinolin-3-yl)propanoates with various degrees of hydrogenation in the pyridine ring, the condensation of which with carboximidamides provided a series of new 6,8,8,9-tetramethyl-3-(6-oxo-1,6-dihydropyrimidin-4-yl)-2H-pyrano[3,2-g]quinolin-2-ones. It was found that some compounds of this class exhibited relatively high inhibitory activity against the blood coagulation factors Xа and XIa.

 

Author Biographies

Андрей Ю. Потапов, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia

Кафедра органической химии, доцент

Борис В. Папонов, Belgorod State National Research University, 85 Pobedy St., Belgorod 308015, Russia

старший научный сотрудник

Надежда А. Подоплелова, Center for Theoretical Problems of Physico-Chemical Pharmacology, Russian Academy of Sciences, 30 Srednyaya Kalitnikovskaya St., Moscow 109029, Russia

ведущий научный сотрудник

Михаил А. Пантелеев, Center for Theoretical Problems of Physico-Chemical Pharmacology, Russian Academy of Sciences, 30 Srednyaya Kalitnikovskaya St., Moscow 109029, Russia

ИО директора

Михаил А. Потапов, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia

Ведущий инженер

Ирина В. Леденева, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia

старший научный сотрудник

Надежда В. Столповская, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia

Кафедра органической химии, доцент

Хидмет С. Шихалиев, Voronezh State University, 1 Universitetskaya Sq., Voronezh 394018, Russia

Заведующий кафедры органической химии

Published

2021-05-26

Issue

Section

Original Papers