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Title: Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity
Authors: Chernyshov, Vladimir V
Yarovaya, Olga I
Fadeev, Dmitry S
Gatilov, Yuriy V
Esaulkova, Yana L
Muryleva, Anna S
Sinegubova, Katherina O
Salakhutdinov, Nariman F
Zarubaev, Vladimir V. 
Keywords: (+)-Camphoric acid;Alkaloid analogues;Antiviral activity;Antivirals;Influenza virus;Single-stage synthesis
Issue Date: 28-Feb-2019
Publisher: Springer (part of Springer Nature)
Journal: Molecular Diversity 
Abstract: An effective technique for one-stage synthesis of new polycyclic nitrogen-containing compounds has been developed. The procedure involves refluxing mixtures of camphoric acid with aliphatic or aromatic diamine without catalysts. In cases where the starting amine has a low boiling point (less than 200 °C), phenol is used as a solvent, as it is the most optimal one for obtaining products with good yields. It has been shown that the use of Lewis acids as catalysts reduces the yield of the reaction products. A set of compounds have been synthesized, which can be attributed to synthetic analogues of alkaloids. In vitro screening for activity influenza virus A was carried out for the obtained compounds. The synthesized quinazoline-like agent 14 has inhibitory activity against different strains of influenza viruses.
ISSN: 1381-1991
DOI: 10.1007/s11030-019-09932-9
Appears in Collections:Journal articles

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