Synthesis and Anticancer Evaluation of Novel 7-Aza-Coumarine-3-Carboxamides

Author:

Trifonov Alexey V.1,Gazizov Almir S.1ORCID,Tapalova Anipa S.2,Kibardina Lyudmila K.1,Appazov Nurbol O.2ORCID,Voloshina Alexandra D.1,Sapunova Anastasiia S.1,Luybina Anna P.1,Abyzbekova Gulmira M.2,Dobrynin Alexey B.1,Litvinov Igor A.1,Tauekel Akerke K.3,Yespenbetova Sholpan O.2,Burilov Alexander R.1,Pudovik Michail A.1

Affiliation:

1. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Science, Arbuzova Str., 8, Kazan 420088, Russia

2. Korkyt Ata Kyzylorda University, Aiteke Bi Street, 29A, Kyzylorda 120014, Kazakhstan

3. Department of Oil, Chemistry and Nanotechnology, Kazan National Research Technological University, Karl Marx Str., 68, Kazan 420015, Russia

Abstract

Herein, we report the design and synthesis of novel 7-aza-coumarine-3-carboxamides via scaffold-hopping strategy and evaluation of their in vitro anticancer activity. Additionally, the improved non-catalytic synthesis of 7-azacoumarin-3-carboxylic acid is reported, which features water as the reaction medium and provides a convenient alternative to the known methods. The anticancer activity of the most potent 7-aza-coumarine-3-carboxamides against the HuTu 80 cell line is equal to that of reference Doxorubicin, while the selectivity towards the normal cell line is 9–14 fold higher.

Funder

Russian Science Foundation

Publisher

MDPI AG

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Computer Science Applications,Spectroscopy,Molecular Biology,General Medicine,Catalysis

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