Synthesis 2022; 54(14): 3249-3261
DOI: 10.1055/a-1785-7191
paper

Design, Synthesis, and Screening of Pyridothieno[3,2-b]indole and Pyridothieno[3,2-c]cinnoline Derivatives as Potential Biologically Active Molecules

Vladimir K. Vasilin
a   Department of Bioorganic Chemistry and Technical Microbiology, Kuban State Technological University, 2, Moskovskaya st, Krasnodar 350072, Russian Federation
,
Eugeniya A. Kanishcheva
b   Research Institute of Heterocyclic Compounds Chemistry, Kuban State Technological University, 2, Moskovskaya st, Krasnodar 350072, Russian Federation
,
Tatyana A. Stroganova
a   Department of Bioorganic Chemistry and Technical Microbiology, Kuban State Technological University, 2, Moskovskaya st, Krasnodar 350072, Russian Federation
,
Irina G. Dmitrieva
c   FSBSI All-Russian Research Institute of Biological Plant Protection, Krasnodar-39, 350039, Russian Federation
,
Viktor V. Taranenko
d   Department of Organic Chemistry, Kuban State Agrarian University, Kalinina st. 13, Krasnodar 350044, Russian Federation
,
e   Institute of Biochemistry and Physiology of Plants and Microorganisms (IBPPM RAS), Russian Academy of Sciences, 13 Prospekt Entuziastov, Saratov 410049, Russian Federation
,
Anastasiia V. Tumskaia
f   Chemistry Institute, Saratov State University, 83 Astrakhanskaya st., Saratov 410012, Russian Federation
,
Nikolay A. Aksenov
g   Department of Organic Chemistry, North Caucasus Federal University, Pushkina st., 1, Stavropol 355009, Russian Federation
,
Gennady D. Krapivin
b   Research Institute of Heterocyclic Compounds Chemistry, Kuban State Technological University, 2, Moskovskaya st, Krasnodar 350072, Russian Federation
› Author Affiliations
Ministry of Science and High Education of the Russian Federation (project FZEZ-2020-0004).


Abstract

New pyridothieno[3,2-b]indole and pyridothieno[3,2-c]cinnoline derivatives are designed and prepared from the corresponding 3-amino-2-arylthieno[2,3-b]pyridines. By a molecular docking method novel potential inhibitors of DNA gyrase B are identified among the thieno[2,3-b]pyridine derivatives. In addition, some of the prepared pyridothienoindoles exhibit in vivo antidote activity against the herbicide 2,4-D.

Supporting Information



Publication History

Received: 31 December 2021

Accepted after revision: 02 March 2022

Accepted Manuscript online:
02 March 2022

Article published online:
19 May 2022

© 2022. Thieme. All rights reserved

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Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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