Biologically Active Symmetric and Asymmetric Dicationic Bis(isatin hydrazones): What is Better―To Complicate or Simplify the Spacer?

The reaction of bisisatins containing a 1,ω-alkylene, -arylene, or -alkyluracil spacer with ammonium acetohydrazides gave a series of symmetric and asymmetric dicationic isatin-3-acylhydrazones. It was shown that the antimicrobial activity of the new compounds depends on the structure of the spacer...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2023-11, Vol.59 (11), p.1831-1850
Main Authors: Bogdanov, A. V., Voloshina, A. D., Amerkhanova, S. K., Tsivileva, O. M., Rakhmatullin, R. R., Mironov, V. F.
Format: Article
Language:English
Subjects:
Asymmetry
Chemistry
Chemistry and Materials Science
Hydrazones
Late blight fungus
Norfloxacin
Organic Chemistry
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Summary:The reaction of bisisatins containing a 1,ω-alkylene, -arylene, or -alkyluracil spacer with ammonium acetohydrazides gave a series of symmetric and asymmetric dicationic isatin-3-acylhydrazones. It was shown that the antimicrobial activity of the new compounds depends on the structure of the spacer and the nature of the substituent in the aromatic fragment. 5-Substituted isatin derivatives, where the heterocyclic fragments are linked by an 9- and 10-carbon alkylene chains, exhibit bactericidal effect against resistant strains of S. aureus at the level of Norfloxacin and the fungal pathogen P. cactorum , which causes plant late blight.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428023110015