Synthesis and Study of Antimicrobial Activity of Water-Soluble Ammonium Acylhydrazones Based on New 1,ω-Alkylenebis(isatins)


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Abstract

Alkylation of isatin with 1,ω-dihaloalkanes afforded bis(heterocycles) connected by an oligomethylene linker. The reaction of the resulting bis(isatins) with Girard’s T and Girard’s P reagents led to the formation of symmetrical water-soluble acyl hydrazones with high yields. Evaluation of antimicrobial activity of new compounds showed the dependence of the activity level on the hydrocarbon spacer length. The selective activity of nona- and decamethylene derivatives was established with respect to gram-positive bacteria S. aureus 209p and B. cereus 8035. Low hematotoxicity of the obtained heterocycles was revealed.

About the authors

A. V. Bogdanov

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Author for correspondence.
Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088

I. F. Zaripova

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088

L. K. Mustafina

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088

A. D. Voloshina

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088

A. S. Sapunova

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088

N. V. Kulik

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088

V. F. Mironov

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center

Email: abogdanov@inbox.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088


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