Synthesis and Antimicrobial Study of Novel 1-Benzylated Water-Soluble Isatin-3-hydrazones

Andrei V Bogdanov; Ilyuza F Zaripova; Alexandra D Voloshina; Anastasia S Sapunova; Natalia V Kulik; Julia K Voronina; Vladimir F Mironov

doi:10.1002/cbdv.201800088

Synthesis and Antimicrobial Study of Novel 1-Benzylated Water-Soluble Isatin-3-hydrazones

Chem Biodivers. 2018 Jun;15(6):e1800088. doi: 10.1002/cbdv.201800088. Epub 2018 May 27.

Authors

Andrei V Bogdanov¹, Ilyuza F Zaripova¹, Alexandra D Voloshina¹, Anastasia S Sapunova¹, Natalia V Kulik¹, Julia K Voronina¹, Vladimir F Mironov¹

Affiliation

¹ A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Arbuzov str. 8, Kazan, 420088, Russia.

PMID: 29687663
DOI: 10.1002/cbdv.201800088

Abstract

A high-yield synthesis of some novel isatin-3-acylhydrazones on the base of 5-ethylisatin derivatives and Girard's reagent T is described. Antimicrobial activity preliminary SAR study of both 1-benzylated isatins and water-soluble hydrazones was established. The most active against Staphylococcus aureus and Bacillus cereus are ammonium salts bearing 3,4-dichloro- or 4-CF₃ substituents in benzyl fragment.

Keywords: antimicrobial activity; crystal structure; hydrazides; hydrazones; isatin.

MeSH terms

Anti-Bacterial Agents / chemical synthesis
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Bacillus cereus / drug effects*
Dose-Response Relationship, Drug
Hydrazones / chemical synthesis
Hydrazones / chemistry
Hydrazones / pharmacology*
Isatin / chemical synthesis
Isatin / chemistry
Isatin / pharmacology*
Microbial Sensitivity Tests
Molecular Structure
Solubility
Staphylococcus aureus / drug effects*
Structure-Activity Relationship
Water / chemistry*

Substances

Anti-Bacterial Agents
Hydrazones
Water
Isatin