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Multicomponent Petasis‐borono Mannich Preparation of Alkylaminophenols and Antimicrobial Activity Studies
Author(s) -
Neto Íris,
Andrade Joana,
Fernandes A. S.,
Pinto Reis Catarina,
Salunke Jagadish K.,
Priimagi Arri,
Candeias Nuno R.,
Rijo Patrícia
Publication year - 2016
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.201600244
Subject(s) - chemistry , antibacterial activity , salicylaldehyde , antimicrobial , bacteria , phenol , yeast , organic chemistry , chromatography , combinatorial chemistry , biochemistry , stereochemistry , schiff base , biology , genetics
In this work we report the antibacterial activity of alkylaminophenols. A series of such compounds was prepared by a multicomponent Petasis‐borono Mannich reaction starting from salicylaldehyde and its derivatives. The obtained compounds were tested against a large panel of microorganisms, Gram‐positive and Gram‐negative bacteria, and a yeast. Among the several tertiary amine derivatives tested, indoline‐derived aminophenols containing a nitro group at the para ‐phenol position showed considerable activity against bacteria tested with minimal inhibitory concentrations as low as 1.36 μ m against Staphyloccocus aureus and Mycobacterium smegmatis . Cytotoxicity of the new para ‐nitrophenol derivatives was observed only at concentrations much higher than those required for antibacterial activity.