Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties

3-[(2-Hydroxyphenyl)amino]butanoic and 3-[(2-hydroxy-5-methyl(chloro)phenyl)amino]butanoic acids were converted to a series of derivatives containing hydrazide, pyrrole and chloroquinoxaline moieties. The corresponding benzo[b]phenoxazine derivatives were synthesized by the reaction of the obtained...

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Main Authors: Kristina Mickevičienė, Rūta Baranauskaitė, Kristina Kantminienė, Maryna Stasevych, Olena Komarovska-Porokhnyavets, Volodymyr Novikov
Format: Article
Language:English
Published: MDPI AG 2015-02-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/2/3170
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spelling doaj-b561d1898aeb4e69b148cda8464f4d252020-11-25T00:28:30ZengMDPI AGMolecules1420-30492015-02-012023170318910.3390/molecules20023170molecules20023170Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline MoietiesKristina Mickevičienė0Rūta Baranauskaitė1Kristina Kantminienė2Maryna Stasevych3Olena Komarovska-Porokhnyavets4Volodymyr Novikov5Department of Physical and Inorganic Chemistry, Kaunas University of Technology, Kaunas 50254, LithuaniaDepartment of Organic Chemistry, Kaunas University of Technology, Kaunas 50254, LithuaniaDepartment of Physical and Inorganic Chemistry, Kaunas University of Technology, Kaunas 50254, LithuaniaDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Politechnic National University, Lviv-13 79013, UkraineDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Politechnic National University, Lviv-13 79013, UkraineDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Politechnic National University, Lviv-13 79013, Ukraine3-[(2-Hydroxyphenyl)amino]butanoic and 3-[(2-hydroxy-5-methyl(chloro)phenyl)amino]butanoic acids were converted to a series of derivatives containing hydrazide, pyrrole and chloroquinoxaline moieties. The corresponding benzo[b]phenoxazine derivatives were synthesized by the reaction of the obtained compounds with 2,3-dichloro-1,4-naphthoquinone. Five of the synthesized compounds exhibited good antimicrobial activity against Staphylococcus aureus and Mycobacterium luteum, whereas three compounds showed significant antifungal activity against Candida tenuis and Aspergillus niger.http://www.mdpi.com/1420-3049/20/2/3170heterocycles1,4-naphthoquinone derivativeshydrazonesantibacterial activityfungicides
collection DOAJ
language English
format Article
sources DOAJ
author Kristina Mickevičienė
Rūta Baranauskaitė
Kristina Kantminienė
Maryna Stasevych
Olena Komarovska-Porokhnyavets
Volodymyr Novikov
spellingShingle Kristina Mickevičienė
Rūta Baranauskaitė
Kristina Kantminienė
Maryna Stasevych
Olena Komarovska-Porokhnyavets
Volodymyr Novikov
Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties
Molecules
heterocycles
1,4-naphthoquinone derivatives
hydrazones
antibacterial activity
fungicides
author_facet Kristina Mickevičienė
Rūta Baranauskaitė
Kristina Kantminienė
Maryna Stasevych
Olena Komarovska-Porokhnyavets
Volodymyr Novikov
author_sort Kristina Mickevičienė
title Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties
title_short Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties
title_full Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties
title_fullStr Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties
title_full_unstemmed Synthesis and Antimicrobial Activity of N-Substituted-β-amino Acid Derivatives Containing 2-Hydroxyphenyl, Benzo[b]phenoxazine and Quinoxaline Moieties
title_sort synthesis and antimicrobial activity of n-substituted-β-amino acid derivatives containing 2-hydroxyphenyl, benzo[b]phenoxazine and quinoxaline moieties
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2015-02-01
description 3-[(2-Hydroxyphenyl)amino]butanoic and 3-[(2-hydroxy-5-methyl(chloro)phenyl)amino]butanoic acids were converted to a series of derivatives containing hydrazide, pyrrole and chloroquinoxaline moieties. The corresponding benzo[b]phenoxazine derivatives were synthesized by the reaction of the obtained compounds with 2,3-dichloro-1,4-naphthoquinone. Five of the synthesized compounds exhibited good antimicrobial activity against Staphylococcus aureus and Mycobacterium luteum, whereas three compounds showed significant antifungal activity against Candida tenuis and Aspergillus niger.
topic heterocycles
1,4-naphthoquinone derivatives
hydrazones
antibacterial activity
fungicides
url http://www.mdpi.com/1420-3049/20/2/3170
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