Literature DB >> 23474905

Synthesis using microwave irradiation and antibacterial evaluation of new N,O-acetals and N,S-acetals derived from 2-amino-1,4-naphthoquinones.

Alessandro K Jordão1, Juliana Novais, Bruno Leal, Ana C Escobar, Helvécio M dos Santos, Helena C Castro, Vitor F Ferreira.   

Abstract

This paper describes a novel series of N,O-acetals and N,S-acetals (7a-o) derived from 2-amino-1,4-naphthoquinones that were synthesized and evaluated as potential antimicrobial agents. These compounds were obtained in good yields using microwave irradiation, and several of them showed promising antibacterial profiles. Three of our biologically active 2-amino-1,4-naphthoquinone N,O-acetals and N,S-acetals tested against hospital bacterial strains were identified as potential lead compounds. Characterization of all compounds was performed using one-dimensional NMR techniques ((1)H, (13)C-APT), IR spectra, elemental analyses and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS).
Copyright © 2013. Published by Elsevier Masson SAS.

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Year:  2013        PMID: 23474905     DOI: 10.1016/j.ejmech.2013.01.010

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  7 in total

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Journal:  Tetrahedron Lett       Date:  2014-02-05       Impact factor: 2.415

2.  Highly Active Small Aminated Quinolinequinones against Drug-Resistant Staphylococcus aureus and Candida albicans.

Authors:  Hatice Yıldırım; Nilüfer Bayrak; Mahmut Yıldız; Fatıma Nur Yılmaz; Emel Mataracı-Kara; Deepak Shilkar; Venkatesan Jayaprakash; Amaç Fatih TuYuN
Journal:  Molecules       Date:  2022-05-03       Impact factor: 4.927

3.  A new and efficient procedure for the synthesis of hexahydropyrimidine-fused 1,4-naphthoquinones.

Authors:  Marcelo Isidoro P Reis; Vinícius R Campos; Jackson A L C Resende; Fernando C Silva; Vitor F Ferreira
Journal:  Beilstein J Org Chem       Date:  2015-07-22       Impact factor: 2.883

4.  Synthesis and antimicrobial activity of N-substituted-β-amino acid derivatives containing 2-hydroxyphenyl, benzo[b]phenoxazine and quinoxaline moieties.

Authors:  Kristina Mickevičienė; Rūta Baranauskaitė; Kristina Kantminienė; Maryna Stasevych; Olena Komarovska-Porokhnyavets; Volodymyr Novikov
Journal:  Molecules       Date:  2015-02-13       Impact factor: 4.411

5.  Antibiofilm effects of N,O-acetals derived from 2-amino-1,4-naphthoquinone are associated with downregulation of important global virulence regulators in methicillin-resistant Staphylococcus aureus.

Authors:  Juliana Silva Novais; Mariana Fernandes Carvalho; Mariana Severo Ramundo; Cristiana Ossaille Beltrame; Reinaldo Barros Geraldo; Alessandro Kappel Jordão; Vítor Francisco Ferreira; Helena Carla Castro; Agnes Marie Sá Figueiredo
Journal:  Sci Rep       Date:  2020-11-12       Impact factor: 4.379

6.  t-BuOK mediated oxidative coupling amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines.

Authors:  Yu Dong; Ting Mei; Qi-Qi Luo; Qiang Feng; Bo Chang; Fan Yang; Hong-Wei Zhou; Zhi-Chuan Shi; Ji-Yu Wang; Bing He
Journal:  RSC Adv       Date:  2021-02-08       Impact factor: 3.361

7.  Potential antibacterial and antifungal activities of novel sulfamidophosphonate derivatives bearing the quinoline or quinolone moiety.

Authors:  Ismahene Bazine; Samira Bendjedid; Abbes Boukhari
Journal:  Arch Pharm (Weinheim)       Date:  2020-12-07       Impact factor: 4.613

  7 in total

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