Cargando…

Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents

1,4‐Naphthoquinones are an important class of compounds present in a number of natural products. In this study, a new series of 1,4‐naphthoquinone derivatives were synthesized. All the synthesized compounds were tested for in vitro antimicrobial activity. In this present investigation, two Gram‐posi...

Descripción completa

Detalles Bibliográficos
Autores principales: Ravichandiran, Palanisamy, Masłyk, Maciej, Sheet, Sunirmal, Janeczko, Monika, Premnath, Dhanraj, Kim, Ae Rhan, Park, Byung‐Hyun, Han, Myung‐Kwan, Yoo, Dong Jin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6507621/
https://www.ncbi.nlm.nih.gov/pubmed/31098338
http://dx.doi.org/10.1002/open.201900077
_version_ 1783417049175818240
author Ravichandiran, Palanisamy
Masłyk, Maciej
Sheet, Sunirmal
Janeczko, Monika
Premnath, Dhanraj
Kim, Ae Rhan
Park, Byung‐Hyun
Han, Myung‐Kwan
Yoo, Dong Jin
author_facet Ravichandiran, Palanisamy
Masłyk, Maciej
Sheet, Sunirmal
Janeczko, Monika
Premnath, Dhanraj
Kim, Ae Rhan
Park, Byung‐Hyun
Han, Myung‐Kwan
Yoo, Dong Jin
author_sort Ravichandiran, Palanisamy
collection PubMed
description 1,4‐Naphthoquinones are an important class of compounds present in a number of natural products. In this study, a new series of 1,4‐naphthoquinone derivatives were synthesized. All the synthesized compounds were tested for in vitro antimicrobial activity. In this present investigation, two Gram‐positive and five Gram‐negative bacterial strains and one pathogenic yeast strain were used to determine the antibacterial activity. Naphthoquinones tested for its antibacterial potencies, among seven of them displayed better antimicrobial activity against Staphylococcus aureus (S. aureus; 30–70 μg/mL). Some of the tested compounds showed moderate to low antimicrobial activity against Pseudomonas aeruginosa (P. aeruginosa) and Salmonella bongori (S. bongori; 70–150 μg/mL). In addition, most active compounds against S. aureus were evaluated for toxicity to human blood cells using a hemolysis assay. For better understanding, reactive oxygen species (ROS) generation, time‐kill kinetic study, and apoptosis, necrosis responses were investigated for three representative compounds.
format Online
Article
Text
id pubmed-6507621
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-65076212019-05-16 Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents Ravichandiran, Palanisamy Masłyk, Maciej Sheet, Sunirmal Janeczko, Monika Premnath, Dhanraj Kim, Ae Rhan Park, Byung‐Hyun Han, Myung‐Kwan Yoo, Dong Jin ChemistryOpen Full Papers 1,4‐Naphthoquinones are an important class of compounds present in a number of natural products. In this study, a new series of 1,4‐naphthoquinone derivatives were synthesized. All the synthesized compounds were tested for in vitro antimicrobial activity. In this present investigation, two Gram‐positive and five Gram‐negative bacterial strains and one pathogenic yeast strain were used to determine the antibacterial activity. Naphthoquinones tested for its antibacterial potencies, among seven of them displayed better antimicrobial activity against Staphylococcus aureus (S. aureus; 30–70 μg/mL). Some of the tested compounds showed moderate to low antimicrobial activity against Pseudomonas aeruginosa (P. aeruginosa) and Salmonella bongori (S. bongori; 70–150 μg/mL). In addition, most active compounds against S. aureus were evaluated for toxicity to human blood cells using a hemolysis assay. For better understanding, reactive oxygen species (ROS) generation, time‐kill kinetic study, and apoptosis, necrosis responses were investigated for three representative compounds. John Wiley and Sons Inc. 2019-05-09 /pmc/articles/PMC6507621/ /pubmed/31098338 http://dx.doi.org/10.1002/open.201900077 Text en ©201x The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Full Papers
Ravichandiran, Palanisamy
Masłyk, Maciej
Sheet, Sunirmal
Janeczko, Monika
Premnath, Dhanraj
Kim, Ae Rhan
Park, Byung‐Hyun
Han, Myung‐Kwan
Yoo, Dong Jin
Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents
title Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents
title_full Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents
title_fullStr Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents
title_full_unstemmed Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents
title_short Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents
title_sort synthesis and antimicrobial evaluation of 1,4‐naphthoquinone derivatives as potential antibacterial agents
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6507621/
https://www.ncbi.nlm.nih.gov/pubmed/31098338
http://dx.doi.org/10.1002/open.201900077
work_keys_str_mv AT ravichandiranpalanisamy synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT masłykmaciej synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT sheetsunirmal synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT janeczkomonika synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT premnathdhanraj synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT kimaerhan synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT parkbyunghyun synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT hanmyungkwan synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents
AT yoodongjin synthesisandantimicrobialevaluationof14naphthoquinonederivativesaspotentialantibacterialagents