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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...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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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 |
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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 |
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