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Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus
A natural phenolic compound, 3-p-trans-coumaroyl-2-hydroxyquinic acid (CHQA) from needles of Cedrus deodara, has been reported to exhibit strong antibacterial activity. In this study, the molecular structural requirements of CHQA for the antibacterial activity and its effect on the cellular function...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9077780/ https://www.ncbi.nlm.nih.gov/pubmed/35539522 http://dx.doi.org/10.1039/c7ra13457f |
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author | Wu, Yanping Bai, Jinrong Liu, Xiaoyan Liu, Lijin Zhong, Kai Huang, Yina Gao, Hong |
author_facet | Wu, Yanping Bai, Jinrong Liu, Xiaoyan Liu, Lijin Zhong, Kai Huang, Yina Gao, Hong |
author_sort | Wu, Yanping |
collection | PubMed |
description | A natural phenolic compound, 3-p-trans-coumaroyl-2-hydroxyquinic acid (CHQA) from needles of Cedrus deodara, has been reported to exhibit strong antibacterial activity. In this study, the molecular structural requirements of CHQA for the antibacterial activity and its effect on the cellular functions of Staphylococcus aureus were investigated. The structure–activity relationship analysis revealed that the p-coumaric acid moiety of CHQA was critical for the antibacterial activity, while the esterification between p-coumaric acid and 2-hydroxyquinic acid was unfavorable. Studies of the cellular metabolism demonstrated that CHQA induced a significant decrease in the intracellular ATP concentration but no proportional increase in the extracellular ATP. It was also found that CHQA slightly increased the respiratory activity and succinate dehydrogenase activity of S. aureus. Meanwhile, CHQA decreased the DNA synthesis of S. aureus and directly interacted with DNA through the groove binding mode. |
format | Online Article Text |
id | pubmed-9077780 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90777802022-05-09 Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus Wu, Yanping Bai, Jinrong Liu, Xiaoyan Liu, Lijin Zhong, Kai Huang, Yina Gao, Hong RSC Adv Chemistry A natural phenolic compound, 3-p-trans-coumaroyl-2-hydroxyquinic acid (CHQA) from needles of Cedrus deodara, has been reported to exhibit strong antibacterial activity. In this study, the molecular structural requirements of CHQA for the antibacterial activity and its effect on the cellular functions of Staphylococcus aureus were investigated. The structure–activity relationship analysis revealed that the p-coumaric acid moiety of CHQA was critical for the antibacterial activity, while the esterification between p-coumaric acid and 2-hydroxyquinic acid was unfavorable. Studies of the cellular metabolism demonstrated that CHQA induced a significant decrease in the intracellular ATP concentration but no proportional increase in the extracellular ATP. It was also found that CHQA slightly increased the respiratory activity and succinate dehydrogenase activity of S. aureus. Meanwhile, CHQA decreased the DNA synthesis of S. aureus and directly interacted with DNA through the groove binding mode. The Royal Society of Chemistry 2018-01-29 /pmc/articles/PMC9077780/ /pubmed/35539522 http://dx.doi.org/10.1039/c7ra13457f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Wu, Yanping Bai, Jinrong Liu, Xiaoyan Liu, Lijin Zhong, Kai Huang, Yina Gao, Hong Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus |
title | Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus |
title_full | Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus |
title_fullStr | Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus |
title_full_unstemmed | Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus |
title_short | Antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of Cedrus deodara, on cellular functions of Staphylococcus aureus |
title_sort | antibacterial effect of 3-p-trans-coumaroyl-2-hydroxyquinic acid, a phenolic compound from needles of cedrus deodara, on cellular functions of staphylococcus aureus |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9077780/ https://www.ncbi.nlm.nih.gov/pubmed/35539522 http://dx.doi.org/10.1039/c7ra13457f |
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