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Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues
BACKGROUND: The emergence of bacterial resistance is a major public health problem. It is essential to develop and synthesize new therapeutic agents with better activity. The mode of actions of certain newly developed antimicrobial agents, however, exhibited very limited effect in treating life thre...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Springer International Publishing
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6767998/ https://www.ncbi.nlm.nih.gov/pubmed/30569392 http://dx.doi.org/10.1186/s13065-018-0513-3 |
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author | Tahlan, Sumit Ramasamy, Kalavathy Lim, Siong Meng Shah, Syed Adnan Ali Mani, Vasudevan Narasimhan, Balasubramanian |
author_facet | Tahlan, Sumit Ramasamy, Kalavathy Lim, Siong Meng Shah, Syed Adnan Ali Mani, Vasudevan Narasimhan, Balasubramanian |
author_sort | Tahlan, Sumit |
collection | PubMed |
description | BACKGROUND: The emergence of bacterial resistance is a major public health problem. It is essential to develop and synthesize new therapeutic agents with better activity. The mode of actions of certain newly developed antimicrobial agents, however, exhibited very limited effect in treating life threatening systemic infections. Therefore, the advancement of multi-potent and efficient antimicrobial agents is crucial to overcome the increased multi-drug resistance of bacteria and fungi. Cancer, which remains as one of the primary causes of deaths and is commonly treated by chemotherapeutic agents, is also in need of novel and efficacious agents to treat resistant cases. As such, a sequence of novel substituted benzamides was designed, synthesized and evaluated for their antimicrobial and anticancer activities. METHODOLOGY: All synthesized compounds were characterized by IR, NMR, Mass and elemental analysis followed by in vitro antimicrobial studies against Gram-positive (Staphylococcus aureus), Gram-negative (Salmonella typhi and Klebsiella pneumoniae) bacterial and fungal (Candida albicans and Aspergillus niger) strains by the tube dilution method. The in vitro anticancer evaluation was carried out against the human colorectal carcinoma cell line (HCT116), using the Sulforhodamine B assay. RESULTS, DISCUSSION AND CONCLUSION: Compound W6 (MIC(sa, st, kp) = 5.19 µM) emerged as a significant antibacterial agent against all tested bacterial strains i.e. Gram-positive (S. aureus), Gram-negative (S. typhi, K. pneumoniae) while compound W1 (MIC(ca, an) = 5.08 µM) was most potent against fungal strains (A. niger and C. albicans) and comparable to fluconazole (MIC = 8.16 µM). The anticancer screening demonstrated that compound W17 (IC(50) = 4.12 µM) was most potent amongst the synthesized compounds and also more potent than the standard drug 5-FU (IC(50) = 7.69 µM). [Image: see text] |
format | Online Article Text |
id | pubmed-6767998 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | Springer International Publishing |
record_format | MEDLINE/PubMed |
spelling | pubmed-67679982019-10-03 Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues Tahlan, Sumit Ramasamy, Kalavathy Lim, Siong Meng Shah, Syed Adnan Ali Mani, Vasudevan Narasimhan, Balasubramanian Chem Cent J Research Article BACKGROUND: The emergence of bacterial resistance is a major public health problem. It is essential to develop and synthesize new therapeutic agents with better activity. The mode of actions of certain newly developed antimicrobial agents, however, exhibited very limited effect in treating life threatening systemic infections. Therefore, the advancement of multi-potent and efficient antimicrobial agents is crucial to overcome the increased multi-drug resistance of bacteria and fungi. Cancer, which remains as one of the primary causes of deaths and is commonly treated by chemotherapeutic agents, is also in need of novel and efficacious agents to treat resistant cases. As such, a sequence of novel substituted benzamides was designed, synthesized and evaluated for their antimicrobial and anticancer activities. METHODOLOGY: All synthesized compounds were characterized by IR, NMR, Mass and elemental analysis followed by in vitro antimicrobial studies against Gram-positive (Staphylococcus aureus), Gram-negative (Salmonella typhi and Klebsiella pneumoniae) bacterial and fungal (Candida albicans and Aspergillus niger) strains by the tube dilution method. The in vitro anticancer evaluation was carried out against the human colorectal carcinoma cell line (HCT116), using the Sulforhodamine B assay. RESULTS, DISCUSSION AND CONCLUSION: Compound W6 (MIC(sa, st, kp) = 5.19 µM) emerged as a significant antibacterial agent against all tested bacterial strains i.e. Gram-positive (S. aureus), Gram-negative (S. typhi, K. pneumoniae) while compound W1 (MIC(ca, an) = 5.08 µM) was most potent against fungal strains (A. niger and C. albicans) and comparable to fluconazole (MIC = 8.16 µM). The anticancer screening demonstrated that compound W17 (IC(50) = 4.12 µM) was most potent amongst the synthesized compounds and also more potent than the standard drug 5-FU (IC(50) = 7.69 µM). [Image: see text] Springer International Publishing 2018-12-19 /pmc/articles/PMC6767998/ /pubmed/30569392 http://dx.doi.org/10.1186/s13065-018-0513-3 Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated. |
spellingShingle | Research Article Tahlan, Sumit Ramasamy, Kalavathy Lim, Siong Meng Shah, Syed Adnan Ali Mani, Vasudevan Narasimhan, Balasubramanian Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues |
title | Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues |
title_full | Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues |
title_fullStr | Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues |
title_full_unstemmed | Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues |
title_short | Design, synthesis and therapeutic potential of 3-(2-(1H-benzo[d]imidazol-2-ylthio)acetamido)-N-(substituted phenyl)benzamide analogues |
title_sort | design, synthesis and therapeutic potential of 3-(2-(1h-benzo[d]imidazol-2-ylthio)acetamido)-n-(substituted phenyl)benzamide analogues |
topic | Research Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6767998/ https://www.ncbi.nlm.nih.gov/pubmed/30569392 http://dx.doi.org/10.1186/s13065-018-0513-3 |
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