New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities
A new series of pyrazolo-benzimidazole hybrid Mannich bases were synthesized, characterized by <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, IR, UV-Vis, MS, and elemental analysis. In vitro cytotoxicity of the new compounds studied on fibroblast cells showed that the newly synthesiz...
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| Format: | Article |
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MDPI AG
2022-08-01
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| Series: | Antibiotics |
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| Online Access: | https://www.mdpi.com/2079-6382/11/8/1094 |
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| author | Christina Zalaru Florea Dumitrascu Constantin Draghici Isabela Tarcomnicu Maria Marinescu George Mihai Nitulescu Rodica Tatia Lucia Moldovan Marcela Popa Mariana Carmen Chifiriuc |
| author_facet | Christina Zalaru Florea Dumitrascu Constantin Draghici Isabela Tarcomnicu Maria Marinescu George Mihai Nitulescu Rodica Tatia Lucia Moldovan Marcela Popa Mariana Carmen Chifiriuc |
| author_sort | Christina Zalaru |
| collection | DOAJ |
| description | A new series of pyrazolo-benzimidazole hybrid Mannich bases were synthesized, characterized by <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, IR, UV-Vis, MS, and elemental analysis. In vitro cytotoxicity of the new compounds studied on fibroblast cells showed that the newly synthesized pyrazolo-benzimidazole hybrid derivatives were noncytotoxic until the concentration of 1 μM and two compounds presented a high degree of biocompatibility. The antibacterial and antibiofilm activity of the newly synthesized compounds was assayed on Gram-positive <i>Staphylococcus aureus</i> ATCC25923, <i>Enterococcus faecalis</i> ATCC29212, and Gram-negative <i>Pseudomonas aeruginosa</i> ATCC27853, <i>Escherichia coli</i> ATCC25922 strains. All synthesized compounds <b>5a–g</b> are more active against all three tested bacterial strains <i>Staphylococcus aureus</i> ATCC25923, <i>Enterococcus faecalis</i> ATCC29212, and <i>Escherichia coli</i> ATCC25922 than reference drugs (Metronidazole, Nitrofurantoin), with the exception of compounds <b>5d</b> and <b>5g</b>, which are less active compared to Nitrofurantoin, and all synthesized compounds <b>5a–g</b> are more active against <i>Pseudomonas aeruginosa</i> ATCC27853 compared to reference drugs (Metronidazole, Nitrofurantoin). Compound <b>5f</b> showed the best activity against <i>Staphylococcus aureus</i> ATCC 25923, with a MIC of 150 μg/mL and has also inhibited the biofilm formed by all the bacterial strains, having an MBIC of 310 µg/mL compared to the reference drugs (Metronidazole, Nitrofurantoin). |
| first_indexed | 2024-03-09T04:47:24Z |
| format | Article |
| id | doaj.art-e5a8fd3de16248debf4bec8c4e65b9bd |
| institution | Directory Open Access Journal |
| issn | 2079-6382 |
| language | English |
| last_indexed | 2024-03-09T04:47:24Z |
| publishDate | 2022-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Antibiotics |
| spelling | doaj.art-e5a8fd3de16248debf4bec8c4e65b9bd2023-12-03T13:14:51ZengMDPI AGAntibiotics2079-63822022-08-01118109410.3390/antibiotics11081094New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm ActivitiesChristina Zalaru0Florea Dumitrascu1Constantin Draghici2Isabela Tarcomnicu3Maria Marinescu4George Mihai Nitulescu5Rodica Tatia6Lucia Moldovan7Marcela Popa8Mariana Carmen Chifiriuc9Department of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Road, 030018 Bucharest, Romania“C.D. Nenitescu” Institute of Organic and Supramolecular Chemistry Romanian Academy, 202 B Spl. Independentei, 060023 Bucharest, Romania“C.D. Nenitescu” Institute of Organic and Supramolecular Chemistry Romanian Academy, 202 B Spl. Independentei, 060023 Bucharest, RomaniaNational Institute for Infectious Diseases “Prof. Dr. Matei Balș”, No. 1 Dr. Calistrat Grozovici Street, 021105 Bucharest, RomaniaDepartment of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90-92 Panduri Road, 030018 Bucharest, RomaniaFaculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, Traian Vuia 6, 020956 Bucharest, RomaniaDepartment of Cellular and Molecular Biology, National Institute of Research and Development for Biological Sciences, 296 Splaiul Independenţei, 060031 Bucharest, RomaniaDepartment of Cellular and Molecular Biology, National Institute of Research and Development for Biological Sciences, 296 Splaiul Independenţei, 060031 Bucharest, RomaniaDepartment of Microbiology, Faculty of Biology, University of Bucharest, 1-3 Aleea Portocalelor St., 60101 Bucharest, RomaniaDepartment of Microbiology, Faculty of Biology, University of Bucharest, 1-3 Aleea Portocalelor St., 60101 Bucharest, RomaniaA new series of pyrazolo-benzimidazole hybrid Mannich bases were synthesized, characterized by <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, IR, UV-Vis, MS, and elemental analysis. In vitro cytotoxicity of the new compounds studied on fibroblast cells showed that the newly synthesized pyrazolo-benzimidazole hybrid derivatives were noncytotoxic until the concentration of 1 μM and two compounds presented a high degree of biocompatibility. The antibacterial and antibiofilm activity of the newly synthesized compounds was assayed on Gram-positive <i>Staphylococcus aureus</i> ATCC25923, <i>Enterococcus faecalis</i> ATCC29212, and Gram-negative <i>Pseudomonas aeruginosa</i> ATCC27853, <i>Escherichia coli</i> ATCC25922 strains. All synthesized compounds <b>5a–g</b> are more active against all three tested bacterial strains <i>Staphylococcus aureus</i> ATCC25923, <i>Enterococcus faecalis</i> ATCC29212, and <i>Escherichia coli</i> ATCC25922 than reference drugs (Metronidazole, Nitrofurantoin), with the exception of compounds <b>5d</b> and <b>5g</b>, which are less active compared to Nitrofurantoin, and all synthesized compounds <b>5a–g</b> are more active against <i>Pseudomonas aeruginosa</i> ATCC27853 compared to reference drugs (Metronidazole, Nitrofurantoin). Compound <b>5f</b> showed the best activity against <i>Staphylococcus aureus</i> ATCC 25923, with a MIC of 150 μg/mL and has also inhibited the biofilm formed by all the bacterial strains, having an MBIC of 310 µg/mL compared to the reference drugs (Metronidazole, Nitrofurantoin).https://www.mdpi.com/2079-6382/11/8/1094pyrazolesbenzimidazoleshybrid heterocyclic moleculescytotoxicityantimicrobialbiofilm formation |
| spellingShingle | Christina Zalaru Florea Dumitrascu Constantin Draghici Isabela Tarcomnicu Maria Marinescu George Mihai Nitulescu Rodica Tatia Lucia Moldovan Marcela Popa Mariana Carmen Chifiriuc New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities Antibiotics pyrazoles benzimidazoles hybrid heterocyclic molecules cytotoxicity antimicrobial biofilm formation |
| title | New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities |
| title_full | New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities |
| title_fullStr | New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities |
| title_full_unstemmed | New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities |
| title_short | New Pyrazolo-Benzimidazole Mannich Bases with Antimicrobial and Antibiofilm Activities |
| title_sort | new pyrazolo benzimidazole mannich bases with antimicrobial and antibiofilm activities |
| topic | pyrazoles benzimidazoles hybrid heterocyclic molecules cytotoxicity antimicrobial biofilm formation |
| url | https://www.mdpi.com/2079-6382/11/8/1094 |
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