Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline
Abstract Background 8-Hydroxyquinoline derivatives are known for their extensive applications in the field of analytical chemistry and separation techniques; their complexes with transition metals also exhibit antibacterial and antifungal activity. Results In the present study, we synthesized a new...
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| Format: | Article |
| Language: | English |
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SpringerOpen
2019-09-01
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| Series: | Beni-Suef University Journal of Basic and Applied Sciences |
| Subjects: | |
| Online Access: | http://link.springer.com/article/10.1186/s43088-019-0009-9 |
| _version_ | 1818208270967373824 |
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| author | Mohamed Rbaa Abdelhadi Hichar Omar Bazdi Younes Lakhrissi Khadija Ounine Brahim Lakhrissi |
| author_facet | Mohamed Rbaa Abdelhadi Hichar Omar Bazdi Younes Lakhrissi Khadija Ounine Brahim Lakhrissi |
| author_sort | Mohamed Rbaa |
| collection | DOAJ |
| description | Abstract Background 8-Hydroxyquinoline derivatives are known for their extensive applications in the field of analytical chemistry and separation techniques; their complexes with transition metals also exhibit antibacterial and antifungal activity. Results In the present study, we synthesized a new series of pyranoquinoline derivatives and evaluated their antibacterial activities. The structures of the synthesized compounds were characterized by Fourier transform infrared (FT-IR), hydrogen-1 nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, and elemental analysis. All the prepared compounds were evaluated in vitro as antimicrobial agents against Gram-positive and Gram-negative bacterial strains (Escherichia coli (ATCC35218), Staphylococcus aureus (ATCC29213), Vibrio parahaemolyticus (ATCC17802), and Pseudomonas aeruginosa (ATCC27853)). The screening test was determined by using the standard protocol of disc diffusion method (DDM). Conclusion We have synthesized new pyranic compounds bearing an 8-hydroxyquinoline moiety on their structure. The preliminary screening results showed that all the tested compounds have a remarkable inhibitory effect on the growth of the majority of the tested bacterial strains compared to the standard antibiotic (penicillin G), and the chlorinated compound (Q1) is more active against Gram-positive bacteria than Gram-negative bacteria such as the Staphylococcus aureus strain which is the most sensitive. Gram-positive bacteria are responsible for a wide range of infectious diseases, and rising resistance in this group is causing increasing concern. Thus, this study develops novel heterocyclic compound derivatives of 8-hydroxyquinoline that have demonstrated good antibacterial activity against Gram-positive bacteria. Graphical abstract |
| first_indexed | 2024-12-12T04:42:09Z |
| format | Article |
| id | doaj.art-32aa2707b3a44f16ad14afabf1e39016 |
| institution | Directory Open Access Journal |
| issn | 2314-8543 |
| language | English |
| last_indexed | 2024-12-12T04:42:09Z |
| publishDate | 2019-09-01 |
| publisher | SpringerOpen |
| record_format | Article |
| series | Beni-Suef University Journal of Basic and Applied Sciences |
| spelling | doaj.art-32aa2707b3a44f16ad14afabf1e390162022-12-22T00:37:45ZengSpringerOpenBeni-Suef University Journal of Basic and Applied Sciences2314-85432019-09-01811710.1186/s43088-019-0009-9Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinolineMohamed Rbaa0Abdelhadi Hichar1Omar Bazdi2Younes Lakhrissi3Khadija Ounine4Brahim Lakhrissi5Laboratory of Agro-resources, Polymers and Process Engineering, Department of Chemistry, Faculty of Sciences, Ibn Tofaïl UniversityLaboratory of Nutrition, Health and Environment, Department of Biology, Faculty of Sciences, Ibn Tofaïl UniversityLaboratory of Nutrition, Health and Environment, Department of Biology, Faculty of Sciences, Ibn Tofaïl UniversityLaboratory of Agro-resources, Polymers and Process Engineering, Department of Chemistry, Faculty of Sciences, Ibn Tofaïl UniversityLaboratory of Nutrition, Health and Environment, Department of Biology, Faculty of Sciences, Ibn Tofaïl UniversityLaboratory of Agro-resources, Polymers and Process Engineering, Department of Chemistry, Faculty of Sciences, Ibn Tofaïl UniversityAbstract Background 8-Hydroxyquinoline derivatives are known for their extensive applications in the field of analytical chemistry and separation techniques; their complexes with transition metals also exhibit antibacterial and antifungal activity. Results In the present study, we synthesized a new series of pyranoquinoline derivatives and evaluated their antibacterial activities. The structures of the synthesized compounds were characterized by Fourier transform infrared (FT-IR), hydrogen-1 nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, and elemental analysis. All the prepared compounds were evaluated in vitro as antimicrobial agents against Gram-positive and Gram-negative bacterial strains (Escherichia coli (ATCC35218), Staphylococcus aureus (ATCC29213), Vibrio parahaemolyticus (ATCC17802), and Pseudomonas aeruginosa (ATCC27853)). The screening test was determined by using the standard protocol of disc diffusion method (DDM). Conclusion We have synthesized new pyranic compounds bearing an 8-hydroxyquinoline moiety on their structure. The preliminary screening results showed that all the tested compounds have a remarkable inhibitory effect on the growth of the majority of the tested bacterial strains compared to the standard antibiotic (penicillin G), and the chlorinated compound (Q1) is more active against Gram-positive bacteria than Gram-negative bacteria such as the Staphylococcus aureus strain which is the most sensitive. Gram-positive bacteria are responsible for a wide range of infectious diseases, and rising resistance in this group is causing increasing concern. Thus, this study develops novel heterocyclic compound derivatives of 8-hydroxyquinoline that have demonstrated good antibacterial activity against Gram-positive bacteria. Graphical abstracthttp://link.springer.com/article/10.1186/s43088-019-0009-9QuinolineSynthesisCharacterizationAntibacterial activityIn vitroBacterial strains |
| spellingShingle | Mohamed Rbaa Abdelhadi Hichar Omar Bazdi Younes Lakhrissi Khadija Ounine Brahim Lakhrissi Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline Beni-Suef University Journal of Basic and Applied Sciences Quinoline Synthesis Characterization Antibacterial activity In vitro Bacterial strains |
| title | Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline |
| title_full | Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline |
| title_fullStr | Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline |
| title_full_unstemmed | Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline |
| title_short | Synthesis, characterization, and in vitro antimicrobial investigation of novel pyran derivatives based on 8-hydroxyquinoline |
| title_sort | synthesis characterization and in vitro antimicrobial investigation of novel pyran derivatives based on 8 hydroxyquinoline |
| topic | Quinoline Synthesis Characterization Antibacterial activity In vitro Bacterial strains |
| url | http://link.springer.com/article/10.1186/s43088-019-0009-9 |
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