Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds
A series of 2-arylamino-3-chloro-1,4-naphthoquinone derivatives (3a–h) by the reaction of 2,3-dichloro-1,4-naphthoquinone with aryl amines (2a–h) and benzo[b]phenazine-6,11-dione derivatives (4a–c) by the treatment of 2-arylamino-3-chloro-1,4-naphthoquinone derivatives (3a–h) with sodium azide were...
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| Format: | Article |
| Language: | English |
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Wiley
2015-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2015/645902 |
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| author | Amaç Fatih Tuyun Nilüfer Bayrak Hatice Yıldırım Nihal Onul Emel Mataraci Kara Berna Ozbek Celik |
| author_facet | Amaç Fatih Tuyun Nilüfer Bayrak Hatice Yıldırım Nihal Onul Emel Mataraci Kara Berna Ozbek Celik |
| author_sort | Amaç Fatih Tuyun |
| collection | DOAJ |
| description | A series of 2-arylamino-3-chloro-1,4-naphthoquinone derivatives (3a–h) by the reaction of 2,3-dichloro-1,4-naphthoquinone with aryl amines (2a–h) and benzo[b]phenazine-6,11-dione derivatives (4a–c) by the treatment of 2-arylamino-3-chloro-1,4-naphthoquinone derivatives (3a–h) with sodium azide were synthesized and tested for their in vitro antibacterial and antifungal activities. The results suggest that compounds 3d and 3g had potent antifungal activity against Candida albicans (MIC = 78.12 μg/mL). All synthesized compounds (3a–h, 4a–c) possessed activity against E. faecalis with MIC values of between 312.5 and 1250 μg/mL. Benzo[b]phenazine-6,11-dione derivatives (4a–c) were mostly active against Gram-positive bacteria. The structures of the new members of the series were established on the basis of their spectral properties (IR, 1H NMR, 13C NMR, and mass spectrometry). |
| format | Article |
| id | doaj-art-649a935b45f54177a43f0b4ae1ba3a1f |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2015-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-649a935b45f54177a43f0b4ae1ba3a1f2025-02-03T01:25:07ZengWileyJournal of Chemistry2090-90632090-90712015-01-01201510.1155/2015/645902645902Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal CompoundsAmaç Fatih Tuyun0Nilüfer Bayrak1Hatice Yıldırım2Nihal Onul3Emel Mataraci Kara4Berna Ozbek Celik5Chemical Engineering Department, Engineering and Architecture Faculty, Beykent University, Ayazağa, 34396 Istanbul, TurkeyChemistry Department, Engineering Faculty, Istanbul University, Avcılar, 34320 Istanbul, TurkeyChemistry Department, Engineering Faculty, Istanbul University, Avcılar, 34320 Istanbul, TurkeyChemistry Department, Engineering Faculty, Istanbul University, Avcılar, 34320 Istanbul, TurkeyPharmaceutical Microbiology Department, Pharmacy Faculty, Istanbul University, Beyazit, 34116 Istanbul, TurkeyPharmaceutical Microbiology Department, Pharmacy Faculty, Istanbul University, Beyazit, 34116 Istanbul, TurkeyA series of 2-arylamino-3-chloro-1,4-naphthoquinone derivatives (3a–h) by the reaction of 2,3-dichloro-1,4-naphthoquinone with aryl amines (2a–h) and benzo[b]phenazine-6,11-dione derivatives (4a–c) by the treatment of 2-arylamino-3-chloro-1,4-naphthoquinone derivatives (3a–h) with sodium azide were synthesized and tested for their in vitro antibacterial and antifungal activities. The results suggest that compounds 3d and 3g had potent antifungal activity against Candida albicans (MIC = 78.12 μg/mL). All synthesized compounds (3a–h, 4a–c) possessed activity against E. faecalis with MIC values of between 312.5 and 1250 μg/mL. Benzo[b]phenazine-6,11-dione derivatives (4a–c) were mostly active against Gram-positive bacteria. The structures of the new members of the series were established on the basis of their spectral properties (IR, 1H NMR, 13C NMR, and mass spectrometry).http://dx.doi.org/10.1155/2015/645902 |
| spellingShingle | Amaç Fatih Tuyun Nilüfer Bayrak Hatice Yıldırım Nihal Onul Emel Mataraci Kara Berna Ozbek Celik Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds Journal of Chemistry |
| title | Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds |
| title_full | Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds |
| title_fullStr | Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds |
| title_full_unstemmed | Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds |
| title_short | Synthesis and In Vitro Biological Evaluation of Aminonaphthoquinones and Benzo[b]phenazine-6,11-dione Derivatives as Potential Antibacterial and Antifungal Compounds |
| title_sort | synthesis and in vitro biological evaluation of aminonaphthoquinones and benzo b phenazine 6 11 dione derivatives as potential antibacterial and antifungal compounds |
| url | http://dx.doi.org/10.1155/2015/645902 |
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