Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents
Fourteen new thiazolyl hydrazone derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-fluorophenyl)thiazole and 2-[2-((5-(4-chloro-2-nitro...
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MDPI AG
2014-09-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/19/9/14809 |
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| author | Mehlika Dilek Altıntop Ahmet Özdemir Gülhan Turan-Zitouni Sinem Ilgın Özlem Atlı Fatih Demirci Zafer Asım Kaplancıklı |
| author_facet | Mehlika Dilek Altıntop Ahmet Özdemir Gülhan Turan-Zitouni Sinem Ilgın Özlem Atlı Fatih Demirci Zafer Asım Kaplancıklı |
| author_sort | Mehlika Dilek Altıntop |
| collection | DOAJ |
| description | Fourteen new thiazolyl hydrazone derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-fluorophenyl)thiazole and 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene) hydrazinyl]-4-(4-methoxyphenyl)thiazole were found to be the most effective antifungal compounds against Candida utilis, with a MIC value of 250 µg/mL, when compared with fluconazole (MIC = 2 µg/mL). Additionally, the synthesized compounds were evaluated for their in vitro cytotoxic effects on the MCF-7 and NIH/3T3 cell lines. As a result, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-chlorophenyl)thiazole was identified as the most promising anticancer compound against MCF-7 cancer cells due to its inhibitory effects (IC50 = 125 µg/mL) and relatively low toxicity towards the NIH/3T3 cell line (IC50 > 500 µg/mL). |
| first_indexed | 2024-12-13T02:00:29Z |
| format | Article |
| id | doaj.art-a684bc70ae664a36b710730f551696fb |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-13T02:00:29Z |
| publishDate | 2014-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-a684bc70ae664a36b710730f551696fb2022-12-22T00:03:17ZengMDPI AGMolecules1420-30492014-09-01199148091482010.3390/molecules190914809molecules190914809Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer AgentsMehlika Dilek Altıntop0Ahmet Özdemir1Gülhan Turan-Zitouni2Sinem Ilgın3Özlem Atlı4Fatih Demirci5Zafer Asım Kaplancıklı6Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, TurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, TurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, TurkeyDepartment of Pharmaceutical Toxicology, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, TurkeyDepartment of Pharmaceutical Toxicology, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, TurkeyGraduate School of Health Sciences, Anadolu University, 26470 Eskişehir, TurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, TurkeyFourteen new thiazolyl hydrazone derivatives were synthesized and evaluated for their anticandidal activity using a broth microdilution assay. Among the synthesized compounds, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-fluorophenyl)thiazole and 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene) hydrazinyl]-4-(4-methoxyphenyl)thiazole were found to be the most effective antifungal compounds against Candida utilis, with a MIC value of 250 µg/mL, when compared with fluconazole (MIC = 2 µg/mL). Additionally, the synthesized compounds were evaluated for their in vitro cytotoxic effects on the MCF-7 and NIH/3T3 cell lines. As a result, 2-[2-((5-(4-chloro-2-nitrophenyl)furan-2-yl)methylene)hydrazinyl]-4-(4-chlorophenyl)thiazole was identified as the most promising anticancer compound against MCF-7 cancer cells due to its inhibitory effects (IC50 = 125 µg/mL) and relatively low toxicity towards the NIH/3T3 cell line (IC50 > 500 µg/mL).http://www.mdpi.com/1420-3049/19/9/14809thiazolehydrazonefurananticancer activityanticandidal activity |
| spellingShingle | Mehlika Dilek Altıntop Ahmet Özdemir Gülhan Turan-Zitouni Sinem Ilgın Özlem Atlı Fatih Demirci Zafer Asım Kaplancıklı Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents Molecules thiazole hydrazone furan anticancer activity anticandidal activity |
| title | Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents |
| title_full | Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents |
| title_fullStr | Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents |
| title_full_unstemmed | Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents |
| title_short | Synthesis and in Vitro Evaluation of New Nitro-Substituted Thiazolyl Hydrazone Derivatives as Anticandidal and Anticancer Agents |
| title_sort | synthesis and in vitro evaluation of new nitro substituted thiazolyl hydrazone derivatives as anticandidal and anticancer agents |
| topic | thiazole hydrazone furan anticancer activity anticandidal activity |
| url | http://www.mdpi.com/1420-3049/19/9/14809 |
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