Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents
The synthesis of new N-(5-substituted-1,3,4-thiadiazol-2-yl)-2-[(5-(substituted amino)-1,3,4-thiadiazol-2-yl)thio]acetamide derivatives and investigation of their anticancer activities were the aims of this work. All the new compounds’ structures were elucidated by elemental analyses, IR, 1H NMR, 13...
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| Format: | Article |
| Language: | English |
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Sciendo
2020-12-01
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| Series: | Acta Pharmaceutica |
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| Online Access: | https://doi.org/10.2478/acph-2020-0034 |
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| author | Çevik Ulviye Acar Osmaniye Derya Levent Serkan Sağlik Begüm Nurpelin Çavuşoğlu Betül Kaya Karaduman Abdullah Burak Özkay Yusuf Kaplancikli Zafer Asim |
| author_facet | Çevik Ulviye Acar Osmaniye Derya Levent Serkan Sağlik Begüm Nurpelin Çavuşoğlu Betül Kaya Karaduman Abdullah Burak Özkay Yusuf Kaplancikli Zafer Asim |
| author_sort | Çevik Ulviye Acar |
| collection | DOAJ |
| description | The synthesis of new N-(5-substituted-1,3,4-thiadiazol-2-yl)-2-[(5-(substituted amino)-1,3,4-thiadiazol-2-yl)thio]acetamide derivatives and investigation of their anticancer activities were the aims of this work. All the new compounds’ structures were elucidated by elemental analyses, IR, 1H NMR, 13C NMR and MS spectral data. Anticancer activity studies of the compounds were evaluated against MCF-7 and A549 tumor cell lines. In addition, with the purpose of determining the selectivity of cytotoxic activities, the most active compound was screened against a noncancer NIH3T3 cell line (mouse embryonic fibroblast cells). Among the tested compounds, compound 4y (N-(5-ethyl-1,3,4-thiadiazol-2-yl)-2-((5-(p-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide), showed promising cytotoxic activity against MCF7 cancer cell with an IC50value of 0.084 ± 0.020 mmol L−1 and against A549 cancer cell with IC50 value of 0.034 ± 0.008 mmol L−1, compared with cisplatin. The aromatase inhibitory activity was evaluated for compound 4y on MCF-7 cell line showing promising activity with IC50 of 0.062 ± 0.004 mmol L−1. |
| format | Article |
| id | doaj-art-0297ca8d7ca049128a13d18cc4e1efe5 |
| institution | Kabale University |
| issn | 1846-9558 |
| language | English |
| publishDate | 2020-12-01 |
| publisher | Sciendo |
| record_format | Article |
| series | Acta Pharmaceutica |
| spelling | doaj-art-0297ca8d7ca049128a13d18cc4e1efe52025-02-02T17:01:55ZengSciendoActa Pharmaceutica1846-95582020-12-0170449951310.2478/acph-2020-0034acph-2020-0034Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agentsÇevik Ulviye Acar0Osmaniye Derya1Levent Serkan2Sağlik Begüm Nurpelin3Çavuşoğlu Betül Kaya4Karaduman Abdullah Burak5Özkay Yusuf6Kaplancikli Zafer Asim7Department of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Toxicology, Faculty of Pharmacy, Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy Anadolu University, 26470 EskişehirTurkeyThe synthesis of new N-(5-substituted-1,3,4-thiadiazol-2-yl)-2-[(5-(substituted amino)-1,3,4-thiadiazol-2-yl)thio]acetamide derivatives and investigation of their anticancer activities were the aims of this work. All the new compounds’ structures were elucidated by elemental analyses, IR, 1H NMR, 13C NMR and MS spectral data. Anticancer activity studies of the compounds were evaluated against MCF-7 and A549 tumor cell lines. In addition, with the purpose of determining the selectivity of cytotoxic activities, the most active compound was screened against a noncancer NIH3T3 cell line (mouse embryonic fibroblast cells). Among the tested compounds, compound 4y (N-(5-ethyl-1,3,4-thiadiazol-2-yl)-2-((5-(p-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide), showed promising cytotoxic activity against MCF7 cancer cell with an IC50value of 0.084 ± 0.020 mmol L−1 and against A549 cancer cell with IC50 value of 0.034 ± 0.008 mmol L−1, compared with cisplatin. The aromatase inhibitory activity was evaluated for compound 4y on MCF-7 cell line showing promising activity with IC50 of 0.062 ± 0.004 mmol L−1.https://doi.org/10.2478/acph-2020-0034134-thiadiazoleanticancer activityaromatase inhibitory activitymtt assay |
| spellingShingle | Çevik Ulviye Acar Osmaniye Derya Levent Serkan Sağlik Begüm Nurpelin Çavuşoğlu Betül Kaya Karaduman Abdullah Burak Özkay Yusuf Kaplancikli Zafer Asim Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents Acta Pharmaceutica 1 3 4-thiadiazole anticancer activity aromatase inhibitory activity mtt assay |
| title | Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents |
| title_full | Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents |
| title_fullStr | Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents |
| title_full_unstemmed | Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents |
| title_short | Synthesis and biological evaluation of novel 1,3,4-thiadiazole derivatives as possible anticancer agents |
| title_sort | synthesis and biological evaluation of novel 1 3 4 thiadiazole derivatives as possible anticancer agents |
| topic | 1 3 4-thiadiazole anticancer activity aromatase inhibitory activity mtt assay |
| url | https://doi.org/10.2478/acph-2020-0034 |
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