Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety
The aim of this study is to explain how new thiazole and selenophene moieties were obtained from 2-amino-4-(4-methylthiazol-2-yl)selenophene-3-carbonitrile (3) and to assess the antioxidant and cytotoxic properties of these new compounds. Compound 3 is prepared and subjected to react with each of CS...
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| Format: | Article |
| Language: | English |
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Elsevier
2024-01-01
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| Series: | Journal of Saudi Chemical Society |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610323002004 |
| _version_ | 1797351563348410368 |
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| author | Meshari A. Alsharif |
| author_facet | Meshari A. Alsharif |
| author_sort | Meshari A. Alsharif |
| collection | DOAJ |
| description | The aim of this study is to explain how new thiazole and selenophene moieties were obtained from 2-amino-4-(4-methylthiazol-2-yl)selenophene-3-carbonitrile (3) and to assess the antioxidant and cytotoxic properties of these new compounds. Compound 3 is prepared and subjected to react with each of CS2, malononitrile in EtOH/TEA, ECA, a mixture of HCl and AcOH, formamide, formic acid, malononitrile in the presence of EtONa to give their corresponding selenopyrimidine and selenopyridine derivatives 4–10. Moreover, compound 3 reacted with thiourea, hydrazine hydrate, CS2 in NaOH/DMF, and phenyl isothiocyanate to afford selenolo[2,3-d]pyrimidines 11–17 and related compounds. The recently synthesized compounds were tested for their DPPH radical scavenging and cytotoxic properties against the HePG-2 and MCF-7 cell lines. Compounds 5 and 11 demonstrated potential radical scavenging activity, but compounds 5 and 6 exhibited the strongest cytotoxic action against the examined cell lines. According to molecular docking data, the compounds under research are intriguing candidates for the development of new anticancer therapeutic targets. |
| first_indexed | 2024-03-08T13:02:16Z |
| format | Article |
| id | doaj.art-71fbeb4233e64dd5b9e0fa8ef38e9fa0 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-03-08T13:02:16Z |
| publishDate | 2024-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-71fbeb4233e64dd5b9e0fa8ef38e9fa02024-01-19T04:51:50ZengElsevierJournal of Saudi Chemical Society1319-61032024-01-01281101796Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moietyMeshari A. Alsharif0Department of Chemistry, Faculty of Science, Umm Al-Qura University, 21955 Makkah, Saudi ArabiaThe aim of this study is to explain how new thiazole and selenophene moieties were obtained from 2-amino-4-(4-methylthiazol-2-yl)selenophene-3-carbonitrile (3) and to assess the antioxidant and cytotoxic properties of these new compounds. Compound 3 is prepared and subjected to react with each of CS2, malononitrile in EtOH/TEA, ECA, a mixture of HCl and AcOH, formamide, formic acid, malononitrile in the presence of EtONa to give their corresponding selenopyrimidine and selenopyridine derivatives 4–10. Moreover, compound 3 reacted with thiourea, hydrazine hydrate, CS2 in NaOH/DMF, and phenyl isothiocyanate to afford selenolo[2,3-d]pyrimidines 11–17 and related compounds. The recently synthesized compounds were tested for their DPPH radical scavenging and cytotoxic properties against the HePG-2 and MCF-7 cell lines. Compounds 5 and 11 demonstrated potential radical scavenging activity, but compounds 5 and 6 exhibited the strongest cytotoxic action against the examined cell lines. According to molecular docking data, the compounds under research are intriguing candidates for the development of new anticancer therapeutic targets.http://www.sciencedirect.com/science/article/pii/S1319610323002004ThiazolePyrimidinePyridineAntioxidantCytotoxic activity |
| spellingShingle | Meshari A. Alsharif Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety Journal of Saudi Chemical Society Thiazole Pyrimidine Pyridine Antioxidant Cytotoxic activity |
| title | Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety |
| title_full | Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety |
| title_fullStr | Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety |
| title_full_unstemmed | Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety |
| title_short | Synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety |
| title_sort | synthesis and biological evaluation of selenopyrimidine derivatives bearing thiazolyl moiety |
| topic | Thiazole Pyrimidine Pyridine Antioxidant Cytotoxic activity |
| url | http://www.sciencedirect.com/science/article/pii/S1319610323002004 |
| work_keys_str_mv | AT meshariaalsharif synthesisandbiologicalevaluationofselenopyrimidinederivativesbearingthiazolylmoiety |