Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene
A series of novel 1-(β-coumarinyl)-1-(β-indolyl)-1-(α-thiophenyl)trifluoroethane derivatives 5aaa-5hdb were prepared by one-pot reaction from 3-(trifluoroacetyl)coumarin with indole and α-substituted thiophene. Their structures were confirmed by 1H NMR, 13C NMR, 19F NMR, HRMS and X-ray single crysta...
| Main Authors: | , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2022-11-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610322001545 |
| _version_ | 1811293445233311744 |
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| author | Bingyi Zhou Xinxin Yuan Liangxin Fan Zhenliang Pan Xiaodan Chang Shengfei Jiang Lulu Wu Caixia Wang Guoyu Yang Xiaoming Ji Lijun Shi Cuilian Xu |
| author_facet | Bingyi Zhou Xinxin Yuan Liangxin Fan Zhenliang Pan Xiaodan Chang Shengfei Jiang Lulu Wu Caixia Wang Guoyu Yang Xiaoming Ji Lijun Shi Cuilian Xu |
| author_sort | Bingyi Zhou |
| collection | DOAJ |
| description | A series of novel 1-(β-coumarinyl)-1-(β-indolyl)-1-(α-thiophenyl)trifluoroethane derivatives 5aaa-5hdb were prepared by one-pot reaction from 3-(trifluoroacetyl)coumarin with indole and α-substituted thiophene. Their structures were confirmed by 1H NMR, 13C NMR, 19F NMR, HRMS and X-ray single crystal diffraction, and their antifungal activities against F. moniliforme, F. graminearum, F. oxysporum, R. solani and P. nicotianae were evaluated. The title compounds displayed significant to moderate in vitro antifungal activity when compared to the standard drug triadimefon. Among the synthesized compounds, compound 5bfa showed the highest inhibitor rate of 83.5 % at 0.500 mg/mL against R. solani, while compound 5ada displayed the highest inhibitor rate of 73.3 % at 0.500 mg/mL against F. graminearum. |
| first_indexed | 2024-04-13T05:01:30Z |
| format | Article |
| id | doaj.art-3276c41da71a4b75b938201334669ed4 |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-04-13T05:01:30Z |
| publishDate | 2022-11-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-3276c41da71a4b75b938201334669ed42022-12-22T03:01:18ZengElsevierJournal of Saudi Chemical Society1319-61032022-11-01266101572Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiopheneBingyi Zhou0Xinxin Yuan1Liangxin Fan2Zhenliang Pan3Xiaodan Chang4Shengfei Jiang5Lulu Wu6Caixia Wang7Guoyu Yang8Xiaoming Ji9Lijun Shi10Cuilian Xu11College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR China; College of Tobacco Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Sciences, Henan Agricultural University, Zhengzhou 450002, PR ChinaCollege of Tobacco Sciences, Henan Agricultural University, Zhengzhou 450002, PR China; Corresponding authors.College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR China; Corresponding authors.College of Sciences, Henan Agricultural University, Zhengzhou 450002, PR China; Corresponding authors.A series of novel 1-(β-coumarinyl)-1-(β-indolyl)-1-(α-thiophenyl)trifluoroethane derivatives 5aaa-5hdb were prepared by one-pot reaction from 3-(trifluoroacetyl)coumarin with indole and α-substituted thiophene. Their structures were confirmed by 1H NMR, 13C NMR, 19F NMR, HRMS and X-ray single crystal diffraction, and their antifungal activities against F. moniliforme, F. graminearum, F. oxysporum, R. solani and P. nicotianae were evaluated. The title compounds displayed significant to moderate in vitro antifungal activity when compared to the standard drug triadimefon. Among the synthesized compounds, compound 5bfa showed the highest inhibitor rate of 83.5 % at 0.500 mg/mL against R. solani, while compound 5ada displayed the highest inhibitor rate of 73.3 % at 0.500 mg/mL against F. graminearum.http://www.sciencedirect.com/science/article/pii/S1319610322001545CoumarinThiopheneTrifluoromethylAntifungal activityOne-pot reaction |
| spellingShingle | Bingyi Zhou Xinxin Yuan Liangxin Fan Zhenliang Pan Xiaodan Chang Shengfei Jiang Lulu Wu Caixia Wang Guoyu Yang Xiaoming Ji Lijun Shi Cuilian Xu Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene Journal of Saudi Chemical Society Coumarin Thiophene Trifluoromethyl Antifungal activity One-pot reaction |
| title | Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene |
| title_full | Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene |
| title_fullStr | Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene |
| title_full_unstemmed | Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene |
| title_short | Synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin, indole and thiophene |
| title_sort | synthesis and antifungal activities of novel trifluoroethane derivatives with coumarin indole and thiophene |
| topic | Coumarin Thiophene Trifluoromethyl Antifungal activity One-pot reaction |
| url | http://www.sciencedirect.com/science/article/pii/S1319610322001545 |
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