Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold
Half- and full-skeletal of curcumin analogues containing mono- and bis-triazole scaffold have been successfully synthesized from simple aromatic aldehydes. The route is including aldol condensation, propargylation, and then continued with azide-alkyne [3 + 2] cycloaddition to afford the triazoled cu...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2023-12-01
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| Series: | Case Studies in Chemical and Environmental Engineering |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666016423001305 |
| _version_ | 1797447982081114112 |
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| author | Bayu Ardiansah Muhammad Ridho Hardhani Decky Duem Syaban Ridho Putera Tuti Wukirsari Antonius Herry Cahyana JingWen Jia Md. Musawwer Khan |
| author_facet | Bayu Ardiansah Muhammad Ridho Hardhani Decky Duem Syaban Ridho Putera Tuti Wukirsari Antonius Herry Cahyana JingWen Jia Md. Musawwer Khan |
| author_sort | Bayu Ardiansah |
| collection | DOAJ |
| description | Half- and full-skeletal of curcumin analogues containing mono- and bis-triazole scaffold have been successfully synthesized from simple aromatic aldehydes. The route is including aldol condensation, propargylation, and then continued with azide-alkyne [3 + 2] cycloaddition to afford the triazoled curcumin analogues 3a-3e. The structures of the synthesized compounds have been established on the basis of FTIR, 1H and 13C NMR, and HRMS. The antioxidant activity of all final compounds has been screened. All compounds were found to be moderate against DPPH radical, and 3b was denoted as the most active product with inhibition of 32.04 ± 0.30% at 100 ppm. |
| first_indexed | 2024-03-09T14:03:47Z |
| format | Article |
| id | doaj.art-4e789f7b83e54cd2a64fb2f05a041e09 |
| institution | Directory Open Access Journal |
| issn | 2666-0164 |
| language | English |
| last_indexed | 2024-03-09T14:03:47Z |
| publishDate | 2023-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Case Studies in Chemical and Environmental Engineering |
| spelling | doaj.art-4e789f7b83e54cd2a64fb2f05a041e092023-11-30T05:08:39ZengElsevierCase Studies in Chemical and Environmental Engineering2666-01642023-12-018100425Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffoldBayu Ardiansah0Muhammad Ridho Hardhani1Decky Duem Syaban Ridho Putera2Tuti Wukirsari3Antonius Herry Cahyana4JingWen Jia5Md. Musawwer Khan6Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok, 16424, Indonesia; Corresponding author.Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok, 16424, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok, 16424, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok, 16424, IndonesiaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Indonesia, Depok, 16424, IndonesiaDepartment of Organocatalyst Chemistry, Graduate School of Pharmaceutical Science, Kyoto University, Kyoto, 606-8501, JapanDepartment of Chemistry, Aligarh Muslim University, Aligarh, 202002, IndiaHalf- and full-skeletal of curcumin analogues containing mono- and bis-triazole scaffold have been successfully synthesized from simple aromatic aldehydes. The route is including aldol condensation, propargylation, and then continued with azide-alkyne [3 + 2] cycloaddition to afford the triazoled curcumin analogues 3a-3e. The structures of the synthesized compounds have been established on the basis of FTIR, 1H and 13C NMR, and HRMS. The antioxidant activity of all final compounds has been screened. All compounds were found to be moderate against DPPH radical, and 3b was denoted as the most active product with inhibition of 32.04 ± 0.30% at 100 ppm.http://www.sciencedirect.com/science/article/pii/S2666016423001305Monocarbonyl analogues of curcuminAzide-alkyne cycloaddition1,2,3-TriazoleHybrid compoundsAntioxidant |
| spellingShingle | Bayu Ardiansah Muhammad Ridho Hardhani Decky Duem Syaban Ridho Putera Tuti Wukirsari Antonius Herry Cahyana JingWen Jia Md. Musawwer Khan Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold Case Studies in Chemical and Environmental Engineering Monocarbonyl analogues of curcumin Azide-alkyne cycloaddition 1,2,3-Triazole Hybrid compounds Antioxidant |
| title | Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold |
| title_full | Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold |
| title_fullStr | Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold |
| title_full_unstemmed | Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold |
| title_short | Design, synthesis, and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1,2,3-triazole scaffold |
| title_sort | design synthesis and antioxidant evaluation of monocarbonyl curcumin analogues tethered 1 2 3 triazole scaffold |
| topic | Monocarbonyl analogues of curcumin Azide-alkyne cycloaddition 1,2,3-Triazole Hybrid compounds Antioxidant |
| url | http://www.sciencedirect.com/science/article/pii/S2666016423001305 |
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