Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents
A new series of 1,3,5-triazine-containing 2-pyrazoline derivatives (8–11)a–g was synthesized by cyclocondensation reactions of [(4,6-bis((2-hydroxyethyl)amino)-1,3,5-triazin-2-yl)amine]chalcones 7a–g with hydrazine hydrate and derivatives. Chalcones 7a–g were...
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| Format: | Article |
| Language: | English |
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MDPI AG
2018-08-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/23/8/1956 |
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| author | Leydi M. Moreno Jairo Quiroga Rodrigo Abonia Jonathan Ramírez-Prada Braulio Insuasty |
| author_facet | Leydi M. Moreno Jairo Quiroga Rodrigo Abonia Jonathan Ramírez-Prada Braulio Insuasty |
| author_sort | Leydi M. Moreno |
| collection | DOAJ |
| description | A new series of 1,3,5-triazine-containing 2-pyrazoline derivatives (8–11)a–g was synthesized by cyclocondensation reactions of [(4,6-bis((2-hydroxyethyl)amino)-1,3,5-triazin-2-yl)amine]chalcones 7a–g with hydrazine hydrate and derivatives. Chalcones 7a–g were obtained by Claisen-Schmidt condensation between aromatic aldehydes and triazinic derivative 5, which was synthesized in high yield by a microwave-assisted reaction. Seventeen of the synthesized compounds were selected and tested by the US National Cancer Institute (NCI) for their anticancer activity against 58 different human tumor cell lines. Compounds 7g and 10d,e,g showed important GI50 values ranging from 0.569 to 16.6 µM and LC50 values ranging from 5.15 to >100 µM. |
| first_indexed | 2024-12-21T13:23:19Z |
| format | Article |
| id | doaj.art-25b6fd5fa2e54a729af53fa4cd996482 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-21T13:23:19Z |
| publishDate | 2018-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-25b6fd5fa2e54a729af53fa4cd9964822022-12-21T19:02:31ZengMDPI AGMolecules1420-30492018-08-01238195610.3390/molecules23081956molecules23081956Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer AgentsLeydi M. Moreno0Jairo Quiroga1Rodrigo Abonia2Jonathan Ramírez-Prada3Braulio Insuasty4Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, ColombiaHeterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, ColombiaHeterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, ColombiaHeterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, ColombiaHeterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, ColombiaA new series of 1,3,5-triazine-containing 2-pyrazoline derivatives (8–11)a–g was synthesized by cyclocondensation reactions of [(4,6-bis((2-hydroxyethyl)amino)-1,3,5-triazin-2-yl)amine]chalcones 7a–g with hydrazine hydrate and derivatives. Chalcones 7a–g were obtained by Claisen-Schmidt condensation between aromatic aldehydes and triazinic derivative 5, which was synthesized in high yield by a microwave-assisted reaction. Seventeen of the synthesized compounds were selected and tested by the US National Cancer Institute (NCI) for their anticancer activity against 58 different human tumor cell lines. Compounds 7g and 10d,e,g showed important GI50 values ranging from 0.569 to 16.6 µM and LC50 values ranging from 5.15 to >100 µM.http://www.mdpi.com/1420-3049/23/8/19561,3,5-triazineschalcones2-pyrazolonesClaisen–Schmidt reactioncyclocondensation reactionsmicrowave irradiationanticancer activity |
| spellingShingle | Leydi M. Moreno Jairo Quiroga Rodrigo Abonia Jonathan Ramírez-Prada Braulio Insuasty Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents Molecules 1,3,5-triazines chalcones 2-pyrazolones Claisen–Schmidt reaction cyclocondensation reactions microwave irradiation anticancer activity |
| title | Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents |
| title_full | Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents |
| title_fullStr | Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents |
| title_full_unstemmed | Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents |
| title_short | Synthesis of New 1,3,5-Triazine-Based 2-Pyrazolines as Potential Anticancer Agents |
| title_sort | synthesis of new 1 3 5 triazine based 2 pyrazolines as potential anticancer agents |
| topic | 1,3,5-triazines chalcones 2-pyrazolones Claisen–Schmidt reaction cyclocondensation reactions microwave irradiation anticancer activity |
| url | http://www.mdpi.com/1420-3049/23/8/1956 |
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