Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde
In this work, series of new chalcones derived from indole compounds were synthesized. In the first the compound 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde was synthesized from the reaction of 1,1,2-trimethyl-1H-benzo[e]indole with Phosphoryl chloride in in the presence of (...
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| Format: | Article |
| Language: | English |
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Turkish Chemical Society
2022-11-01
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| Series: | Journal of the Turkish Chemical Society, Section A: Chemistry |
| Subjects: |
| _version_ | 1797921242237370368 |
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| author | Dhuha MOHAMMAD Wassan BAQİR ALİ |
| author_facet | Dhuha MOHAMMAD Wassan BAQİR ALİ |
| author_sort | Dhuha MOHAMMAD |
| collection | DOAJ |
| description | In this work, series of new chalcones derived from indole compounds were synthesized. In the first the compound 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde was synthesized from the reaction of 1,1,2-trimethyl-1H-benzo[e]indole with Phosphoryl chloride in in the presence of (DMF). Schiff base (C2) was prepared by reaction of 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene) malonaldehyde with 3-amino acetophenone and then the compounds (C3-C6) were synthesized by reacting compound (C2) with a different aryl aldehyde in the presence of potassium hydroxide. The chemical composition of the compounds was confirmed and characterized by spectroscopic techniques (FT-IR, 1H-NMR and13C-NMR). Target compounds with different concentrations were investigated for their cytotoxic activity against the human breast cancer cell line MCF7. The results showed that the compounds had promising cytotoxic activity against MCF7 cell line especially compound (2) which showed the highest inhibition at the rate of 100 µg/mL among the tested compounds at varied concentrations. |
| first_indexed | 2024-04-10T14:14:24Z |
| format | Article |
| id | doaj.art-933d8bdebdd944699faaac242fe24c65 |
| institution | Directory Open Access Journal |
| issn | 2149-0120 |
| language | English |
| last_indexed | 2024-04-10T14:14:24Z |
| publishDate | 2022-11-01 |
| publisher | Turkish Chemical Society |
| record_format | Article |
| series | Journal of the Turkish Chemical Society, Section A: Chemistry |
| spelling | doaj.art-933d8bdebdd944699faaac242fe24c652023-02-15T16:09:37ZengTurkish Chemical SocietyJournal of the Turkish Chemical Society, Section A: Chemistry2149-01202022-11-019412411248https://doi.org/10.18596/jotcsa.1138861 Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde Dhuha MOHAMMAD0https://orcid.org/0000-0002-4075-6465Wassan BAQİR ALİ1https://orcid.org/0000-0001-6155-5534 Department of Chemistry, College of Medicine, University of Diyala Department of Chemistry, College of Sciences, University of Diyala, Iraq In this work, series of new chalcones derived from indole compounds were synthesized. In the first the compound 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde was synthesized from the reaction of 1,1,2-trimethyl-1H-benzo[e]indole with Phosphoryl chloride in in the presence of (DMF). Schiff base (C2) was prepared by reaction of 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene) malonaldehyde with 3-amino acetophenone and then the compounds (C3-C6) were synthesized by reacting compound (C2) with a different aryl aldehyde in the presence of potassium hydroxide. The chemical composition of the compounds was confirmed and characterized by spectroscopic techniques (FT-IR, 1H-NMR and13C-NMR). Target compounds with different concentrations were investigated for their cytotoxic activity against the human breast cancer cell line MCF7. The results showed that the compounds had promising cytotoxic activity against MCF7 cell line especially compound (2) which showed the highest inhibition at the rate of 100 µg/mL among the tested compounds at varied concentrations.indole derivativeschalconesschiff basecytotoxicity activity |
| spellingShingle | Dhuha MOHAMMAD Wassan BAQİR ALİ Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde Journal of the Turkish Chemical Society, Section A: Chemistry indole derivatives chalcones schiff base cytotoxicity activity |
| title | Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde |
| title_full | Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde |
| title_fullStr | Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde |
| title_full_unstemmed | Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde |
| title_short | Synthesis, Characterization and Cytotoxicity Activity Study of Some Chalcones Derived from 2-(1,1-dimethyl-1,3-dihydro-2H-benzo[e]indol-2-ylidene)malonaldehyde |
| title_sort | synthesis characterization and cytotoxicity activity study of some chalcones derived from 2 1 1 dimethyl 1 3 dihydro 2h benzo e indol 2 ylidene malonaldehyde |
| topic | indole derivatives chalcones schiff base cytotoxicity activity |
| work_keys_str_mv | AT dhuhamohammad synthesischaracterizationandcytotoxicityactivitystudyofsomechalconesderivedfrom211dimethyl13dihydro2hbenzoeindol2ylidenemalonaldehyde AT wassanbaqirali synthesischaracterizationandcytotoxicityactivitystudyofsomechalconesderivedfrom211dimethyl13dihydro2hbenzoeindol2ylidenemalonaldehyde |