Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation
Dimethoxy derivatives of salicylaldehyde benzoylhydrazone containing a methoxy group on both aromatic rings were designed and synthesized. The compounds were obtained in high yields, and their structures were confirmed by elemental analysis and various spectral techniques. In vitro evaluation of dim...
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MDPI AG
2025-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/30/5/1015 |
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| author | Boryana Nikolova-Mladenova Rositsa Mihaylova Mariyana Atanasova Zvetanka Zhivkova Irini Doytchinova |
| author_facet | Boryana Nikolova-Mladenova Rositsa Mihaylova Mariyana Atanasova Zvetanka Zhivkova Irini Doytchinova |
| author_sort | Boryana Nikolova-Mladenova |
| collection | DOAJ |
| description | Dimethoxy derivatives of salicylaldehyde benzoylhydrazone containing a methoxy group on both aromatic rings were designed and synthesized. The compounds were obtained in high yields, and their structures were confirmed by elemental analysis and various spectral techniques. In vitro evaluation of dimethoxy hydrazones demonstrated potent activity against the leukemic cell lines at low micro- and nanomolar concentrations. Remarkably, two dimethoxy analogs showed exceptional antileukemic selectivity, with no toxicity observed in normal human embryonic kidney HEK-293 cells. In silico modeling identified likely interactions with the target, human cAbl kinase, and suggested a possible mechanism for their antileukemic activity. |
| format | Article |
| id | doaj-art-d22ba18e2f124825855eca5a7583e25d |
| institution | DOAJ |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-02-01 |
| publisher | MDPI AG |
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| series | Molecules |
| spelling | doaj-art-d22ba18e2f124825855eca5a7583e25d2025-08-20T02:53:22ZengMDPI AGMolecules1420-30492025-02-01305101510.3390/molecules30051015Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro EvaluationBoryana Nikolova-Mladenova0Rositsa Mihaylova1Mariyana Atanasova2Zvetanka Zhivkova3Irini Doytchinova4Department of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Str., 1000 Sofia, BulgariaDepartment of Pharmacology, Pharmacotherapy and Toxicology, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Str., 1000 Sofia, BulgariaDepartment of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Str., 1000 Sofia, BulgariaDepartment of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Str., 1000 Sofia, BulgariaDepartment of Chemistry, Faculty of Pharmacy, Medical University of Sofia, 2 Dunav Str., 1000 Sofia, BulgariaDimethoxy derivatives of salicylaldehyde benzoylhydrazone containing a methoxy group on both aromatic rings were designed and synthesized. The compounds were obtained in high yields, and their structures were confirmed by elemental analysis and various spectral techniques. In vitro evaluation of dimethoxy hydrazones demonstrated potent activity against the leukemic cell lines at low micro- and nanomolar concentrations. Remarkably, two dimethoxy analogs showed exceptional antileukemic selectivity, with no toxicity observed in normal human embryonic kidney HEK-293 cells. In silico modeling identified likely interactions with the target, human cAbl kinase, and suggested a possible mechanism for their antileukemic activity.https://www.mdpi.com/1420-3049/30/5/1015salicylaldehydehydrazonesmethoxy groupantileukemic activityselectivity |
| spellingShingle | Boryana Nikolova-Mladenova Rositsa Mihaylova Mariyana Atanasova Zvetanka Zhivkova Irini Doytchinova Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation Molecules salicylaldehyde hydrazones methoxy group antileukemic activity selectivity |
| title | Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation |
| title_full | Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation |
| title_fullStr | Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation |
| title_full_unstemmed | Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation |
| title_short | Salicylaldehyde Benzoylhydrazones with Anticancer Activity and Selectivity: Design, Synthesis, and In Vitro Evaluation |
| title_sort | salicylaldehyde benzoylhydrazones with anticancer activity and selectivity design synthesis and in vitro evaluation |
| topic | salicylaldehyde hydrazones methoxy group antileukemic activity selectivity |
| url | https://www.mdpi.com/1420-3049/30/5/1015 |
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