Analogue-based design, synthesis and biological evaluation of 3-substituted-(methylenehydrazono)indolin-2-ones as anticancer agents

• The title compounds 10a–l were prepared from 3-hydrazonoindolin-2-ones 8a–d.
• Compounds 10a–l showed a significant anticancer activity against MCF-7.
• Compounds 10c, f, i exhibited the highest activity almost the same of doxorubicin.

The docking studies on CDK2 and GSK-3β inspired us to synthesis a series of indoline-2,3-dione hydrazones 10a–l. Treatment of indoline-2,3-dione derivatives 7a–d with hydrazine gave 3-hydrazonoindolin-2-ones 8a–d which were reacted with the appropriate aldehydes 9a–c to yield 3-substituted-(methylenehydrazono)indolin-2-ones 10a–l. Compounds 10a–l showed a significant anticancer activity against human breast cell line MCF-7. Compounds 10c, f, i exhibited the highest activity almost the same of doxorubicin (IC50 = 6.10 μM) with IC50 = 7.75, 6.75, 6.25 μM, respectively.

Indole-2,3-dione hydrazones 10a–l showed a significant anticancer activity against human breast cell line MCF-7. Compounds 10c, f, i exhibited the highest activity almost the same of doxorubicin (IC50 = 6.10 μM) with IC50 = 7.75, 6.75, 6.25 μM, respectively.Figure optionsDownload as PowerPoint slide