Research Article

Fe3O4 Nanoparticles Mediated Synthesis of Novel Isatin-dihydropyrimidinone Hybrid Molecules as Antioxidant and Cytotoxic Agents

Author(s):

Srinubabu Maddela, Ajitha Makula and N. Jayarambabu   Pages 456 - 463 ( 8 )

Abstract:

Background: The present study emphasizes on designing a new series of isatin-dihydropyrimidinone derivatives by adopting a hybrid pharmacophore approach. Fe₃O₄ nanoparticles (Fe₃O₄ NP) are magnetically recoverable and are effective catalysts adequately used to synthesize Isatin-dihydropyrimidinones. Individual derivatives of Isatin and dihydropyrimidinone are equipotent to treat cytotoxicity.

Objective: The present work was planned to fuse two pharmacophores (Isatin, dihydropyrimidinone) and to examine any synergistic effect in the anticancer activity.

Method: The individual compounds are synthesized by adopting appropriate synthetic routes like sandmayers and biginellis reaction and are fused together by using glacial acetic acid and Methanolic KOH to form novel Isatindihydropyrimidinone hybrids. All the new series of hybrids 7a-l were characterized by FT-IR, ¹H NMR, ¹³C NMR, elemental analysis and Mass spectroscopy. The antioxidant activity of the synthesized compounds was assessed by using two models: 1, 1-diphenyl-2-picryl-hydrazyl (DPPH) and Hydrogen peroxide (H₂O₂) scavenging assay.

Results: From the results it can be inferred that nearly all the synthesized compounds have shown antioxidant activity at the tested dose as correlated with the standard ascorbic acid. The in vitro cytotoxic activity was assayed by using MTT assay. Compound 7l with IC₅₀ values 22.13, 25.68 and 35.59 μM has significantly greater potency against MCF- 7, HeLa and IMR-32 cell lines.

Conclusion: The compounds with halogen and electron withdrawing groups at the C-5 position of isatin ring exhibited significant antioxidant and cytotoxic activity.

Keywords:

Fe₃O₄ NP, Isatin-dihydropyrimidinone hybrids, Cytotoxicity, DPPH, H₂O₂ Scavenging assay.

Affiliation:

Centre for Pharmaceutical Sciences, Institute of Science and Technology, Jawaharlal Nehru Technological University Hyderabad, Kukatpally-500085;, Centre for Pharmaceutical Sciences, Institute of Science and Technology, Jawaharlal Nehru Technological University Hyderabad, Kukatpally-500085;, Centre for nanoscience and technology, Institute of Science and Technology, Jawaharlal Nehru Technological University Hyderabad, Kukatpally-500085

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