Synthesis, Molecular Docking Study, Anti-Oxidant and Cytotoxicity Evaluation of New Spiro Six Membered Ring Derivatives of 5-nitro isatin

Authors

  • Hala Ayad Mohamed Rasheed Department of Pharmaceutical Chemistry, College of Pharmacy, Mustansiriyah University, Baghdad, Iraq
  • Suaad M. H. Al-Majidi Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq

DOI:

https://doi.org/10.31351/vol33iss2pp36-48

Keywords:

5-nitro isatin, spiro quinozolin-4-one, spiro thiazine-4-one, spiro oxazine-4-one, MCF-7 assay, DPPH assay

Abstract

Spiro-5-nitro isatino six memberd ring (quinazoline-4-one, thiazine-4-one and oxazine-4-one) respectively were produced by a cycloaddition of 5-nitro isatin Schiff bases [1–5] with anthranilic acid, o-mercapto benzoic acid and salicylic acid. 1HNMR and 13CNMR nuclear magnetic resonance spectroscopies, as well as Fourier-transform infrared spectroscopy, were used to identify the structures of the obtained compounds. These spiro-5-nitro isatin are of interest to us due to their potential antioxidant and anticancer properties. The MTT assay ((3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide)) was used to examine in vitro bioactivity testing against breast cancer (MCF-7) cell lines which compound 14 (IC50=79.85, IC50=39) after 24 hours and 48 hours showed good cytotoxicity compared with drug reference tamoxifen. synthesized compounds 6-20 were evaluated for against antioxidant activity by using DPPH assay. In molecular docking, Promising compounds were used to reveal potential cytotoxic activity mechanisms.

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Published

2024-06-28