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Synthesis, anti-inflammatory, and cytotoxicity evaluation of 9,10-dihydroanthracene-9,10-α,β-succinimide and bis-succinimide derivatives

Abstract

9,10-Dihydroanthracene-9,10-α,β-succinimide derivatives 4ae and bis-succinimide derivatives 6ae have been synthesized by grinding 9,10-dihydroanthracene-9,10-α,β-succinic anhydride 2 with various mono 3ae and diamines 5ae in quantitative yields. All the target compounds were fully characterized by spectrometric and spectroscopic means. Compounds 4ae, 6ae and recently reported compounds 4fp were screened for anti-inflammatory and for cytotoxicity against five human cancer cell lines: T47D, NCI H-522, HCT-15, PA1, and HepG-2. Compounds 4e, 4i, 4j, and 4p exhibited good anti-inflammatory activity and compounds with interesting cytotoxic profile were 4c, 6e (T47D); 4e, 4o (NCI H-522); 4n (HCT-15); 4e, 4h, 4o (PA1); and 4a, 4e, 4f, 4i, 4o (HepG-2).

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Acknowledgments

We are thankful to technical staff of the Chemistry Department, I. I. T. Roorkee, for spectroscopic studies and elemental analysis. Thanks also due to Head I. I. C. for providing NMR facility. We are thankful to Prof. G. Bhattacharjee and Prof. Ravi Bhushan of the Chemistry Department, I. I. T. Roorkee for helpful discussion. Ms. Surbhi Arya (SRF) and Reshma Rani are thankful to CSIR, New Delhi, and Mr. Sandeep Kumar to MHRD, New Delhi for financial assistance.

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Correspondence to Sham M. Sondhi.

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Arya, S., Kumar, S., Rani, R. et al. Synthesis, anti-inflammatory, and cytotoxicity evaluation of 9,10-dihydroanthracene-9,10-α,β-succinimide and bis-succinimide derivatives. Med Chem Res 22, 4278–4285 (2013). https://doi.org/10.1007/s00044-012-0439-6

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Keywords

  • Succinimide derivatives
  • Green method
  • Anti-inflammatory
  • Cytotoxicity