Startseite Synthesis, in-vitro cytotoxicity of 4H-benzo[h]chromene derivatives and structure–activity relationships of 4-aryl group and 3-, 7-positions
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Synthesis, in-vitro cytotoxicity of 4H-benzo[h]chromene derivatives and structure–activity relationships of 4-aryl group and 3-, 7-positions

  • Ahmed M. El-Agrody EMAIL logo , Heba K. Abd El-Mawgoud , Ahmed M. Fouda und Essam S. A. E. H. Khattab
Veröffentlicht/Copyright: 22. April 2016
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Chemical Papers
Aus der Zeitschrift Chemical Papers Band 70 Heft 9

Abstract

A series of 2-amino-4H-benzo[h]chromene and 2,7-diamino-4H-benzo[h]chromene derivatives were prepared as potential cytotoxic agents. The structures of the synthesised compounds were established on the basis of spectral data. The in-vitro cytotoxic activity of the synthesised compounds against the cell lines MCF-7, HCT-116 and HepG-2 was investigated in comparison with vinblastine and colchicine, using an MTT colorimetric assay. The structure-activity relationship of 4H-benzo[h]chromenes with modification at the 3-, 4- and 7-positions was explored. The results of the anti-tumour evaluation revealed that compounds VIIIc, VIId, VIIb, VIIe, VIIIg and VIIIc, VIId, VIIb, VIIe, VIIIg, VIIc, VIIIe, Vf, IIIa inhibited the growth of MCF-7 in comparison with vinblastine and colchicine, while VIIb, VIId, VIIe, IIIa, VIIa, VIIIc, VIIc, IIId, IIIg, IIIf, IIIb, IIIh, VIIIb, VIIIa, VIIIe, IIIc, Vg, IIIe, VIIIg, Vf, IIIf inhibited the growth of HCT-116 in comparison with colchicine. In addition, compounds VIIe, IIIg, IIIa, VIIc and VIIe, IIIg, IIIa, VIIc, VIIb, VIIa, VIIIf, VIIIe inhibited the growth of HepG-2 in comparison with vinblastine and colchicine, respectively.

Keywords: 1-naphthol; 5-amino-1-naphthol; 4H-benzo[h]chromenes; cytotoxicity; SAR

Acknowledgements

This research was supported by a programme to support research and researchers at King Khalid University, Abha, Saudi Arabia, no. KKU-SCI-11-028. The authors wish to thank the Regional Centre for Mycology & Biotechnology (RCMP), Al-Azhar University for carrying out the anti-tumour study and Mr. Ali Y. A. Alshahrani for the preparation of the samples for 1H NMR and 13 C NMR analyses.

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Received: 2015-8-13
Revised: 2016-1-26
Accepted: 2016-1-29
Published Online: 2016-4-22
Published in Print: 2016-9-1

© 2016 Institute of Chemistry, Slovak Academy of Sciences

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https://doi.org/10.1515/chempap-2016-0049
Schlagwörter für diesen Artikel
1-naphthol; 5-amino-1-naphthol; 4H-benzo[h]chromenes; cytotoxicity; SAR

Artikel in diesem Heft

  1. Review
  2. Plant extracts as “green” corrosion inhibitors for steel in sulphuric acid
  3. Original Paper
  4. Use of 6-O-mono-substituted derivatives of β-cyclodextrin-bearing substituent with two permanent positive charges in capillary electrophoresis
  5. Original Paper
  6. Development of ICP-MS and ICP-OES methods for determination of gadolinium in samples related to hospital waste water treatment
  7. Original Paper
  8. Alkyl glycosides as potential anti-Candida albicans growth agents
  9. Original Paper
  10. Preparation of corn stalk-based adsorbents and their specific application in metal ions adsorption
  11. Original Paper
  12. Treatment of metal-plating waste water by modified direct contact membrane distillation
  13. Original Paper
  14. Influence of pH and cationic surfactant on stability and interfacial properties of algerian bitumen emulsion
  15. Original Paper
  16. Synthesis, structural and spectroscopic properties of asymmetric schiff bases derived from 2,3-diaminopyridine
  17. Original Paper
  18. Syntheses of cardanol-based cationic surfactants and their use in emulsion polymerisation
  19. Original Paper
  20. Synthesis of urethane—acrylic multi-block copolymers via electrochemically mediated ATRP
  21. Original Paper
  22. Diazene sulphonate as a cross-linking agent for polymers with pendant triarylamine hole-conducting units
  23. Original Paper
  24. Leaching test for calcined kaolinite and kaolinite/TiO2 photoactive composite
  25. Original Paper
  26. Chitosan sponge matrices with β-cyclodextrin for berberine loadinging
  27. Original Paper
  28. Ageing of plasticized poly(lactic acid)/poly(β-hydroxybutyrate) blend films under artificial UV irradiation and under real agricultural conditions during their application as mulches‡
  29. Original Paper
  30. Synthesis, in-vitro cytotoxicity of 4H-benzo[h]chromene derivatives and structure–activity relationships of 4-aryl group and 3-, 7-positions
  31. Original Paper
  32. Chemoselective synthesis of 1,2-disubstituted benzimidazoles in lactic acid without additive
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