Synthesis of novel fused thiopyrano[2,3-d]thiazole derivatives as potential anticancer agents

Authors

  • Anna Kryshchyshyn Danylo Halytskyi Lviv National Medical University, Department of Pharmaceutical, Organic and Bioorganic Chemistry, Ukraine Author
  • Borys Zimenkovsky Danylo Halytskyi Lviv National Medical University, Department of Pharmaceutical, Organic and Bioorganic Chemistry, Ukraine Author
  • Roman Lesyk Danylo Halytskyi Lviv National Medical University, Department of Pharmaceutical, Organic and Bioorganic Chemistry, Ukraine Author

DOI:

https://doi.org/10.12923/

Keywords:

synthesis, novel anticancer agent, thiopyrano[2,3-d]thiazole derivatives

Abstract

The paper presents a synthetic strategy for chromeno[4',3':4,5]thiopyrano[2,3-d]thiazole derivatives search and a study of their probable anticancer activity. To verify the chemical structures of synthesized substances, we performed 1H and 13C NMR analysis on the chemical samples. Anticancer cytotoxicity of these heterocyclic compounds was studied according to NCI protocol. Among others, compounds 1b, 2d and 3b showed the highest antitumor activity in the 60 cell line assay. These compounds possess a distinctive pattern of selective action against breast cancer, colon cancer and leukemia cell lines.

References

1. Atamanyuk D., Zimenkovsky B., Lesyk R.: Synthesis and anticancer activity of novel thiopyrano[2,3-d]thiazole-based compounds containing norbornane moiety. J. Sulf. Chem., 29, 151, 2008.

2. Havrylyuk D. et al.: Synthesis of novel thiazolone-based compounds containing pyrazoline moiety and evaluation of their anticancer activity. Eur. J. Med. Chem., 44, 1396, 2008.

3. http://dtp.nci.nih.gov

4. Kaminskyy D., Zimenkovsky B., Lesyk R.: Synthesis and in vitro anticancer activity of 2,4-azolidinedione-acetic acids derivatives. Eur. J. Med. Chem., 44, 3627, 2009.

5. Kaminskyy D. & Lesyk R.: Structure – anticancer activity relationships among 4-azolidinone-3-carboxylic acids derivatives. Biopolymers and Cell, 26, 136, 2009.

6. Kryshchyshyn A., Zimenkovsky B., Lesyk R.: Synthesis and anticancer activity in vitro of isothiochromeno[3,4-d]thiazole derivatives. Annales Universitatis Mariae Curie-Sklodowska. Sectio DDD, 21, 247, 2008.

7. Lesyk R. et al.: New 5-substituted thiazolo[3,2-b][1,2,4]triazol-6-ones: Synthesis and anticancer evaluation. Eur. J. Med. Chem., 42, 641, 2007.

8. Lesyk R. et al.: Anticancer thiopyrano[2,3-d][1,3]thiazol-2-ones with norbornane moiety. Synthesis, cytotoxicity, physico-chemical properties, and computational studies. Bioorg. Med. Chem., 14, 5230, 2006.

9. Matiychuk V. et al.: A new domino-Knoevenagel-hetero-Diels-Alder reaction. Tetrahedron Lett., 49, 4648, 2008.

10. Shoemaker R. H.: The NCI60 human tumour cell line anticancer drug screen. Nature Reviews Cancer, 6, 813, 2006.

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Published

2010-09-30

Issue

Vol. 23 No. 3 (2010): Annales UMCS, Pharmacia, Sectio DDD, Volume XXIII

Section

Artykuły

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Copyright (c) 2010 Authors

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