The synthesis of chalcones containing isoxazole moiety
https://doi.org/10.29235/1561-8331-2019-55-1-53-57
Abstract
The synthesis of new chalcones with potential biological activity, including the reactions of chloromethylation, N-alkylation, Claisen-Schmidt condensation, was carried out. The compounds obtained contain an isoxazole moiety in their structure.
About the Authors
D. P. BoikoBelarus
Daria P. Boiko – Junior Researcher.
36; F. Skaryna Str., 220141, Minsk.
D. S. Martsinkevich
Belarus
Denis S. Martsinkevich – trainee of Junior Researcher.
36; F. Skaryna Str., 220141, Minsk.
V. A. Tarasevich
Belarus
Vladimir A. Tarasevich – D. Sc. (Chemistry), Head of the Laboratory of Polymer Bioactive Substances.
36; F. Skaryna Str., 220141, Minsk.
References
1. Dao T. T., Chi Y. S., Kim J., Kim H.P., Kim S., Park H. Synthesis and PGE2 inhibitor y activity of 5,7-dihydroxyflavones and their o-methylated flavone analogs. Archives of Pharmacal Research, 2003, vol. 26, no. 5, pp. 345–350. https://doi.org/10.1007/bf02976690
2. Aitmambetov A., Menlimuratova Z. Interaction of synthetic analogues of nat ural chalcones and f lavones with guanidine. Russian Journal of Bioorganic Chemistry, 2003, vol. 29, no. 2, pp. 175–176. https://doi.org/10.1023/a:1023216600889
3. Fu X., Feng J., Dong Z., Lin L., Liu X., Feng X. Enantioselective synthesis of 2-substituted-1,5-benzodiazepines through Domino reaction of o-phenylenediamine and chalcone derivatives. European Journal of Organic Chemistry, 2011, no. 27, pp. 5233–5236. https://doi.org/10.1002/ejoc.201100938
4. Prashar H., Chawla A., Sharma A.K., Kharb R. Chalcone as a versatile moiety for diverse pharmacological activities. International Journal of Pharmaceutical Sciences and Research, 2012, vol. 3, no. 7, pp. 1913–1927.
5. Fuson R. C., McKeever C.H. Chloromethylation of aromatic compounds. Organic reactions. JohnWiley&Sons, Inc., 2011, pp. 63–90. https://doi.org/10.1002/0471264180.or001.03
6. Chinh L. V., Hung T. N., Nga N. T., Hang T. T. N., Mai T. T. N., Tarasevich V.A. Synthesis and antimicrobial activity of chalcones containing benzotriazolylmethyl and imidazolylmethyl substituents. Russian Journal of Organic Chemistry, 2014, vol. 50, no. 12, pp. 1767–1774. https://doi.org/10.1134/s1070428014120094
7. Cheng M. A., Li R. S., Kenyon G. A solid phase synthesis of chalcones by Claisen-Schmidt condensations. Chinese Chemistry Letters, 2000, vol. 11, no. 10, pp. 851–854.