SYNTHESIS OF TRITERPENE A-CONDENSED AZOLE

Authors

  • Н. В. Галайко Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences
  • А. В. Назаров Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences
  • И. А. Толмачева Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences
  • П. А. Слепухин Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences
  • Ю. Б. Вихарев Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences
  • О. А. Майорова Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences
  • В. В. Гришко Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/1004

Keywords:

allobetulone, betulonic acid, α-hydroximino ketones, isoxazoles, oxazoles, 1, 2, 3-triazoles, cytotoxic activity

Abstract

Lupane and 18αH‑oleanane a‑hydroximino ketones were used to synthesize derivatives condensed at ring A with a substituted azole fragment, namely, C(2)–C(3)‑fused oxazoles and 1,2,3‑triazoles. Triterpene isoxazoles fused at the C(1)–C(2) bond are described for the first time. An optimized method was proposed for the synthesis of unsubstituted 1,2,3‑triazoles, displaying cytotoxic activity (IC50 8.4‑40.7 mM) relative to rhabdomyosarcoma, lung carcinoma, and MS melanoma cell lines.

How to Cite
Galaiko, N. V.; Nazarov, A. V.; Tolmacheva, I. A.; Slepukhin, P. A.; Vikharev, Yu. B.; Maiorova, O. A.; Grishko, V. V. Chem. Heterocycl. Compd. 2014, 50, 65. [Khim. Geterotsikl. Soedin. 2014, 72.]

For this article in the English edition see DOI 10.1007/s10593-014-1449-8

Author Biography

И. А. Толмачева, Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences

Ирина Анатольевна Толмачева

старший научный сотрудник

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Published

2014-01-14

Issue

No. 1 (2014)

Section

Original Papers