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SYNTHESIS OF TRITERPENE A-CONDENSED AZOLE

Н. В. Галайко, А. В. Назаров, И. А. Толмачева, П. А. Слепухин, Ю. Б. Вихарев, О. А. Майорова, В. В. Гришко
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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


Keywords


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

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