Novel Lupane Triterpenoid-Indazole Conjugates with Oxime Linkage

Balticum Organicum Syntheticum: Program and Abstracts 2016
Daina Zicāne, Zenta Tetere, Irisa Rāviņa, Tatyana S. Khlebnicova, Yuri A. Piven, Fedor A. Lakhvich, Viktors Kumpiņš, Inese Rijkure, Inese Mieriņa, Uldis Peipiņš, Svetlana V. Shishkina, Māris Turks

Betulin 1 and its derivatives demonstrate wide range of biological activity. On the other hand indazole skeleton and oxime linkage are attractive, pharmaceutically active structural scaffolds in medicinal chemistry. Thus, introduction of indazole skeleton and oxime functionality into the structure of betulin is reasonable approach to potential cytotoxic agents. Synthesis of the target compounds 2 was started with oxidation of betulin 1. The obtained betulonic acid 3 was successfully purified through formation of its cyclohexylammonium salt. Lupane triterpenoidindazole hybrids 2 with oxime linkage were obtained from betulonic acid chloride 4 and corresponding oximes 5 with medium to high yields.

Keywords
triterpenoid-indazole conjugates oxime linkage
Hyperlink
http://www.boschem.eu/public/BOS2016/BOS-2016_Anstract-Book_Final.pdf

Zicāne, D., Tetere, Z., Rāviņa, I., Khlebnicova, T., Piven, Y., Lakhvich, F., Kumpiņš, V., Rijkure, I., Mieriņa, I., Peipiņš, U., Shishkina, S., Turks, M. Novel Lupane Triterpenoid-Indazole Conjugates with Oxime Linkage. In: Balticum Organicum Syntheticum: Program and Abstracts, Latvia, Riga, 3-6 July, 2016. Riga: 2016, pp.180-180.

Publication language
English (en)