Synthesis of α,ω-Diketodiesters from Betulin

A new synthesis of 3-oxo-28-hydroxylup-20(29)-ene from the available natural triterpenoid betulin was developed. α,ω-Diketodiesters were prepared for the first time by different methods from 3-oxo-28-hydroxylup-20(29)-ene and a series of natural dicarboxylic acids. Steglich reaction conditions gave...

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Bibliographic Details
Published in:Chemistry of natural compounds 2021-07, Vol.57 (4), p.706-711
Main Authors: Vydrina, V. A., Sayakhov, R. R., Yakovleva, M. P., Zileeva, Z. R., Talipov, R. F., Ishmuratov, G. Yu
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Dicarboxylic acids
Organic Chemistry
Plant Sciences
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Summary:A new synthesis of 3-oxo-28-hydroxylup-20(29)-ene from the available natural triterpenoid betulin was developed. α,ω-Diketodiesters were prepared for the first time by different methods from 3-oxo-28-hydroxylup-20(29)-ene and a series of natural dicarboxylic acids. Steglich reaction conditions gave the highest yields. One of the synthesized α,ω-diketodiesters was moderately active in vitro against A-549 lung carcinoma.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-021-03454-3