Journal
MOLECULES
Volume 21, Issue 9, Pages -Publisher
MDPI
DOI: 10.3390/molecules21091123
Keywords
betulin; phosphonate; Z isomer; E isomer; crystallographic analysis; antiproliferative activity
Funding
- Medical University of Silesia in Katowice, Poland [KNW-1-006/K/6/O]
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Betulin derivatives are a widely studied group of compounds of natural origin due to their wide spectrum of biological activities. This paper describes new betulin derivatives, containing a phosphonate group. The allyl-vinyl isomerization and synthesis of acetylenic derivatives have been reported. Structural identification of products as E and Z isomers has been carried out using H-1-, C-13-, P-31-NMR, and crystallographic analysis. The crystal structure in the orthorhombic space group and analysis of crystal packing contacts for 29-diethoxyphosphoryl-28-cyclopropylpropynoyloxy-lup-20E(29)-en-3-ol 8a are reported. All new compounds were tested in vitro for their antiproliferative activity against human T47D (breast cancer), SNB-19 (glioblastoma), and C32 (melanoma) cell lines.
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