Esters of betulin and betulinic acid with amino acids have improved water solubility and are selectively cytotoxic toward cancer cells

Synthesis and in vitro antitumor evaluation of betulin acid ester derivatives as novel apoptosis inducers

“…This result may be attributed to the introduced carboxyl group, which was more hydrophilic than the hydroxyl group. This phenomena was similar to Drag-Zalesinska observations, wherein the most active compounds were those with the highest solubility in water [29].…”

Synthesis of 28-O-(1,2-Diacyl-sn-glycero-3-phospho)-betulin

“…Recently the successful synthesis of new, more water soluble derivatives of betulin, mono-and diesters of L-amino acids, was reported. [10] In this article the synthesis of new derivatives of betulin (1), esters with dipalmitoylphosphatidic acid (2a, 2b) and diacylphosphatidic acid (2c) obtained from phosphatidylcholine isolated from egg yolk, are presented. The functionalization of betulin with phosphatidic acid (PA) gives a chance for increasing its polarity.…”

New composites of betulin esters with arabinogalactan as highly potent anti-cancer agents

“…In some works 2 (Hertrampf et al 2012;Wang et al 2012), the preparation of the guest-host type complexes of betulin and betulinic acid with cyclodextrins (CD) were suggested using β-, Hydroxypropyl-β-CD, γ-and HP-γ-CD as well as the hydrophilic γ-cyclodextrin thioethers as host molecules. In (Drag-Zalesinska et al 2009), the structures of betulin and betulinic acid were modified by transformation to mono-and disubstituted esters of L-amino acids. This allowed better water solubility to be achieved without loss of the anticancer properties.…”