(17S)-17-(((dimethoxyphosphoryl)methoxy)carbonyl)-3β-hydroxy-28-norlup-20(29)-ene

(17S)-17-(((dimethoxyphosphoryl)methoxy)carbonyl)-3β-hydroxy-28-norlup-20(29)-ene is a semisynthetic pentacyclic triterpenoid derivative of betulinic acid, modified at the C-17 position with a dimethoxyphosphorylmethyl ester group. This modification is designed to address the poor bioavailability and pharmacokinetic limitations of natural triterpenoids while preserving their potent anticancer properties. Preclinical studies in murine melanoma models (B164A5 cells) have shown that the compound induces a dose-dependent reduction in cell viability and triggers apoptosis, likely through the mitochondrial pathway. It exhibits a favorable safety profile in early assays, showing no significant increase in non-specific cytotoxicity or vascular disintegration compared to its parent compound. As part of a broader effort to develop phosphorus-containing triterpenoid analogs, this compound represents a targeted strategy to enhance the therapeutic potential of betulinic acid in oncology, particularly for melanoma.

Other names

Dimethoxyphosphorylmethyl betulinateBetulinic acid methylphosphonate derivativeBA-P(O)(OMe)2