Platanic Acid‐Aryl Enones as Potential Anticancer Compounds: Synthesis and Biological Profiling against Breast, Prostate and Lung Cancer Cell Lines

Abstract

A series of rationally designed platanic acid‐based compounds derived from naturally occurring betulinic acid were synthesized through a sequence of Lemieux‐Johnson oxidation and Aldol condensation reaction. All the compounds were screened for cytotoxicity against a panel of human cancer and normal cell lines using MTT assay. From the biological data, it was observed that some of these semi‐synthetic congeners exhibited potent biological profiles compared to platanic acid. One of the compounds with the p‐tolyl substitution was found to be most active in this study, and its cytotoxicity against two of the cell lines, MDA‐MB 231 and A‐549 were in tune with the standard compound, 5‐fluorouracil.

Oxime derivatives of betulonic acid and platanic acid as novel cytotoxic or antiviral agents

“…Nevertheless, it exhibits important anti-HIV activity 26 and cytotoxicity. 27,28 We have reviewed platanic acid, besides other triterpenoids, and its selected nitrogen-group-bearing derivatives recently. 3 Nevertheless, before the review paper has been published, several new papers have appeared in the literature: pentacyclic triterpenoid sulphamates used for radiotherapy of breast cancer, 29 nitrogen-group-bearing bicyclic compounds used as inhibitors of butyrylcholinesterase, 30,31 pyridinylidene derivatives developed for targeting apoptosis, 32 platanic acid amides 33,34 and even more complex derivatives of platanic acid 35 for investigating cytotoxicity.…”