Abstract
A silica gel supported Malaprade cleavage of methyl maslinoate (→3) followed by a titanium-on-graphite supported McMurry coupling was established to access a 2,12-terpenoid. The microwaves supported aldol reaction of dialdehyde 3 gave ring contracted 5. While parent maslinic acid is of minor cytotoxicity, improved cytotoxicity was observed in SRB assays for 3 while ring contracted compound 5 was most cytotoxic for MCF-7 breast adenocarcinoma cells holding a low EC50 = 3.1 μM.
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