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A convenient and selective alkylation of icaritin has been developed. The methodology involved initial formation of β-anhydroicaritine ( 3 ) under acidic conditions followed by selective methylation at the C-3 position and then alkylation at C-5 position. Several alkylated β-anhydroicaritine derivatives were synthesised using this methodology. These newly synthesised derivatives, especially the compounds  5b ,  5c  and  5j , significantly suppressed cell proliferation when tested against cancer cell lines  in vitro . Compound  5j  (R = Bn) exhibited a competitive inhibition against MCF7  in vivo  compared to tamoxifen.

Selective alkylation of β-anhydroicaritine and their biological evaluation on anticancer