Michael/Michael Addition Cascade of 2-Benzylidene-1- indanones with Chalcones: Synthesis and Biological Evaluations of Novel Polycyclic Compounds
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CitationHayreddin Gezegen,*[a] Uğur Tutar,[b] Ceylan Hepokur,[c] Gamze Tüzün,[c] Zeliha Atioğlu,[d] and Mehmet Akkurt[e] This work is dedicated to the memory of Professor İsmail Çelik (1961–2019), lecturer of Sivas Cumhuriyet University
A series of novel racemic 2-aryloyl-1,3-diaryl-2,3,3a,8a-tetrahy drocyclopenta[a]inden-8(1H)-one derivatives were synthesized from KOtBu mediated Michael/Michael addition reaction of 2- benzylidene-1-indanones with chalcones in high yields. This method provides an efficient route for the synthesis of a new class of polycyclic compounds have five stereo centers. The obtained polycyclic compounds were evaluated for the anti microbial and anticancer activities against fifteen microorgan ism and three cell lines. The compound 3r have the best activity value against the cells (MCF-7 IC50=18.01�0.39 μg/ mL) (MDA-MB- 231 IC50=18.78�1.75 μg/mL) (MCF-10 A IC50= 31.31�0.05 μg/mL).