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Design, Synthesis and Anticholinesterase Activity of Novel Benzylidenechroman-4-Ones Bearing Cyclic Amine Side Chain Publisher Pubmed



Pourshojaei Y1 ; Gouranourimi A1 ; Hekmat S1 ; Asadipour A2 ; Rahmaninezhad S1 ; Moradi A3 ; Nadri H3 ; Moghadam FH3 ; Emami S4 ; Foroumadi A2, 5 ; Shafiee A1
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Source: European Journal of Medicinal Chemistry Published:2015


Abstract

A series of 3-(4-(aminoalkoxy)benzylidene)-chroman-4-ones 7a-r were designed and synthesized as analogs of homoisoflavonoids which are well known natural products with diverse pharmacological properties related to Alzheimer's disease. The in vitro anti-cholinesterase activity of designed compounds 7a-r against AChE and BuChE, revealed that compounds bearing piperidinylethoxy residue showed potent activity against AChE at sub-micromolar level (IC50 values = 0.122-0.207 μM), more potent than reference drug tacrine. The structure-activity relationships study of piperidinylethoxy series demonstrated that the selectivity and physicochemical properties of compounds could be optimized by selection of a proper substituent on the C-7 position of chroman ring, while the high potency of the molecule against AChE was reserved. © 2015 Elsevier Masson SAS.
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