Design, synthesis and anticholinesterase activity of novel benzylidenechroman-4-ones bearing cyclic amine side chain

作者：Pourshojaei Yaghoub; Gouranourimi Ali; Hekmat Shohre; Asadipour Ali; Rahmani Nezhad Samira; Moradi Alireza; Nadri Hamid; Moghadam Farshad Homayouni; Emami Saeed; Foroumadi Alireza; Shafiee Abbas^*

来源：European Journal of Medicinal Chemistry, 2015, 97: 181-189.

DOI：10.1016/j.ejmech.2015.04.055

• Acetylcholinesterase
• Alzheimer's disease
• Chroman-4-one
• Docking study
• Homoisoflavonoids

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 mu M), 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.

• 出版日期2015-6-5