title: Synthesis, biological evaluation and molecular modeling of aloe-emodin derivatives as new acetylcholinesterase inhibitors.
abstract: A series of aloe-emodin derivatives were designed, synthesized and evaluated as acetylcholinesterase inhibitors. Most of the new prepared compounds showed remarkable acetylcholinesterase inhibitory activities. Among them, the compound 1-((4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl) methyl) pyridin-1-ium chloride (C3) which has a pyridinium substituent possessed the best inhibitory activity of acetylcholinesterase (IC(50)=0.09 μM). The docking study performed with AUTODOCK demonstrated that C3 could interact with the catalytic active site (CAS) and the peripheral anionic site (PAS) of acetylcholinesterase.
authors: School of Ocean, Hainan University, Haikou 570228, People's Republic of China.
authors: Da-Hua
authors: DH
authors: Shi
authors: Wei
authors: W
authors: Huang
authors: Chao
authors: C
authors: Li
authors: Ling-Ting
authors: LT
authors: Wang
authors: Shi-Fan
authors: SF
authors: Wang
mesh_terms: D000110:Acetylcholinesterase / Q000737:chemistry* / Q000378:metabolism; D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D001665:Binding Sites; D020134:Catalytic Domain; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D004353:Drug Evaluation, Preclinical; D007700:Kinetics; D062105:Molecular Docking Simulation; D011485:Protein Binding; D013329:Structure-Activity Relationship; D013619:Tacrine / Q000737:chemistry / Q000378:metabolism
chemical_list: D000880:Anthraquinones; D002800:Cholinesterase Inhibitors; D013619:Tacrine; C518327:aloe emodin; D000110:Acetylcholinesterase