title: Application of PEG-400 as a green biodegradable polymeric medium for the catalyst-free synthesis of spiro-dihydropyridines and their use as acetyl and butyrylcholinesterase inhibitors.
abstract: A simple, efficient and green approach for the synthesis of spiro-dihydropyridines derivatives by one-pot multi-component reaction of isatin or acenaphthoquinone derivatives (1 equiv) with malononitrile (1 equiv) and N,N'-substituted-2-nitroethene-1,1-diamines (1 equiv) in PEG-400 under catalyst-free conditions is described. This method provides several advantages such as environmental friendliness, short reaction time, and simple workup procedure for the synthesis of biologically important compounds. The ability of synthesized compounds in inhibition of acetyl and butyrylcholinesterase were investigated both in vitro and in silico. All compounds showed moderate to high level activity against both acetyl and butyrylcholinesterase. There was a good correlation between in vitro and in silico studies.
authors.affiliation: Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran.
authors.forename: Ammar
authors.initials: A
authors.lastname: Maryamabadi
authors.affiliation: Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran. Electronic address: a_hasaninejad@yahoo.com.
authors.forename: Alireza
authors.initials: A
authors.lastname: Hasaninejad
authors.affiliation: Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran.
authors.forename: Najmeh
authors.initials: N
authors.lastname: Nowrouzi
authors.affiliation: The Persian Gulf Marine Biotechnology Research Center, the Persian Gulf Biomedical Research Center, Bushehr University of Medical Sciences, Bushehr, Iran.
authors.forename: Gholamhossein
authors.initials: G
authors.lastname: Mohebbi
authors.affiliation: Department of Plant Production and Breeding Engineering, Faculty of Engineering and Technology, Imam Khomeini International University, Qazvin, Iran.
authors.forename: Behvar
authors.initials: B
authors.lastname: Asghari
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism*; D002091:Butyrylcholinesterase / Q000378:metabolism*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004095:Dihydropyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D011092:Polyethylene Glycols / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D002800:Cholinesterase Inhibitors; D004095:Dihydropyridines; D013141:Spiro Compounds; D011092:Polyethylene Glycols; C000595213:polyethylene glycol 400; D000110:Acetylcholinesterase; D002091:Butyrylcholinesterase
keywords: Acetylcholinesterase inhibition; Butyrylcholinesterase inhibition; Catalyst-free; Multi-component reactions; Spiro-dihydropyridines