title: AChE inhibitor: a regio- and stereo-selective 1,3-dipolar cycloaddition for the synthesis of novel substituted 5,6-dimethoxy spiro[5.3']-oxindole-spiro-[6.3″]-2,3-dihydro-1H-inden-1″-one-7-(substituted aryl)-tetrahydro-1H-pyrrolo[1,2-c][1,3]thiazole.
abstract: Pyrrolothiazolyloxindole analogues share vital pharmacological properties, considered useful in Alzheimer's disease (AD). The aim of this study was synthesis and evaluate pyralothiazolyloxindole analogues if possess acetyl cholinesterase (AChE) inhibitory activity. The easily accessible one-pot synthesis of these compounds resulted to be significantly less difficult and expensive than that of donepezil. Several compounds possess anti-cholinesterase activity in the order of micro and sub-micromolar. Particularly, compound was the most potent inhibitors of the series against acetyl cholinesterase enzyme with IC(50) 0.11μmol/L.
authors.affiliation: Institute for Research in Molecular Medicine, Universiti Sains Malaysia, Minden 11800, Penang, Malaysia. asraf80med@rediffmail.com
authors.forename: Mohamed
authors.initials: M
authors.lastname: Ashraf Ali
authors.forename: Rusli
authors.initials: R
authors.lastname: Ismail
authors.forename: Tan Soo
authors.initials: TS
authors.lastname: Choon
authors.forename: Raju Suresh
authors.initials: RS
authors.lastname: Kumar
authors.forename: Hasnah
authors.initials: H
authors.lastname: Osman
authors.forename: Natarajan
authors.initials: N
authors.lastname: Arumugam
authors.forename: Abdulrahman I
authors.initials: AI
authors.lastname: Almansour
authors.forename: Karthikeyan
authors.initials: K
authors.lastname: Elumalai
authors.forename: Abhimanyu
authors.initials: A
authors.lastname: Singh
mesh_terms: D000110:Acetylcholinesterase / Q000737:chemistry*; D000544:Alzheimer Disease / Q000188:drug therapy / Q000378:metabolism; D001391:Azo Compounds / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D000077265:Donepezil; D015195:Drug Design; D006801:Humans; D007189:Indans / Q000494:pharmacology; D007211:Indoles / Q000737:chemistry; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D010880:Piperidines / Q000494:pharmacology; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013696:Temperature; D013844:Thiazoles / Q000737:chemistry; D013882:Thiosemicarbazones / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D001391:Azo Compounds; D002800:Cholinesterase Inhibitors; D007189:Indans; D007211:Indoles; D010880:Piperidines; D013141:Spiro Compounds; D013844:Thiazoles; D013882:Thiosemicarbazones; D014230:Triazoles; C512188:azomethine; D000077265:Donepezil; D000110:Acetylcholinesterase