Synthesis of (±)-6H-benzofuro[3a,3,2,ef][3]benzazepine: an unnatural analog of (−)-galanthamine

Galantamine-Curcumin Hybrids as Dual-Site Binding Acetylcholinesterase Inhibitors

“…GAL treatment of rat microglia significantly increases the phagocytosis of amyloid β (Aβ) peptide and facilitates the clearance of Aβ in the brain of rodents with AD [ 22 ]. This multitarget action of GAL makes it a valuable drug for AD treatment and stimulates the search for new GAL derivatives with higher affinity to AChE [ 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 ].…”

Galantamine derivatives with indole moiety: Docking, design, synthesis and acetylcholinesterase inhibitory activity

“…43 This multiple-target action of GAL makes it a most valuable drug for AD treatment and prompts the synthesis of novel GAL derivatives with improved binding to AChE. [44][45][46][47][48][49][50] Several series of GAL derivatives with dual site binding to the enzyme have been prepared and tested. 46,[51][52][53]24 All of them showed good AChE inhibitory activities.…”

4a,5,9,10,11,12-Hexahydro-6H-benzo[a]cyclohepta[hi]benzofuran - Synthesis of Unnatural Galanthamine Analogs

“…We synthesized the norbelladine analog ( 11 ) as intermediate for the oxidative tandem cyclization: 2-bromo-4-methoxy-5-(1-methylethoxy)benzaldehyde ( 1 ) [ 7 ] was homologized by a Wittig reaction [ 8 ] using (methoxymethyl)triphenylphosphonium chloride/potassium- tert. -butoxide and subsequent hydrolysis of the formed enol ether ( 2 ), isolated as a mixture of cis/trans isomers, to give the substituted benzene acetaldehyde ( 3 ) with 83% yield.…”