title: The first total synthesis of (+/-)-arisugacin A, a potent, orally bioavailable inhibitor of acetylcholinesterase.
abstract: The first convergent total synthesis of (+/-)-arisugacin A was accomplished by stereoselective construction of the arisugacin skeleton via a Knoevenagel-type reaction of an alpha,beta-unsaturated aldehyde with a 4-hydroxy 2-pyrone and stereoselective dihydroxylation followed by deoxygenation.
authors.affiliation: The Kitasato Institute and School of Pharmaceutical Sciences, Kitasato University, Tokyo 108-8642, Japan. sunakuzat@pharma.kitasato-u.ac.jp
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Masaki
authors.initials: M
authors.lastname: Handa
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Nagai
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Shirahata
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Harigaya
authors.forename: Kazuhiko
authors.initials: K
authors.lastname: Otoguro
authors.forename: Isao
authors.initials: I
authors.lastname: Kuwajima
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D000110:Acetylcholinesterase / Q000187:drug effects*; D000284:Administration, Oral; D001682:Biological Availability; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology; D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D013057:Spectrum Analysis
chemical_list: D002800:Cholinesterase Inhibitors; D011714:Pyrans; C432303:arisugacin A; D000110:Acetylcholinesterase