title: Novel spiroannulated 3-benzofuranones. Synthesis and inhibition of the human peptidyl prolyl cis/trans isomerase Pin1.
abstract: The novel 3H-spiro[1-benzofuran-2-cyclopentan]-3-one skeleton has been made accessible by different routes. One- and two-step protocols lead to tricyclic and tetracyclic benzofuranones 2 and 3, respectively. A four-step synthesis to spirocompound 4 is described. The novel spirocyclic benzofuranones display modest to no inhibition of the human peptidyl prolyl cis/trans isomerase Pin1.
authors.affiliation: Department of Chemistry, University of Düsseldorf, Universitätstr. 1, D-40225 Düsseldorf, Germany. braunm@uni-duesseldorf.de
authors.forename: Manfred
authors.initials: M
authors.lastname: Braun
authors.forename: Anahita
authors.initials: A
authors.lastname: Hessamian-Alinejad
authors.forename: Boris Féaux
authors.initials: BF
authors.lastname: de Lacroix
authors.forename: Birte Hernandez
authors.initials: BH
authors.lastname: Alvarez
authors.forename: Gunter
authors.initials: G
authors.lastname: Fischer
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007783:Lactones / Q000737:chemistry; D000072340:NIMA-Interacting Peptidylprolyl Isomerase; D019696:Peptidylprolyl Isomerase / Q000037:antagonists & inhibitors*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D001572:Benzofurans; D007783:Lactones; D000072340:NIMA-Interacting Peptidylprolyl Isomerase; D013141:Spiro Compounds; C000606846:PIN1 protein, human; D019696:Peptidylprolyl Isomerase