title: Total synthesis and structural confirmation of the marine natural product Dysinosin A: a novel inhibitor of thrombin and Factor VIIa.
abstract: The structure and absolute configuration of the marine antithrombotic product dysinosin A was confirmed by total synthesis. The strategy involved disconnections to three subunits, of which two were synthesized from the readily available l-glutamic acid, d-leucine, and d-mannitol. The Grubbs olefin metathesis carbocyclization reaction was utilized to prepare two intermediates.
authors.affiliation: Department of Chemistry, Université de Montréal, C.P. 6128, Succursale Centre-ville, Québec H3C 3J7 Canada. stephen.hanessian@umontreal.ca
authors.forename: Stephen
authors.initials: S
authors.lastname: Hanessian
authors.forename: Roberto
authors.initials: R
authors.lastname: Margarita
authors.forename: Adrian
authors.initials: A
authors.lastname: Hall
authors.forename: Shawn
authors.initials: S
authors.lastname: Johnstone
authors.forename: Martin
authors.initials: M
authors.lastname: Tremblay
authors.forename: Luca
authors.initials: L
authors.lastname: Parlanti
mesh_terms: D000818:Animals; D015942:Factor VIIa / Q000037:antagonists & inhibitors*; D007211:Indoles / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D015842:Serine Proteinase Inhibitors / Q000138:chemical synthesis*; D013917:Thrombin / Q000037:antagonists & inhibitors*
chemical_list: D007211:Indoles; D011758:Pyrroles; D015842:Serine Proteinase Inhibitors; C470588:dysinosin A; D015942:Factor VIIa; D013917:Thrombin