title: Total Synthesis of Denbinobin.
abstract: A total synthesis of denbinobin (1) in seven steps with an overall yield of 10% is reported. This synthesis used an FeCl3-assisted cyclization of stilbene to form a phenanthrene. The poor yields of the decarboxylation and methoxylation steps were improved upon to become essentially quantitative. This scalable methodology was carried out using ordinary laboratory reagents.
authors.affiliation: School of Pharmacy, College of Pharmacy, Taipei Medical University , Taipei 11031, Taiwan.
authors.forename: Hsueh-Yun
authors.initials: HY
authors.lastname: Lee
authors.affiliation: School of Pharmacy, College of Pharmacy, Taipei Medical University , Taipei 11031, Taiwan.
authors.forename: Sunil
authors.initials: S
authors.lastname: Kumar
authors.affiliation: School of Pharmacy, College of Pharmacy, Taipei Medical University , Taipei 11031, Taiwan.
authors.forename: Tzu-Cheng
authors.initials: TC
authors.lastname: Lin
authors.affiliation: School of Pharmacy, College of Pharmacy, Taipei Medical University , Taipei 11031, Taiwan.
authors.forename: Jing-Ping
authors.initials: JP
authors.lastname: Liou
mesh_terms: D000880:Anthraquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D002712:Chlorides / Q000737:chemistry; D003500:Cyclization; D005290:Ferric Compounds / Q000737:chemistry; D015394:Molecular Structure; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000880:Anthraquinones; D000972:Antineoplastic Agents, Phytogenic; D002712:Chlorides; D005290:Ferric Compounds; D010616:Phenanthrenes; C436544:denbinobin; C024555:ferric chloride