title: Synthesis of (+)-complanadine A, an inducer of neurotrophic factor excretion.
abstract: A total synthesis of the Lycopodium alkaloid (+)-complanadine A is described. Complanadine A has been shown to induce the secretion of neurotrophic factors from 1321N1 cells, promoting the differentiation of PC-12 cells. The use of a simplifying metal mediated [2+2+2] + [2+2+2] sequence using a silyl-substituted diyne and 2 equiv of the corresponding alkyne-nitrile has provided rapid access to the natural product.
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA.
authors.forename: Changxia
authors.initials: C
authors.lastname: Yuan
authors.forename: Chih-Tsung
authors.initials: CT
authors.lastname: Chang
authors.forename: Abram
authors.initials: A
authors.lastname: Axelrod
authors.forename: Dionicio
authors.initials: D
authors.lastname: Siegel
mesh_terms: D000818:Animals; D002454:Cell Differentiation; D002478:Cells, Cultured; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000494:pharmacology; D032502:Lycopodium / Q000378:metabolism*; D009414:Nerve Growth Factors / Q000378:metabolism*; D009457:Neuroglia / Q000187:drug effects / Q000378:metabolism; D051381:Rats
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D009414:Nerve Growth Factors; C550939:complanadine A