title: Neuronal growth promoting sesquiterpene-neolignans; syntheses and biological studies.
abstract: The use of small molecules that can promote neuronal growth represents a promising approach to regenerative science. Along these lines we have developed separate short or modular syntheses of the natural products caryolanemagnolol and clovanemagnolol, small molecules previously shown to promote neuronal growth and induce choline acetyltransferase activity. The postulated biosynthetic pathways, potentially leading to the assembly of these molecules in nature, have guided the laboratory syntheses, allowing the preparation of both natural products in as few as two steps. With synthetic access to the compounds as single enantiomers we have examined clovanemagnolol's ability to promote the growth of embryonic hippocampal and cortical neurons. Clovanemagnolol has been shown to be a potent neurotrophic agent, promoting neuronal growth at concentrations of 10 nM.
authors.affiliation: Chemistry and Biochemistry, The University of Texas at Austin, 1 University Station, A5300 Austin, Texas 78712, United States.
authors.forename: Xu
authors.initials: X
authors.lastname: Cheng
authors.forename: Nicole
authors.initials: N
authors.lastname: Harzdorf
authors.forename: Zin
authors.initials: Z
authors.lastname: Khaing
authors.forename: Danby
authors.initials: D
authors.lastname: Kang
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Camelio
authors.forename: Travis
authors.initials: T
authors.lastname: Shaw
authors.forename: Christine E
authors.initials: CE
authors.lastname: Schmidt
authors.forename: Dionicio
authors.initials: D
authors.lastname: Siegel
mesh_terms: D000818:Animals; D002478:Cells, Cultured; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D006624:Hippocampus / Q000166:cytology / Q000187:drug effects* / Q000254:growth & development; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D009474:Neurons / Q000166:cytology / Q000187:drug effects*; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012717:Sesquiterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D017705:Lignans; D010636:Phenols; D012717:Sesquiterpenes; C549995:caryolanemagnolol; C549996:clovanemagnolol