title: Structure and Biogenesis of Roussoellatide, a Dichlorinated Polyketide from the Marine-Derived Fungus Roussoella sp. DLM33.
abstract: The structure of the fungal metabolite roussoellatide (1) has been established by spectroscopic and X-ray diffraction analyses. Results from feeding experiments with [1-(13)C]acetate, [2-(13)C]acetate, and [1,2-(13)C]acetate were consistent with a biosynthetic pathway to the unprecedented skeleton of 1 involving Favorskii rearrangements in separate pentaketides, subsequently joined via an intermolecular Diels-Alder reaction.
authors.affiliation: Instituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
authors.forename: Everton L F
authors.initials: EL
authors.lastname: Ferreira
authors.affiliation: Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia , Vancouver, BC V6T 1Z1, Canada.
authors.forename: David E
authors.initials: DE
authors.lastname: Williams
authors.affiliation: Instituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
authors.forename: Laura P
authors.initials: LP
authors.lastname: Ióca
authors.affiliation: Instituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
authors.forename: Raquel P
authors.initials: RP
authors.lastname: Morais-Urano
authors.affiliation: Instituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
authors.forename: Mario F C
authors.initials: MF
authors.lastname: Santos
authors.affiliation: Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia , Vancouver, BC V6T 1Z1, Canada.
authors.forename: Brian O
authors.initials: BO
authors.lastname: Patrick
authors.affiliation: Departamento de Ciências Exatas, Escola Superior de Agricultura Luiz de Queiroz, Universidade de São Paulo , CP 9, Agronomia, CEP 13418-900, Piracicaba, SP, Brazil.
authors.forename: Luciana M
authors.initials: LM
authors.lastname: Elias
authors.affiliation: Departamento de Ciências Exatas, Escola Superior de Agricultura Luiz de Queiroz, Universidade de São Paulo , CP 9, Agronomia, CEP 13418-900, Piracicaba, SP, Brazil.
authors.forename: Simone P
authors.initials: SP
authors.lastname: Lira
authors.affiliation: Departamento de Química, Universidade Federal de São Carlos , 13565-905, São Carlos, SP, Brazil.
authors.forename: Antonio G
authors.initials: AG
authors.lastname: Ferreira
authors.affiliation: Divisão de Recursos Microbianos, Centro Pluridisciplinar de Pesquisas Químicas, Biológicas e Agrícolas, Universidade Estadual de Campinas , CEP 13140-000, Paulínia, SP, Brazil.
authors.forename: Michel R Z
authors.initials: MR
authors.lastname: Passarini
authors.affiliation: Departamento de Bioquímica e Microbiologia, Instituto de Biociências, Universidade Estadual Paulista "Júlio de Mesquita Filho" , 1515, Rio Claro, SP, Brazil.
authors.forename: Lara D
authors.initials: LD
authors.lastname: Sette
authors.affiliation: Departments of Chemistry and Earth, Ocean & Atmospheric Sciences, University of British Columbia , Vancouver, BC V6T 1Z1, Canada.
authors.forename: Raymond J
authors.initials: RJ
authors.lastname: Andersen
authors.affiliation: Instituto de Química de São Carlos, Universidade de São Paulo , CP 780, CEP 13560-970, São Carlos, SP, Brazil.
authors.forename: Roberto G S
authors.initials: RG
authors.lastname: Berlinck
mesh_terms: D001203:Ascomycota / Q000737:chemistry*; D018360:Crystallography, X-Ray; D061565:Cycloaddition Reaction; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry; D008386:Marine Biology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D061065:Polyketides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006843:Hydrocarbons, Chlorinated; D061065:Polyketides; C000605680:roussoellatide