Structure and Biogenesis of Roussoellatide, a Dichlorinated Polyketide from the Marine-Derived Fungus Roussoella sp DLM33

Autor(es):Mostrar menos -

Ferreira, Everton L. F. ^[1] ; Williams, David E. ^{[2, 3]} ; Ioca, Laura P. ^[1] ; Morais-Urano, Raquel P. ^[1] ; Santos, Mario F. C. ^[1] ; Patrick, Brian O. ^{[2, 3]} ; Elias, Luciana M. ^[4] ; Lira, Simone P. ^[4] ; Ferreira, Antonio G. ^[5] ; Passarini, Michel R. Z. ^[6] ; Sette, Lara D. ^[7] ; Andersen, Raymond J. ^{[2, 3]} ; Berlinck, Roberto G. S. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[2] Univ British Columbia, Dept Chem & Earth, Vancouver, BC V6T 1Z1 - Canada

^[3] Univ British Columbia, Dept Ocean & Atmospher Sci, Vancouver, BC V6T 1Z1 - Canada

^[4] Univ Sao Paulo, Escola Super Agr Luiz de Queiroz, Dept Ciencias Exatus, BR-13418900 Piracicaba, SP - Brazil

^[5] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil

^[6] Univ Estadual Campinas, Div Recursos Microbianos, Ctr Pluridisciplinar Pesquisas Quim Biol & Agr, BR-13140000 Paulinia, SP - Brazil

^[7] Univ Estadual Paulista, Inst Biociencias, Dept Bioquim & Microbiol, BR-1515 Rio Claro, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: ORGANIC LETTERS; v. 17, n. 21, p. 5152-5155, NOV 6 2015.
• Citações Web of Science: 8

Resumo

The structure of the fungal metabolite roussoellatide (1) has been established by spectroscopic and X-ray diffraction analyses. Results from feeding experiments with {[}1-C-13]acetate, {[}2-C-13]acetate, and {[}1,2-C-13]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. (AU)

• Processo FAPESP: 12/50026-3 - International collaboration in the chemistry of alkaloid natural product biosynthesis
• Beneficiário: Roberto Gomes de Souza Berlinck
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 13/50228-8 - Componentes da biodiversidade, e seus caracteres metabólicos, de ilhas do Brasil: uma abordagem integrada
• Beneficiário: Roberto Gomes de Souza Berlinck
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático