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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/59430
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dc.creatorGabriel Franco dos Santospt_BR
dc.creatorJavier Moragapt_BR
dc.creatorJacqueline Aparecida Takahashipt_BR
dc.creatorMuriel Viaudpt_BR
dc.creatorJames R. Hansonpt_BR
dc.creatorRosario Hernández Galánpt_BR
dc.creatorIsidro González Colladopt_BR
dc.date.accessioned2023-10-11T22:19:06Z-
dc.date.available2023-10-11T22:19:06Z-
dc.date.issued2017-06-15-
dc.citation.volume15pt_BR
dc.citation.issue25pt_BR
dc.citation.spage5357pt_BR
dc.citation.epage5363pt_BR
dc.identifier.doihttps://doi.org/10.1039/C7OB01088Ept_BR
dc.identifier.issn1477-0520pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/59430-
dc.description.resumoBotrytis cinerea is a polyphagous fungal parasite which causes serious damage to more than 200 plant species and consequent economic losses for commercial crops. This pathogen produces two families of phytotoxins, the botryanes and botcinins, which are involved in the infection mechanism. The B. cinerea genome has provided a complete picture of the genes involved in the biosynthesis of its secondary metabolites. The botrydial biosynthetic gene cluster has been identified. This cluster consists of seven genes, where the genes BcBOT1, BcBOT3 and BcBOT4 encode three mono-oxygenases. A study of the Bcbot4Δ null mutant revealed that this mono-oxygenase was involved in the hydroxylation at C-4 of the probotryane skeleton (C-11 of the presilphiperfolane skeleton). A detailed study of the Bcbot4Δ null mutant has been undertaken in order to study the metabolic fate of the presilphiperfolan-8-ol intermediate biosynthesized by this organism and in particular by this strain. As a result three new presilphiperfolanes and three new cameroonanes have been identified. The results suggest that the absence of the oxygen function at C-11 of the presilphiperfolane skeleton permits rearrangement to a cameroonane whilst hydroxylation at C-11 precludes this rearrangement. It is possible that the interactions of the C-11 hydroxylated derivatives perturb the stereo-electronic requirements for the migration of the C-11:C-7 sigma bond to C-8.pt_BR
dc.format.mimetypepdfpt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.relation.ispartofOrganic & Biomolecular Chemistrypt_BR
dc.rightsAcesso Abertopt_BR
dc.subjectSesquiterpenospt_BR
dc.subjectQuímicapt_BR
dc.subjectFungospt_BR
dc.subject.otherSesquiterpenospt_BR
dc.subject.otherQuímicapt_BR
dc.subject.otherFungospt_BR
dc.titleThe formation of sesquiterpenoid presilphiperfolane and cameroonane metabolites in the Bcbot4 null mutant of Botrytis cinereapt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://pubs.rsc.org/en/content/articlelanding/2017/OB/C7OB01088Ept_BR
dc.identifier.orcidhttp://orcid.org/0000-0002-4155-6238pt_BR
dc.identifier.orcidhttp://orcid.org/0000-0001-6383-924Xpt_BR
dc.identifier.orcidhttp://orcid.org/0000-0002-8831-1609pt_BR
dc.identifier.orcidhttp://orcid.org/0000-0001-8341-0555pt_BR
dc.identifier.orcidhttp://orcid.org/0000-0003-1887-4796pt_BR
dc.identifier.orcidhttp://orcid.org/0000-0002-8612-0593pt_BR
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