title: Hydroxylation at carbon-2 of ent-16-oxo-17-norkauran-19-oic acid by Fusarium proliferatum.
abstract: A new product of biotransformation of ent-16-oxo-17-norkauran-19-oic acid (1) by Fusarium proliferatum was isolated and identified as a 2beta-hydroxy derivative (2). The structure of 2 was elucidated on the basis of spectroscopic data interpretation and single-crystal X-ray diffraction analysis. The allelopathic activity of compound 2 was evaluated on the growth of radicals and shoots of Lactuca sativa (lettuce). This is the first time that fungal hydroxylation at position C-2 has been reported on an ent-kaurane diterpene skeleton.
authors.affiliation: Departamento de Química, ICEx, Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil.
authors.forename: Alessandra Duarte
authors.initials: AD
authors.lastname: Rocha
authors.forename: Geandson Coelho
authors.initials: GC
authors.lastname: dos Santos
authors.forename: Nelson Gonçalves
authors.initials: NG
authors.lastname: Fernandes
authors.forename: Ludwig Heinrich
authors.initials: LH
authors.lastname: Pfenning
authors.forename: Jacqueline Aparecida
authors.initials: JA
authors.lastname: Takahashi
authors.forename: Maria Amélia Diamantino
authors.initials: MA
authors.lastname: Boaventura
mesh_terms: D001711:Biotransformation; D001938:Brazil; D018360:Crystallography, X-Ray; D045786:Diterpenes, Kaurane / Q000737:chemistry*; D005670:Fusarium / Q000378:metabolism*; D006900:Hydroxylation; D018545:Lactuca / Q000187:drug effects* / Q000254:growth & development; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D031209:Wedelia / Q000737:chemistry
chemical_list: C552149:2beta-hydroxy, ent-16-oxo-17-norkauran-19-oic acid; D045786:Diterpenes, Kaurane; C552148:ent-16-oxo-17-norkauran-19-oic acid