Hydroxylation at carbon-2 of ent-16-oxo-17-norkauran-19-oic acid by Fusarium proliferatum.
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.
Rocha
Alessandra Duarte
AD
Departamento de Química, ICEx, Universidade Federal de Minas Gerais, Belo Horizonte, MG, Brazil.
dos Santos
Geandson Coelho
GC
Fernandes
Nelson Gonçalves
NG
Pfenning
Ludwig Heinrich
LH
Takahashi
Jacqueline Aparecida
JA
Boaventura
Maria Amélia Diamantino
MA
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
C552149:2beta-hydroxy, ent-16-oxo-17-norkauran-19-oic acid; D045786:Diterpenes, Kaurane; C552148:ent-16-oxo-17-norkauran-19-oic acid