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Nat Prod Res ; 31(22): 2647-2653, 2017 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-28278633

RESUMO

The use of kaurane diterpenes as substrates in fungal biotransformation to achieve bioactive compounds has been widely reported. In this work, the natural product kaurenoic acid, a diterpene widely distributed in the plant Kingdom, was chemically converted into ent-15α-hydroxy-kaur-16-en-19-oic acid (1). Substrate 1 was subjected to biotransformation by the fungus Fusarium proliferatum, furnishing a new derivative, ent-2α,15α-dihydroxy-kaur-16-en-19-oic acid (2). The structure of metabolite 2 was deduced on the basis of spectroscopy and MS data. Derivative 2 showed allelopathic activity on germination and growth of root and stem of lettuce (Lactuca sativa), inhibiting 100% of germination and growth of roots and stem, at higher concentration assayed (10-4 mol/L).


Assuntos
Alelopatia , Diterpenos/metabolismo , Diterpenos/farmacologia , Fusarium/metabolismo , Biotransformação , Diterpenos/química , Avaliação Pré-Clínica de Medicamentos/métodos , Lactuca/crescimento & desenvolvimento , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Raízes de Plantas/crescimento & desenvolvimento
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