RESUMO
Biotransformation of (-)-ambrox (1) with cell suspension cultures of Actinidia deliciosa (Kiwifruit) yielded the regio- and stereospecific oxygenated products 3-oxoambrox (2), 3beta-hydroxyambrox (3), 1alpha-hydroxyambrox (4), 3beta,6beta-dihydroxyambrox (5), 1alpha,6beta-dihydroxyambrox (6), and 1alpha,3beta-dihydroxyambrox (7). Metabolites 6 and 7 were found to be new compounds. These metabolites were structurally characterized on the basis of spectroscopic studies. The structure of compound 6 was unambiguously deduced by single-crystal X-ray diffraction techniques. Metabolites 2-7 were evaluated for in vitro inhibitory activity against the thymidine phosphorylase enzyme.
Assuntos
Actinidia/metabolismo , Furanos/metabolismo , Naftalenos/metabolismo , Actinidia/química , Biotransformação , Cristalografia por Raios X , Inibidores Enzimáticos/farmacologia , Escherichia coli/enzimologia , Furanos/química , Conformação Molecular , Estrutura Molecular , Naftalenos/química , Estereoisomerismo , Timidina Fosforilase/antagonistas & inibidoresRESUMO
A novel sesterterpene, leucosceptrine, was isolated from the medicinal plant Leucosceptrum canum from Nepal. The structure was determined by single-crystal X-ray diffraction and spectroscopic techniques. The biosynthesis of leucosceptrine (1) is proposed here. Leucosceptrine (1) exhibited prolylendopeptidase inhibitory activity.