Structure elucidation and synthesis of hydroxylated isatins from Streptomycetes

Autor: Hartmut Laatsch, Imelda Schuhmann, Vimal Nair, Birger Dittrich, Khaled A. Shaaban, Lei Lei, Elisabeth Helmke, Anja Schüffler, Hnin Yu Win, Mohamed Shaaban
Rok vydání: 2016
Předmět:
Zdroj: Zeitschrift für Naturforschung B. 71:1191-1198
ISSN: 1865-7117
0932-0776
DOI: 10.1515/znb-2016-0143
Popis: Chemical investigation of terrestrial and marine streptomycete isolates led to the identification of two new natural pigments, namely, 6-hydroxyisatin (3) and 6-hydroxy-5-methoxyisatin (4). Additionally, the strains delivered numerous known compounds, among them N β -acetyltryptamine, N-acetyltyramine, phenylacetamide, N-(2-phenethyl)acetamide, 1-acetyl-β-carboline, tyrosol, 2′-deoxyadenosine, 2′-deoxythymidine, anthranilic acid, 2′-deoxyuridine, indolyl-3-acetic acid, indolyl-3-carboxylic acid, and p-hydroxybenzoic acid. The isatin structures were deduced by NMR and mass studies and further confirmed by synthesis and by X-ray diffraction of the isomeric 5-hydroxy-6-methoxyisatin (5).
Databáze: OpenAIRE