Synthesis of Spinochrome D, A Metabolite of Various Sea-Urchin Species
| Autor: | O. P. Shestak, N. N. Balaneva, V. F. Anufriev, Vyacheslav L. Novikov |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
biology
010405 organic chemistry Chemistry Stereochemistry Metabolite Plant Science General Chemistry 01 natural sciences General Biochemistry Genetics and Molecular Biology 0104 chemical sciences Spinochrome D 010404 medicinal & biomolecular chemistry Hydrolysis chemistry.chemical_compound biology.animal Yield (chemistry) Nucleophilic substitution Sea urchin Naphthazarins |
| Zdroj: | Chemistry of Natural Compounds. 52:213-217 |
| ISSN: | 1573-8388 0009-3130 |
| Popis: | The sea-urchin metabolite spinochrome D (1) was synthesized in 58% overall yield via oxidation of 2,3-dichloronaphthazarin (13) into 2-hydroxy-6,7-dichloronaphthazarin (14), O-methylation of 14, nucleophilic substitution by MeO groups of the Cl atoms in the resulting 2-methoxy-6,7-dichloronaphthazarin (19), and hydrolysis of the obtained 2,3,6-trimethoxynaphthazarin (10). |
| Databáze: | OpenAIRE |
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