Absolute Configuration and Synthesis of (+)-Caudoxirene, the Gamete-Releasing and Gamete-Attracting Pheromone of the Brown AlgaPerithalia caudata(Phaeophyceae)
| Autor: | Dieter Wirth, Dieter G. Müller, Wilhelm Boland |
|---|---|
| Rok vydání: | 1992 |
| Předmět: |
biology
Chemistry Stereochemistry Organic Chemistry Diastereomer Absolute configuration Epoxide biology.organism_classification Biochemistry Catalysis Inorganic Chemistry Brown algae chemistry.chemical_compound medicine.anatomical_structure Drug Discovery medicine Pheromone Gamete Perithalia caudata Organic chemistry Physical and Theoretical Chemistry Enantiomer |
| Zdroj: | Helvetica Chimica Acta. 75:751-758 |
| ISSN: | 0018-019X |
| Popis: | The absolute configuration of the gamete-releasing and -attracting pheromone 2-vinyl-3-(5′-vinylcyclopent-2′-enyl)oxirane ( =(+)-caudoxirene; (+)-1) of the marine brown alga Perithalia caudata is established as (2R,3R,1′S,5′S). Highly diastereoselective syntheses and the biological activities of three diastereoisomers of 1 are described. Compound (+)-(2R,3R,1′S,5′S)-1 is the first fully characterized epoxypheromone from marine brown algae (Phaeophyceae). |
| Databáze: | OpenAIRE |
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