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| Title: | Validating an endoperoxide as a key intermediate in the biosynthesis of elysiapyrones |
Authors: | Díaz-Marrero, Ana R. CSIC ORCID; Cueto, Mercedes CSIC ORCID ; D'Croz, Luis; Darias, José CSIC | Issue Date: | 24-Jan-2008 | Publisher: | American Chemical Society | Citation: | Organic Letters 10(14): 3057-3060 (2008) | Abstract: | 1−3 isolated from Elysia diomedea are described. Compound 1 is an endoperoxide derivative of elysiapyrone A. The biomimetic-type transformation of compound 1 to elysiapyrone A catalyzed by neutral base transformed the endoperoxide to a vicinal diepoxide, thus suggesting the endoperoxide as a key intermediate in the biosynthesis of elysiapyrone A. A biogenetic pathway for their formation involving a cycloaddition of singlet oxygen to a polypropionate alkenyl open chain is proposed. | Description: | 4 pages, 5 figures.-- PMID: 18572945 [PubMed].-- Printed version published Jul 17, 2008. Supporting information available at: http://pubs.acs.org/doi/suppl/10.1021/ol8010425 |
Publisher version (URL): | http://dx.doi.org/10.1021/ol8010425 | URI: | http://hdl.handle.net/10261/13499 | DOI: | 10.1021/ol8010425 | ISSN: | 1523-7060 |
| Appears in Collections: | (IPNA) Artículos |
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