Literature DB >> 15901189

Sagittamides A and B. Polyacetoxy long-chain acyl amino acids from a didemnid ascidian.

Sarah C Lievens1, Tadeusz F Molinski.   

Abstract

[structure: see text]. An unidentified tunicate from Pohnpei, Micronesia, yielded sagittamides A and B-compounds comprising a long-chain C26 dicarboxylic acid that acylates terminal L-valine and L-ornithine groups. The structures, which contain an unprecedented internal O-hexacetyl-1,2,3,4,5,6-hexaol moiety, were determined by combined spectroscopic analysis including mass spectrometry and 1D and 2D NMR and chemical degradation. The partial absolute stereochemistry of the new compounds was addressed by Marfey's analysis.

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Year:  2005        PMID: 15901189     DOI: 10.1021/ol050717x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

2.  Progressive-convergent elucidation of stereochemistry in complex polyols. The absolute configuration of (-)-sagittamide A.

Authors:  Sarah C Lievens; Tadeusz F Molinski
Journal:  J Am Chem Soc       Date:  2006-09-13       Impact factor: 15.419

3.  A further contribution to the study of sagittamide A: synthesis of a pivotal intermediate belonging to a rare L-series.

Authors:  Anne Humbert; Karen Plé; Dominique Harakat; Agathe Martinez; Arnaud Haudrechy
Journal:  Molecules       Date:  2012-06-25       Impact factor: 4.411

  3 in total

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