Identification of the novel antimicrobial fatty acid (5Z,9Z)-14-methyl-5,9-pentadecadienoic acid in Eunicea succinea

Journal of Natural Products
N M CarballeiraF A González

Abstract

The phospholipid fatty acid composition of Eunicea succinea was investigated, and the novel (5Z,9Z)-14-methyl-5,9-pentadecadienoic acid was identified. Structural characterization was accomplished by means of mass spectrometry of its pyrrolidide derivative, NMR, FT1R, and total synthesis. Other interesting phospholipid fatty acids in E. succinea were the tetracosapolyenoic acids 6,9,12,15,18,21-tetracosahexaenoic acid (24:6) and 6,9,12,15,18-tetracosapentaenoic acids (24:5). The title compound was particularly active against Gram-positive bacteria such as Staphylococcus aureus (MIC 0.24 mumol/mL) and Streptococcus faecalis (MIC 0.16 mumol/ mL).

References

Dec 1, 1973·Journal of the American Oil Chemists' Society·O S PrivettA Stolyhwo
Apr 1, 1996·Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology·N M CarballeiraA D Rodríguez

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Citations

Apr 15, 2003·Chemistry and Physics of Lipids·Valery M DembitskyMorris Srebnik
Apr 24, 2007·Basic & Clinical Pharmacology & Toxicology·Viswanadha Vijaya PadmaKunga Mohan Ramkuma
Mar 31, 2005·Phytochemistry·Valery M DembitskyLumír O Hanus
Jun 19, 2007·Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology·Jacqueline L ShapoSylvia B Galloway
Aug 14, 2013·Chemical Communications : Chem Comm·Vladimir A D'yakonovUsein M Dzhemilev
Nov 26, 2002·Journal of Natural Products·Néstor M CarballeiraFernando A González
Jun 24, 2021·AMB Express·Vida Tafakori

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