Journal
JOURNAL OF NATURAL PRODUCTS
Volume 73, Issue 2, Pages 279-283Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np900672h
Keywords
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Funding
- NIH [CA52955, NS053398]
- UC Irvine GAANN fellowship
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Malhamensilipin A (2), a bioactive chlorosulfolipid initially reported in 1994 front the freshwater alga Poterioochromonas malhamensis, was reinvestigated for its Structural and stereochemical feature. HRESIMS data revealed that 2 possesses two Sulfate groups rather than the one originally reported. A combination of J-based configurational and Mosher's analyses led us to assign its absolute configurational as 11R, 12S, 13S, 14R, 15S, and 16S. Finally, comparison of H-1 and C-13 NMR chemical shifts with synthetic standards confirmed that malhamensilipin A (2) possesses it terminal double bond of E configuration.
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