Identification and Bioactivity of 3-epi-Xestoaminol C Isolated from the New Zealand Brown Alga Xiphophora chondrophylla

We report here the bioassay-guided isolation of a new 1-deoxysphingoid, 3-epi-xestoaminol C (1), isolated from the New Zealand brown alga Xiphophora chondrophylla. This is the first report of a 1-deoxysphingoid from a brown alga. We describe the isolation and full structure elucidation of this compo...

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Published inJournal of natural products (Washington, D.C.) Vol. 77; no. 6; pp. 1519 - 1523
Main Authors Dasyam, Nathaniel, Munkacsi, Andrew B, Fadzilah, Nazmi H, Senanayake, Dinindu S, O’Toole, Ronan F, Keyzers, Robert A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society and American Society of Pharmacognosy 27.06.2014
Amer Chemical Soc
Subjects
Animals
Chemistry, Medicinal
Fatty Alcohols - chemistry
Fatty Alcohols - isolation & purification
Fatty Alcohols - pharmacology
Life Sciences & Biomedicine
Marine Biology
Molecular Structure
Mycobacterium tuberculosis - drug effects
New Zealand
Phaeophyceae - chemistry
Pharmacology & Pharmacy
Plant Sciences
Science & Technology
Stereoisomerism
Xiphophora chondrophylla
New Zealand
CERAMIDE
SPISULOSINE
CELL-DEATH
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Summary:We report here the bioassay-guided isolation of a new 1-deoxysphingoid, 3-epi-xestoaminol C (1), isolated from the New Zealand brown alga Xiphophora chondrophylla. This is the first report of a 1-deoxysphingoid from a brown alga. We describe the isolation and full structure elucidation of this compound, including its absolute configuration, along with its bioactivity against mycobacteria and mammalian cell lines and preliminary mechanism of action studies using yeast chemical genomics.
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ISSN:0163-3864
1520-6025
DOI:10.1021/np500171z