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Two New Monogalactosyl Diacylglycerols from Brown Alga Sargassum thunbergii
Author(s) -
Kim Young Hwan,
Kim EunHee,
Lee Chulhyun,
Kim MiHee,
Rho JungRae
Publication year - 2007
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/s11745-007-3035-7
Subject(s) - glycerol , chemistry , hydrolysis , glycolipid , fast atom bombardment , moiety , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , enzymatic hydrolysis , mass spectrometry , sargassum , chromatography , organic chemistry , biochemistry , botany , algae , biology
Two new monogalactosyl diacylglycerols (MGDGs) along with two known glycolipids were isolated from the moderate polar fraction of the methanolic extract of the brown alga Sargassum thunbergii by using reversed silica flash chromatography. Two new MGDGs were identified as (2 S )‐1‐ O ‐(5 Z ,8 Z ,11 Z ,14 Z ,17 Z ‐eicosapentaenoyl)‐2‐ O ‐(9 Z ,12 Z ,15 Z ‐octadecatrienoyl)‐3‐ O ‐β‐ d ‐galactopyranosyl‐ sn ‐glycerol ( 1 ) and (2 S )‐1‐ O ‐(9Z,12Z,15Z‐octadecatrienoyl)‐2‐ O ‐(6Z,9Z,12Z,15Z‐octadecatetraenoyl)‐3‐ O ‐β‐ d ‐galactopyranosyl‐ sn ‐glycerol ( 2 ) by FAB tandem mass spectrometry, NMR techniques, and specific enzyme‐catalyzed hydrolysis of the sn ‐1 fatty acyl linkage. The regiochemical attachment of the acyl chains in the glycerol moiety was established by 2D NMR correlations and confirmed by enzymatic hydrolysis.