Five new galactolipids from the freshwater microalga Porphyridium aerugineum and their nitric oxide inhibitory activity

Banskota, AH; Stefanova, R; Sperker, S; Melanson, R; Osborne, JA; O'Leary, SJB

HERO ID

2049785

Reference Type

Journal Article

Year

2013

HERO ID 2049785
In Press No
Year 2013
Title Five new galactolipids from the freshwater microalga Porphyridium aerugineum and their nitric oxide inhibitory activity
Authors Banskota, AH; Stefanova, R; Sperker, S; Melanson, R; Osborne, JA; O'Leary, SJB
Journal Journal of Applied Phycology
Volume 25
Issue 4
Page Numbers 951-960
Abstract Chemical investigation of the freshwater rhodophyte microalga Porphyridium aerugineum led to the isolation of five new galactolipids, namely, (2S)-1-O-eicosapentaenoyl-2-O-arachidonoyl-3-O-beta-d-galactopyranosylglycerol (1), (2S)-1-O-eicosapentaenoyl-2-O-linoleoyl-3-O-beta-d-galactopyranosylglycerol (2), (2S)-1-O-arachidoyl-2-O-palmitoyl-3-O-(beta-d-galactopyranosyl-6-1 alpha-d-galactopyranosyl)-glycerol (6), (2S)-1-O-eicosapentaenoyl-2-O-arachidoyl-3-O-(beta-d-galactopyranosyl-6-1 alpha-d-galactopyranosyl)-glycerol (7), and (2S)-1-O-eicosapentaenoyl-2-O-linoleoyl-3-O-(beta-d-galactopyranosyl-6-1 alpha-d-galactopyranosyl)-glycerol (8) together with five known galactolipids. The stereo-structures of all new galactolipids were elucidated by spectroscopic analyses and both enzymatic and chemical degradation methods. This is the first report of galactolipids from P. aerugineum. The newly isolated galactolipids showed strong and dose-dependent nitric oxide (NO) inhibitory activity against lipopolysaccharide-induced NO production in RAW264.7 macrophage cells. Both galactolipids 1 and 2 possessed stronger NO inhibitory activity than N (G)-methyl-l-arginine acetate salt, a well-known NO inhibitor used as a positive control. Further study suggested that these galactolipids inhibit NO production through downregulation of inducible nitric oxide synthase expression.
Doi 10.1007/s10811-012-9935-9
Wosid WOS:000321588800004
Url http://link.springer.com/10.1007/s10811-012-9935-9
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword Porphyridium aerugineum; Rhodophyta; Galactolipid; Monogalactosyldiacylglycerol (MGDG) Digalactosyldiacylglycerol (DGDG); Nitric oxide; Inducible nitric oxide synthase