Characterization of bioactive glycolipids from Scytonema julianum (cyanobacteria)

Antonopoulou, Smaragdi; Nomikos, Tzortzis; Oikonomou, Alexandra; Kyriacou, Adamantini; Andriotis, Michalis; Fragopoulou, Elizabeth; Pantazidou, Adriani

doi:10.1016/j.cbpc.2004.10.006

Cited by 27 publications

(14 citation statements)

References 18 publications

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“…For example, glycol analogs of ceramides and of PG with antithrombotic and antiinflammatory activities have been reported in cyanobacteria (Antonopoulou et al 2005).…”

Section: Introductionmentioning

confidence: 99%

Profiles of photosynthetic glycerolipids in three strains of Skeletonema determined by UPLC-Q-TOF-MS

Yan

Chen

et al. 2010

J Appl Phycol

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An exhaustive qualitative and quantitative profiling of the photosynthetic glycerolipids in three strains of the marine diatom Skeletonema sp. was carried out by ultra performance liquid chromatography-electrospray ionizationquadrupole-time of flight-mass spectrometry. In the diatom thylakoid membrane, monogalactosyldiacylglycerol (MGDG) and digalactosyldiacylglycerol (DGDG) account for about 45-70% and 5-15% of the total membrane lipids, respectively. The anionic sulfoquinovosyldiacylglycerol (SQDG) as well as the likewise anionic phosphatidylglycerol (PG) contribute between 10-40% and 4-10% each. The predominant species of MGDG were those with C 16:3 /C 16:3 , C 20:5 / 16:1 , and C 20:5 /C 16:3 . Three main molecular species of DGDG contained C 20:5 /C 16:1 , C 20:5 /C 16:2 , and C 16:1 /C 16:1 . The major molecular species of SQDG were those containing combinations of C 14:0 /C 14:0 , C 14:0 /C 16:0, C 14:0 /C 16:1 , and C 14:0 /C 16:3 . All the PG classes contained the C 18:1 /C 18:1 as the main molecular species. Based on the fatty acid species in sn-2 position, it is indicated that MGDG and DGDG are biosynthesized through prokaryotic pathway exclusively within the chloroplast, whereas PG and SQDG have a typical mixed biosynthetic pathway (both prokaryotic pathway and eukaryotic pathways). The chemical characteristics of photosynthetic glycerolipids related with ecological physiology are discussed.

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“…For example, glycol analogs of ceramides and of PG with antithrombotic and antiinflammatory activities have been reported in cyanobacteria (Antonopoulou et al 2005).…”

Section: Introductionmentioning

confidence: 99%

Profiles of photosynthetic glycerolipids in three strains of Skeletonema determined by UPLC-Q-TOF-MS

Yan

Chen

et al. 2010

J Appl Phycol

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“…Moreover, their importance has been recently raised by the description of their different biological activity, mainly related to their anti-inflammatory, antitumor-promoting, antialgal, hemolytic and antiviral properties [13]. For example, glycol analogs of ceramides and of PG with anti-thrombotic and antiinflammatory activities have been reported in cyanobacteria [14].…”

Section: Introductionmentioning

confidence: 99%

Global characterization of the photosynthetic glycerolipids from a marine diatom Stephanodiscus sp. by ultra performance liquid chromatography coupled with electrospray ionization-quadrupole-time of flight mass spectrometry

Chen

Yan

et al. 2010

Analytica Chimica Acta

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“…Some studies have shown that even monosugar α-galactosylceramide glycolipid (α-GalCer) could cause a strong immune response, potently induce antitumor immunity through increasing IL-12 production by dendritic cells [55] and can activate iNKT cells and protect mice against a variety of diseases, including cancer, infection and several autoimmune and inflammatory conditions in preclinical studies [10]. Phosphoglycolipids of the cyanobacterium Scytonema julianum antagonize the actions of platelet-activating factor [56].…”

Section: Discussionmentioning

confidence: 99%

TLR-independent induction of human monocyte IL-1 by phosphoglycolipids from thermophilic bacteria

Hua²,

Yang

et al. 2007

Glycoconj J

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The structures of phosphoglycolipids PGL1 and PGL2 from the thermophilic bacteria Meiothermus taiwanensis, Meiothermus ruber, Thermus thermophilus, and Thermus oshimai are determined recently (Yang et al. in J Lipid Res. 47:1823-1932, 2006). These bacteria belong to Gram-negative bacteria that do not contain lipopolysaccharide, but high amounts of phosphoglycolipids and glycoglycerolipids. Here we show that PGL1/PGL2 mixture (PGL1: PGL2 = 10:1 ~ 10:2) from M. taiwanensis and T. oshimai, but not T. thermophilus and M. ruber, up-regulate interleukin-1beta (IL-1beta) production in human THP-1 monocytes and blood-isolated primary monocytes. PGL2 was purified after phospholipase A2 hydrolysis of PGL1 in the PGL1/PGL2 mixture followed by column chromatography. PGL2 did not induce proIL-1 production, even, partially (35-40%) inhibited PGL1-mediated proIL-1 production, showing that PGL1 is the main inducer of proIL-1 production in PGL1/PGL2 mixture. The production of proIL-1 stimulated by phosphoglycolipids was strongly inhibited by specific PKC-alpha, MEK1/2, and JNK inhibitors, but not by p38-specific inhibitor. The intracellular calcium influx was involved in phosphoglycolipids-mediated proIL-1 production. Using blocking antibody and Toll-like receptor (TLR)-linked NF-kappaB luciferase assays, we found that the cellular receptor(s) for phosphoglycolipids on proIL-1 production was TLR-independent. Further, phosphoglycolipids isolated from T. thermophilus and M. ruber did not induce proIL-1 production, even though T. thermophilus possess more PGL1 than PGL2 (6:4). Specially, the fatty acid composition of phosphoglycolipids from both T. thermophilus and M. ruber consists of a low percentage of C15 (<10%) and a high percentage of C17 (>75%). It suggests, the C15 percentage of PGL may play a critical role in PGL-mediated proIL-1 induction.

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Characterization of bioactive glycolipids from Scytonema julianum (cyanobacteria)

Cited by 27 publications

References 18 publications

Profiles of photosynthetic glycerolipids in three strains of Skeletonema determined by UPLC-Q-TOF-MS

Profiles of photosynthetic glycerolipids in three strains of Skeletonema determined by UPLC-Q-TOF-MS

Global characterization of the photosynthetic glycerolipids from a marine diatom Stephanodiscus sp. by ultra performance liquid chromatography coupled with electrospray ionization-quadrupole-time of flight mass spectrometry

TLR-independent induction of human monocyte IL-1 by phosphoglycolipids from thermophilic bacteria

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