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Extraction, Isolation, Structural Characterization and Anti-Tumor Properties of an Apigalacturonan-Rich Polysaccharide from the Sea Grass Zostera caespitosa Miki.

Lv Y, Shan X, Zhao X, Cai C, Zhao X, Lang Y, Zhu H, Yu G - Mar Drugs (2015)

Bottom Line: The anti-angiogenesis assay showed that ZCMP inhibited the migratory activity of human umbilical vein endothelial cell (HUVECs), with no influence on endothelial cells growth.ZCMP also promoted macrophage phagocytosis.These findings of the present study demonstrated the potential anti-tumor activity of ZCMP through anti-angiogenic and immunoregulatory pathways.

View Article: PubMed Central - PubMed

Affiliation: Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. lvyoujing1988@163.com.

ABSTRACT
An apigalacturonan (AGA)-rich polysaccharide, ZCMP, was isolated from the sea grass Zostera caespitosa Miki. The depolymerized fragments derived from ZCMP were obtained by either acidic degradation or pectinase degradation, and their structures were characterized by electrospray ionization collision-induced-dissociation mass spectrometry (ESI-CID-MS2) and nuclear magnetic resonance (NMR) spectroscopy. The average molecular weight of ZCMP was 77.2 kD and it consisted of galacturonic acid (GalA), apiosefuranose (Api), galactose (Gal), rhamnose (Rha), arabinose (Ara), xylose (Xyl), and mannose (Man), at a molar ratio of 51.4꞉15.5꞉6.0꞉11.8꞉4.2꞉4.4꞉4.2. There were two regions of AGA (70%) and rhamnogalacturonan-I (RG-Ι, 30%) in ZCMP. AGA was composed of an α-1,4-D-galactopyranosyluronan backbone mainly substituted at the O-3 position by single Api residues. RG-Ι possessed a backbone of repeating disaccharide units of →4GalAα1,2Rhaα1→, with a few α-L-arabinose and β-D-galactose residues as side chains. The anti-angiogenesis assay showed that ZCMP inhibited the migratory activity of human umbilical vein endothelial cell (HUVECs), with no influence on endothelial cells growth. ZCMP also promoted macrophage phagocytosis. These findings of the present study demonstrated the potential anti-tumor activity of ZCMP through anti-angiogenic and immunoregulatory pathways.

No MeSH data available.


Related in: MedlinePlus

Negative-ion ESI-MS product-ion spectra of fractions from ZCMP-E. (a) Negative-ion ESI-MS spectrum of ZCMP-E4; (b) Five-fold magnification of the region between 500 and 550 m/z in the negative-ion ESI-MS spectrum of ZCMP-E; (c) Sequence analysis of nonasaccharide GalA7Api2 at m/z 503.76 (triple charged).
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marinedrugs-13-03710-f007: Negative-ion ESI-MS product-ion spectra of fractions from ZCMP-E. (a) Negative-ion ESI-MS spectrum of ZCMP-E4; (b) Five-fold magnification of the region between 500 and 550 m/z in the negative-ion ESI-MS spectrum of ZCMP-E; (c) Sequence analysis of nonasaccharide GalA7Api2 at m/z 503.76 (triple charged).

Mentions: Pectinase can specifically cleave the glycosidic bond between GalA residues. ESI-MS analysis of pectinase hydrolysate ZCMP-E1-4 showed that all fractions were mixtures of different oligosaccharides. For example, GalA7, GalA7Api1, GalA7Api2, GalA7Api3, and GalA7Api4 were observed in ZCMP-E4 (Figure 7a). The GalA residues are usually methyl esterified or acetylated partially at the O-2 and/or O-3 positions in pectin [29,30]. Weak fragment ions at m/z 508.44, 515.77, 523.10 and 537.76 (triple charged), assigned to [M − 3H]3−, [M − 4H + Na]3−, [M − 5H + 2Na]3− and [M − 7H + 4Na]3− of GalA7Api2Me, respectively, were found after magnifying the spectrum by five-fold (Figure 7b). Low abundance (<4%) of these peaks suggested that a small number of GalA residues were methyl esterified. No acetylated oligosaccharides were detected in E4.


Extraction, Isolation, Structural Characterization and Anti-Tumor Properties of an Apigalacturonan-Rich Polysaccharide from the Sea Grass Zostera caespitosa Miki.

Lv Y, Shan X, Zhao X, Cai C, Zhao X, Lang Y, Zhu H, Yu G - Mar Drugs (2015)

Negative-ion ESI-MS product-ion spectra of fractions from ZCMP-E. (a) Negative-ion ESI-MS spectrum of ZCMP-E4; (b) Five-fold magnification of the region between 500 and 550 m/z in the negative-ion ESI-MS spectrum of ZCMP-E; (c) Sequence analysis of nonasaccharide GalA7Api2 at m/z 503.76 (triple charged).
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4483652&req=5

marinedrugs-13-03710-f007: Negative-ion ESI-MS product-ion spectra of fractions from ZCMP-E. (a) Negative-ion ESI-MS spectrum of ZCMP-E4; (b) Five-fold magnification of the region between 500 and 550 m/z in the negative-ion ESI-MS spectrum of ZCMP-E; (c) Sequence analysis of nonasaccharide GalA7Api2 at m/z 503.76 (triple charged).
Mentions: Pectinase can specifically cleave the glycosidic bond between GalA residues. ESI-MS analysis of pectinase hydrolysate ZCMP-E1-4 showed that all fractions were mixtures of different oligosaccharides. For example, GalA7, GalA7Api1, GalA7Api2, GalA7Api3, and GalA7Api4 were observed in ZCMP-E4 (Figure 7a). The GalA residues are usually methyl esterified or acetylated partially at the O-2 and/or O-3 positions in pectin [29,30]. Weak fragment ions at m/z 508.44, 515.77, 523.10 and 537.76 (triple charged), assigned to [M − 3H]3−, [M − 4H + Na]3−, [M − 5H + 2Na]3− and [M − 7H + 4Na]3− of GalA7Api2Me, respectively, were found after magnifying the spectrum by five-fold (Figure 7b). Low abundance (<4%) of these peaks suggested that a small number of GalA residues were methyl esterified. No acetylated oligosaccharides were detected in E4.

Bottom Line: The anti-angiogenesis assay showed that ZCMP inhibited the migratory activity of human umbilical vein endothelial cell (HUVECs), with no influence on endothelial cells growth.ZCMP also promoted macrophage phagocytosis.These findings of the present study demonstrated the potential anti-tumor activity of ZCMP through anti-angiogenic and immunoregulatory pathways.

View Article: PubMed Central - PubMed

Affiliation: Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China. lvyoujing1988@163.com.

ABSTRACT
An apigalacturonan (AGA)-rich polysaccharide, ZCMP, was isolated from the sea grass Zostera caespitosa Miki. The depolymerized fragments derived from ZCMP were obtained by either acidic degradation or pectinase degradation, and their structures were characterized by electrospray ionization collision-induced-dissociation mass spectrometry (ESI-CID-MS2) and nuclear magnetic resonance (NMR) spectroscopy. The average molecular weight of ZCMP was 77.2 kD and it consisted of galacturonic acid (GalA), apiosefuranose (Api), galactose (Gal), rhamnose (Rha), arabinose (Ara), xylose (Xyl), and mannose (Man), at a molar ratio of 51.4꞉15.5꞉6.0꞉11.8꞉4.2꞉4.4꞉4.2. There were two regions of AGA (70%) and rhamnogalacturonan-I (RG-Ι, 30%) in ZCMP. AGA was composed of an α-1,4-D-galactopyranosyluronan backbone mainly substituted at the O-3 position by single Api residues. RG-Ι possessed a backbone of repeating disaccharide units of →4GalAα1,2Rhaα1→, with a few α-L-arabinose and β-D-galactose residues as side chains. The anti-angiogenesis assay showed that ZCMP inhibited the migratory activity of human umbilical vein endothelial cell (HUVECs), with no influence on endothelial cells growth. ZCMP also promoted macrophage phagocytosis. These findings of the present study demonstrated the potential anti-tumor activity of ZCMP through anti-angiogenic and immunoregulatory pathways.

No MeSH data available.


Related in: MedlinePlus