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从绿藻石莼中分离得到的两种纯化硫酸化和丙酮酸化同半乳糖聚糖的药理学研究与结构特征。

Pharmacological prospection and structural characterization of two purified sulfated and pyruvylated homogalactans from green algae Codium isthmocladum.

机构信息

Department of Biochemistry, Universidade Federal do Rio Grande do Norte, Natal, Rio Grande do Norte, 59.078-970, Brazil.

Instituto Federal de Educação, Ciência e Tecnologia do Rio Grande do Norte, Macau, Rio Grande do Norte, Brazil.

出版信息

Carbohydr Polym. 2019 Oct 15;222:115010. doi: 10.1016/j.carbpol.2019.115010. Epub 2019 Jun 20.

DOI:10.1016/j.carbpol.2019.115010
PMID:31320102
Abstract

Two sulfated polysaccharides (SPs), F2 and F3, isolated from Codium isthmocladum were found to contain galactose, sulfate, and pyruvate. The apparent molecular weights of F2 and F3 were determined to be 62 and 61 kDa, respectively. NMR spectroscopy combined with chemical analysis showed that F2 and F3 have the same structural features. However, F3 showed higher sulfate/sugar ratio (1/2.6) than F2 (1/4). F2 and F3 are essentially (1 → 3)-β-D-galactans with some branching at C6. Pyruvylation occurs at O3 and O4, forming 3,4-O-(1-carboxyethylidene)-β-D-Galp residues; some of these pyruvylated residues contain sulfate groups at C6. Some non-branching residues contain sulfate at C4. None of the SPs exhibited antioxidant activity. MTT results indicated that 1 mg/mL of both SPs about 40% of PANC-1 cell viability. At 10 μg/mL, F2 and F3 had 1.7-fold longer clotting times compared to that of Clexane at the same concentration. The higher sulfate content of F3 is not a determining factor for pharmacological activities of galactans, considering that both F2 and F3 exerted the effects.

摘要

从石莼中分离得到的两种硫酸化多糖(SPs)F2 和 F3 含有半乳糖、硫酸和丙酮酸。F2 和 F3 的表观分子量分别确定为 62 和 61 kDa。NMR 光谱结合化学分析表明,F2 和 F3 具有相同的结构特征。然而,F3 的硫酸根/糖比(1/2.6)高于 F2(1/4)。F2 和 F3 本质上是(1→3)-β-D-半乳糖聚糖,在 C6 处有一些分支。丙酮酸化发生在 O3 和 O4 上,形成 3,4-O-(1-羧乙基) -β-D-Galp 残基;其中一些丙酮酸化残基在 C6 处含有硫酸根。一些非支化残基在 C4 处含有硫酸根。这些多糖均没有表现出抗氧化活性。MTT 结果表明,两种多糖在 1mg/mL 时,大约有 40%的 PANC-1 细胞活力。在 10μg/mL 时,F2 和 F3 的凝血时间比相同浓度的依诺肝素长 1.7 倍。考虑到 F2 和 F3 均发挥了作用,F3 中较高的硫酸根含量并不是半乳糖聚糖药理活性的决定因素。

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