Structure and biological activity of protopanaxatriol-type saponins from the roots of Panax notoginseng
Structure and biological activity of protopanaxatriol-type saponins from the roots of Panax notoginseng
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DOI：
10.1016/j.intimp.2005.07.003
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发表时间：
2006-01-01
影响因子：
5.6
通讯作者：
Ye, YP
中科院分区：
文献类型：
--
作者：
Sun, HX;Yang, ZG;Ye, YP
三七总皂苷经普通硅胶、反相硅胶和SephadexLH-20柱层析进一步纯化，得到七种具有辅助活性的原人参三醇型皂苷（PTS）：三七皂苷-Rh-1（Rh-1）、-Rh-4（Rh-4）、-Rg（1）（Rg（1））、-Re（Re）、三七皂苷-R-1（R-1）、-R-2（R-2）、-U（U）。评价了这些皂苷的溶血活性和对ICR小鼠抗卵清蛋白（OVA）的细胞和体液免疫应答的佐剂潜力。研究了这些PTS的取代方式对其生物活性的影响，并建立了构效关系。7种PTS中，Rh-1的溶血活性高于其他6种化合物（p < 0.001）。Rh-4和U的HD50值明显大于R-2、Rg（1）和Re（p < 0.05或p < 0.01）。7种PTS均能显著增强ConA、LPS和OVA诱导的小鼠脾淋巴细胞增殖反应（p < 0.01或p < 0.001）。与对照组相比，7种PTS组血清中OVA特异性IgG、IgG 1、IgG 2a和IgG 2b抗体水平也显著提高（p < 0.01或p < 0.001）。构效关系研究表明，PTS结构中糖侧链的数目、长度和位置以及糖基的类型不仅影响其溶血活性和佐剂活性，而且对免疫反应的性质有显著影响。这种结构/功能关系的信息可能是有用的开发半合成四环三萜皂苷衍生物的免疫佐剂活性，以及参考组成皂苷分子的官能团的分布。(c)2005 Elsevier B. V.保留所有权利。
The further purification of the total saponins from the roots of Panax notoginseng by using ordinary and reversed-phase silica-gel, as well as Sephadex LH-20 chromatography afford seven adjuvant active protopanaxatriol-type saponins (PTS), ginsenosides-Rh-1 (Rh-1),-Rh-4 (Rh-4),-Rg(1) (Rg(1)),-Re (Re), notoginsenosides-R-1 (R-1),-R-2 (R-2),-U (U). These saponins were evaluated for their haemolytic activities and adjuvant potentials on the cellular and humoral immune responses of ICR mice against ovalbumin (OVA). The effect of the substitution pattern of these PTS on their biological activities was investigated and structure-activity relationships were established. Among seven PTS, the haemolytic activity of Rh-1 was higher than that of other six compounds (p < 0.001) The HD50 values of Rh-4 and U were significantly bigger than those of R-2, Rg(1) and Re (p < 0.05 or p < 0.01). Seven PTS could significantly increase the concanavalin A (Con A)-, lipopolysaccharide (LPS)- and OVA-induced splenocyte proliferation in the OVA-immunized mice (p < 0.01 or p < 0.001). The OVA-specific IgG, IgG1, IgG2a and IgG2b antibody levels in serum were also significantly enhanced by seven PTS compared with OVA control group (p < 0.01 or p < 0.001). The structure-activity relationship studies suggested that the number, the length and the position of sugar side chains, and the type of glucosyl group in the structure of PTS could not only affect their haemolytic activities and adjuvant potentials, but have significant effects on the nature of the immune responses. The information about this structure/function relationship might be useful for developing semisynthetic tetracyclic triterpenoid saponin derivatives with immunological adjuvant activity, as well as a reference to the distribution of the functional groups composing the saponin molecule. (c) 2005 Elsevier B.V. All rights reserved.