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A review of acacic acid-type saponins from Leguminosae-Mimosoideae as potent cytotoxic and apoptosis inducing agents

机译:从乳杆菌 - MimoSoideae的皂苷类皂苷作为有效的细胞毒性和凋亡诱导剂的述评

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The aim of this review is to highlight updated results on the biologically active saponins from Leguminosae-Mimosoideae. Acacic acid-type saponins (AATS), is a class of very complex glycosides possessing a common aglycon unit of the oleanane-type (acacic acid = 3β, 16α, 21β trihy-droxy-olean-12-en-28 oic acid), having various oligosaccharide moieties at C-3 and C-28 and an acyl group at C-21. About sixty molecules of this type have been actively explored in recent years from Leguminosae family, from a chemical point of view and some fifty were reported to possess cancer related activities. These include cytotoxic/antitumor, immunomodulatory, antimutagenic, and apoptosis inducing properties and appear to depend on the acylation and esterifi-cation by different moieties at C-21 and C-28 of the acacic acid-type aglycone. One can observe that the (6S) configuration of the outer monoterpenyl moiety (MT) seems more potent in mediating high cytotoxicity than its (6R) isomer. Furthermore, the trisaccharide moiety {β-D-Xylopyranosyl-( 1 → 2)-β-D-Fucopyrano-syl-(1→6)- N-Acetamido 2-β-D-Glucopyranosyl-} at C-3, the tetrasaccharide moiety {β-D-Glucopyranosyl-(1→3)-[α-L-Arabinofuranosyl-(1 →4)]-α-L-Rhamno-pyranosyl-(1→2)-β-D-Glucopyranosyl} at C-28 of the aglycone, and the inner MT hydroxylated at its C-9, having a (65) configuration can be important substituent patterns for the induction of apoptosis of AATS. Because of their interesting cytotoxic/apop-tosis inducing activity, some AATS can be useful in the search for new potential antitumor agents from Fab-aceae. Furthermore, the sequence 28-O-{Glc-(1→3)-[Ara_f(1→4)]-Rha-(1→2)-Glc-Acacic acid}, often encountered in the genera Acacia, Albizia, Archiden-dron, and Pithecellobium may represent a chemotax-onomic marker of the Mimosoideae subfamily.
机译:本综述的目的是突出来自乳糜瘤 - MimoSoideae的生物活性皂苷的更新结果。金金酸型皂苷(AATS),是一类非常复杂的糖苷,具有烯烃型(金属酸=3β,16α,21β三氧化氧化 - 烯-12-28 oic酸)的常见糖苷单位,在C-3和C-28处具有各种低聚糖部分和C-21的酰基。近年来,近年来,近年来从乳糜酱家族探讨了大约60分的分子,从化学观点来看,据报道,其中有五十人才能拥有癌症相关活动。这些包括细胞毒性/抗肿瘤,免疫调节,抗型和凋亡诱导性质,并且似乎通过C-21和C-28的不同部分的酰化和酯化酰胺酰胺酰基酸型糖苷酮的酰基化酸酯。人们可以观察到外单萜烯基部分(MT)的(6S)构型似乎更有效地介导高细胞毒性而不是其(6R)异构体。此外,在C-3的三糖部分(β-D- Xyloxylyl-(1→2)-β-D-粘合剂 - Syl-(1→6) - N-丙氨酸2-β-D-吡喃葡萄糖酰}四糖部分{β-D-吡喃葡萄糖糖基 - (1→3) - [α-L-阿拉伯呋喃糖基 - (1→4)] - α-L- rhamO-吡喃糖基 - (1→2)-β-D-吡喃葡萄糖蛋白}糖苷酮的C-28和其C-9处的内部Mt羟基化,具有(65)构型可以是用于诱导AATS细胞凋亡的重要取代模式。由于它们有趣的细胞毒性/腹痛诱导活性,一些AAT可用于搜索来自Fab-Aceae的新潜在抗肿瘤剂。此外,序列28-o-{glc-(1→3) - [ara_f(1→4)] - rha-(1→2)-glc-金属酸},通常遇到于Acacia,Albizia,Archiden -Dron和Pithecellobium可以代表MimoSoideae亚家族的趋化性粉状标记物。

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