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Saponins and secondary metabolites of the argan tree (Argania spinosa).

机译:摩洛哥坚果树(Argania spinosa)的皂苷和次生代谢产物。

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The secondary metabolites of the argan tree (Argania spinosa) were studied to look for identify new metabolites that might increase the tree's industrial and commercial value, thus stimulating its protection and even the extension of argan groves. Several flavonoids were isolated from its trunk: myricetin, quercetin and four of their glycosylated derivatives. The trunk of the argan tree also furnishes volatile compounds and essential oils; forty-five such derivatives have been identified. Substances isolated from the pulp of its fruit include (+)-catechin, (-)-epicatechin, rutin, p-hydroxybenzoic acid, and resorcinol. Erythrodiol, lupeol, spinasterol and betulin have also been identified. All of these secondary metabolites are common and add little value to the argan tree. More interestingly, the argan tree is rich in saponins and structures of fifteen of these compounds, from different parts of the tree, have been identified. All the saponins so far identified have a strongly hydroxylated D-12oleanane: [protobassic acid or 16a-hydroxyprotobassic derivative as the genin (aglycon) for the saponins from fruits (or fruit product preparations), and bayogenin for the wood saponins]. All the saponins are bidesmosidic with a sugar chain in positions 3 and 28 of the aglycon. These chains may be linear or branched and contain up to five osidic residues. We have also identified various biological properties of saponins isolated from the oilcake. These saponins are molluscicidal and antifungal. Leukotriene interaction induces antiinflammatory activity. Acute toxicity testing shows an LD50 of 1.3 g/kg. Chronic administration of oilcake saponins reduces blood glucose and induces renal toxicity. These saponins are also antioxidant and stimulate in vitro lipolysis. They may also protect DNA from the harmful effects of UV-B..
机译:研究了摩洛哥坚果树(Argania spinosa)的次生代谢产物,以寻找新的代谢产物,这些代谢产物可能会增加该树的工业和商业价值,从而刺激其保护甚至是摩洛哥坚果树林的扩展。从树干中分离出了几种类黄酮:杨梅素,槲皮素及其四种糖基化衍生物。摩洛哥坚果树的树干还提供挥发性化合物和精油。已经鉴定出四十五种这样的衍生物。从其果肉中分离出的物质包括(+)-儿茶素,(-)-表儿茶素,芦丁,对羟基苯甲酸和间苯二酚。还发现了赤藓糖醇,羽扇豆酚,菠菜甾醇和白桦蛋白。所有这些次生代谢物都是常见的,对摩洛哥坚果树几乎没有价值。更有趣的是,摩洛哥坚果树富含皂苷,并且已经从树的不同部位鉴定出其中15种化合物的结构。迄今为止,所有已鉴定的皂苷均具有高度羟基化的D-12亚麻烷:[作为来自水果(或水果产品制剂)的皂苷的原蛋白(糖苷配基)的原碱酸或16a-羟基原生碱衍生物,以及用于木质皂苷的bay木苷]。所有的皂苷都是双糖苷,在糖苷配基的3和28位带有糖链。这些链可以是直链或支链的,并含有多达五个osidic残基。我们还确定了从油饼中分离的皂苷的各种生物学特性。这些皂苷是杀软体动物的和抗真菌的。白三烯相互作用诱导抗炎活性。急性毒性试验表明,LD50为1.3 g / kg。长期施用油饼皂苷可降低血糖并诱发肾脏毒性。这些皂苷也是抗氧化剂,并刺激体外脂解。它们还可以保护DNA免受UV-B的有害影响。

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