Neuritogenic cerebrosides from an edible Chinese mushroom. Part 2: Structures of two additional termitomycesphins and activity enhancement of an inactive cerebroside by hydroxylation

Neuritogenic cerebrosides from an edible Chinese mushroom. Part 2: Structures of two additional termitomycesphins and activity enhancement of an inactive cerebroside by hydroxylation
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DOI:
10.1016/s0968-0896(01)00125-0
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发表时间:
2001-08-01
影响因子:
3.5
通讯作者:
Sakagami, Y
Sakagami, Y
中科院分区:
医学3区
文献类型:
--
作者:
Qi, JH;Ojika, M;Sakagami, Y

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从食用菌鸡枞菌(Termitomycesalbuminosus(Berk.)海姆(中文中的“Jizong”)与termitomycesphins A-D一起,并且显示在大鼠PC 12细胞中诱导神经元分化。通过化学衍生化和光谱分析确定了它们的立体结构。从同一蘑菇中获得的主要皂苷在LCB的中部周围没有羟基化,并且对PC 12细胞没有活性,这表明LCB上额外羟基的重要性。这种无活性的糖苷的二羟基化和四羟基化导致其促轴突生长活性的增强。(C)2001爱思唯尔科技有限公司版权所有。
Termitomycesphins E and F, novel cerebrosides that are hydroxylated around the middle of the long-chain base (LCB), have been isolated from the edible Chinese mushroom Termitomyces albuminosus (Berk.) Heim. ('Jizong' in Chinese) together with termitomycesphins A-D, and shown to induce neuronal differentiation in rat PC12 cells. Their stereostructures have been determined based on their chemical derivatization and spectroscopic analysis. The major cerebroside obtained from the same mushroom was not hydroxylated around the middle of the LCB and was inactive against PC12 cells, suggesting the importance of the extra hydroxyl group on LCB. The Di- and tetrahydroxylation of this inactive cerebroside resulted in the enhancement of its neuritogenic activity. (C) 2001 Elsevier Science Ltd. All rights reserved.