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Fluorinated cyclitols as useful biological probes of phosphatidylinositol metabolism

机译：氟化环糖醇作为磷脂酰肌醇代谢的有用生物探针

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A number of deoxyfluoro cyclitols have been synthesized and evaluated as probes of the phosphatidylinositol pathway (Ptdlns pathway),most notably 5-deoxy-5-fluoro-myo-inositol,which is incorporated into the pathway at about 25%the level of myo-inositol itself.Unfortunately,none of the cyclitols have proved effective in limiting cell proliferation,as the cells are able to'synthesize around'the fraudulent cyclitols using natural myo-inositol as substrate.Inhibitors for 3-phosphatidylinositol kinase,which has importance in a number of pathological conditions,including cancer,have been intensively investigated.3-Deoxy-3-fluoro-myo-inositol is incorporated into the Ptdlns pathway;however,only related phosphatidyl derivatives,for example,a methyl ether derivative of the 3-deoxy inositol,showed significant antiproliferative activity.Synthesis of the deoxyfluoro analogues most often has been accomplished by DAST fluoro-de-hydroxylation of the appropriate cyclitol,generally leading to products of inversion.
机译：合成了许多脱氧氟环醇，并作为磷脂酰肌醇途径（Ptdlns途径）的探针进行了评估，最显着的是5-脱氧-5-氟-肌醇-肌醇，以约25％的肌醇水平掺入该途径。不幸的是，没有一种环糖醇被证明能有效地限制细胞增殖，因为细胞能够使用天然的肌醇作为底物在欺诈性的环糖醇周围合成。3-磷脂酰肌醇激酶的抑制剂，在细胞内3-脱氧-3-氟-肌醇被整合到Ptdlns途径中;但是，只有相关的磷脂酰衍生物，例如3-脱氧的甲基醚衍生物肌醇显示出显着的抗增殖活性。脱氧氟类似物的合成最常见的方法是通过对适当的环糖醇进行DAST氟脱羟基反应，通常生成产品反转。

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