Synthesis of a deoxysugar dinucleotide containing an exo-difluoromethylene moiety as a mechanistic probe for studying enzymes involved in unusual sugar biosynthesis.
Synthesis of a deoxysugar dinucleotide containing an exo-difluoromethylene moiety as a mechanistic probe for studying enzymes involved in unusual sugar biosynthesis.
复制标题
合成含有外二氟亚甲基部分的脱氧糖二核苷酸，作为研究异常糖生物合成中涉及的酶的机制探针。
DOI：
10.1021/jo0103672
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发表时间：
2001
期刊：
影响因子：
--
通讯作者：
Liu,H
中科院分区：
文献类型：
--
作者：
Zhao,Z;Liu,H
含氟化合物虽然很少是天然存在的，但由于它们作为酶抑制剂/化疗药物的潜力而引起了人们的极大关注。2已有文献证明，当在适当的位置引入氟-(S)时，所产生的化合物的化学性质以及生物活性都会显著改变。3考虑到它们的潜在应用，人们已经制备了一系列不同的含氟分子，并对它们的活性进行了评价。特别值得注意的是含有二氟亚甲基的化合物，它可以作为醛和酮的生物同工酶。4这个官能团在离子和自由基反应条件下都是化学反应的6，并且已经被并入一些基于机理的酶抑制剂7的结构中，包括角鲨烯环氧酶、7a氧化橙烯环化酶、7b和单胺氧化酶。7C此外，一些含二氟亚甲基的化合物已被证明具有抗病毒和/或抗真菌活性。9.
Fluorine-containing compounds, while few are naturally occurring, 1 have attracted much attention due to their potential as enzyme inhibitors/chemotherapeutic agents. 2 It has been well documented that when fluorine-(s) are introduced at appropriate loci, the chemical properties as well as the biological activities of the resulting compounds could be significantly altered. 3 In view of their potential applications, a diverse array of fluorine-containing molecules have been prepared and their activities evaluated. Particularly notable are compounds carrying a difluoromethylene moiety which can act as a bioisostere for aldehydes and ketones. 4 This functional group is chemically reactive under both ionic5 and radical reaction conditions6 and has been incorporated in the structure of a few mechanism-based inhibitors7 of enzymes including squalene epoxidase, 7a oxidosqualene cyclase, 7b and monoamine oxidase. 7c In addition, a number of difluoromethylene-containing compounds have been shown to possess antiviral8 and/or antifungal activities. 9