An updated review of enantioselective syntheses and biological actions of carbanucleosides

IF 3.5 4区 医学 Q3 CHEMISTRY, MEDICINAL
Sheila I. de Diego Saadia, Sergio H. Szajnman, Juan B. Rodriguez
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引用次数: 0

Abstract

Carbocyclic nucleosides are nucleoside analogues where the oxygen atom of the furanose ring is replaced by a methylene group, in many cases a substituted methylene moiety, giving rise to metabolically stable nucleosides analogues that are recognized by the same enzymes that interact with canonical nucleosides. In this article, we were focused on the relevant features of the chemistry and biological properties of this family of compounds emphasizing synthetic aspects to access carbocyclic nucleosides enantioselectively and a comprehensive panorama of their biological properties. Molecular recognition outlook of enzymes of pharmacological importance are discussed. The influence of sugar conformation and puckering in modulating the biological activity and the use of carbanucleosides are illustrated.

碳核苷对映选择性合成及其生物作用的最新进展。
碳环核苷是核苷类似物,其中呋喃糖环的氧原子被亚甲基取代,在许多情况下是被取代的亚甲基部分,产生代谢稳定的核苷类似物,这些核苷类似物被与典型核苷相互作用的相同酶识别。在本文中,我们重点介绍了该化合物家族的化学和生物学特性的相关特征,强调了对映选择性地获得碳环核苷的合成方面及其生物学特性的全面全景。讨论了具有药理意义的酶的分子识别前景。说明了糖的构象和皱缩在调节生物活性和碳核苷的使用中的影响。该图像在中心展示了一个典型的核苷结构,其中有六种化合物从它分支出来,每种化合物都用箭头标记并连接起来。这些化合物是核苷的变体或衍生物,包括糖环上含硫原子的碳核苷、阿巴卡韦、新planocin C、去氮平planocin a和多巴胺摄取抑制剂。每种化合物都显示了其分子结构,突出显示了相对于典型核苷的糖环或连接基团的差异。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Medicinal Chemistry Research
Medicinal Chemistry Research 医学-医药化学
CiteScore
4.70
自引率
3.80%
发文量
162
审稿时长
5.0 months
期刊介绍: Medicinal Chemistry Research (MCRE) publishes papers on a wide range of topics, favoring research with significant, new, and up-to-date information. Although the journal has a demanding peer review process, MCRE still boasts rapid publication, due in part, to the length of the submissions. The journal publishes significant research on various topics, many of which emphasize the structure-activity relationships of molecular biology.
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