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新型碳环核苷类似物洛根病毒（LoganVir）的合成

Synthesis of LoganVir, a new carbocyclic nucleoside analogue.

作者信息

Ornano Luigi, Bianco Armandodoriano

机构信息

a Dipartimento di Chimica , Università di Roma "La Sapienza" , Roma , Italy.

b Consorzio CoSMeSe, Dipartimento di Scienze della Vita e dell'Ambiente , Università di Cagliari , Cagliari , Italy.

出版信息

Nat Prod Res. 2016 Oct;30(19):2164-72. doi: 10.1080/14786419.2016.1149831. Epub 2016 Mar 7.

DOI:10.1080/14786419.2016.1149831
PMID:26950798
Abstract

Starting from a natural cyclopentanoid monoterpene belonging to the class of iridoid glucosides called loganin, we performed the synthesis of a new carbocyclic nucleoside, allowing the preparation of a new lead compound, with a potential HIV antiviral activity as an reverse transcriptase competitive inhibitor that we named LoganVir. The stereocontrol of the coupling reaction was completed utilizing the procedure described by Mitsunobu with a purinic base.

摘要

从一种属于环烯醚萜苷类的天然环戊烷类单萜类化合物梓醇开始，我们合成了一种新的碳环核苷，从而制备出一种新的先导化合物，它作为一种逆转录酶竞争性抑制剂具有潜在的抗HIV病毒活性，我们将其命名为洛根病毒（LoganVir）。利用光延反应（Mitsunobu反应）与嘌呤碱描述的方法完成了偶联反应的立体控制。

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