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高效一锅法、三组分法制备新型 α-氨基膦酸酯和无环核苷磷酸酯。

Efficient one-pot, three-component procedure to prepare new α-aminophosphonate and phosphonic acid acyclic nucleosides.

机构信息

Unité de Chimie Biomoléculaire et Médicinale, Laboratoire de Chimie Biomoléculaire, Faculte des Sciences Semlalia, Cadi Ayyad University, Marrakech, Morocco.

UMR 5247 CNRS-UMI-UMII, Institut des Biomolécules Max Mousseron, Université Montpellier II, Montpellier Cedex, France.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2021;40(1):43-67. doi: 10.1080/15257770.2020.1826516. Epub 2020 Oct 8.

DOI:10.1080/15257770.2020.1826516
PMID:33030107
Abstract

An efficient one-pot three-component Kabachnik-Fields reaction of aldehydes (acyclic nucleosides), amines (or amino acid), and triethyl phosphite proceeded for the synthesis of aminophosphonates using natural phosphate coated with iodine (I@NP) as a catalyst. The novel α-aminophosphonate and phosphonic acid acyclic nucleosides were tested for their anti-HCV and anti-HIV activities. The molecular docking showed that the non-activity of these compounds could be due to the absence of hydrophobic pharmacophores.

摘要

醛(无环核苷)、胺(或氨基酸)和三乙基亚膦酸酯的一锅法三组分 Kabachnik-Fields 反应在碘(I@NP)包覆天然磷酸盐作为催化剂的条件下进行,高效合成了氨基膦酸酯。新型α-氨基膦酸酯和膦酸无环核苷进行了抗 HCV 和抗 HIV 活性测试。分子对接表明,这些化合物无活性可能是由于缺少疏水药效团。

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