新型取代乙基 2-(喹啉-4-基)-丙酸酯的合成及抗菌活性。

Synthesis and antimicrobial activity of novel substituted ethyl 2-(quinolin-4-yl)-propanoates.

机构信息

Biomedical Research Centre, Sheffield Hallam University, Howard Street, Sheffield, S1 1WB, UK.

出版信息

Molecules. 2013 Mar 13;18(3):3227-40. doi: 10.3390/molecules18033227.

DOI:10.3390/molecules18033227

PMID:23486102

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6270033/

Abstract

Substituted 4-hydroxyquinolines were synthesized from anilines and diethyl 2-(ethoxymethylene)malonate by the Gould-Jacobs reaction via cyclization of the intermediate anilinomethylenemalonate followed by hydrolysis and decarboxylation. The 4-hydroxyquinolines reacted with phosphorous oxychloride to form 4-chloroquinolines, which reacted on heating with diethyl sodiomethylmalonate in DMF to yield moderate yields of substituted ethyl 2-(quinolin-4-yl)propanoates, many of which showed potent antimicrobial activity against Helicobacter pylori.

摘要

取代的 4-羟基喹啉是由苯胺和二乙基 2-(乙氧基亚甲基)丙二酸酯通过 Gould-Jacobs 反应合成的，该反应通过中间体苯胺亚甲基丙二酸盐的环化，然后水解和脱羧来进行。4-羟基喹啉与氧氯化磷反应生成 4-氯喹啉，后者在 DMF 中与二乙基甲基烯丙基丙二酸二乙酯加热反应，得到取代的乙基 2-(喹啉-4-基)丙酸盐，其中许多具有很强的抗幽门螺杆菌的抗菌活性。