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通过1,2,3-三唑环连接的胆汁酸衍生物新型准穴状配体的合成、光谱及理论研究

Synthesis, spectroscopic and theoretical studies of new quasi-podands from bile acid derivatives linked by 1,2,3-triazole rings.

作者信息

Pospieszny Tomasz, Koenig Hanna, Kowalczyk Iwona, Brycki Bogumił

机构信息

Laboratory of Microbiocide Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, Poznań 60-780, Poland.

出版信息

Molecules. 2014 Feb 24;19(2):2557-70. doi: 10.3390/molecules19022557.

Abstract

A novel method for the synthesis of bile acid derivatives has been developed using "click chemistry". Intermolecular 1,3-dipolar cycloaddition of the propargyl ester of bile acids and azide groups of 1,3,5-tris(azidomethyl)benzene gave a new quasi-podands with 1,2,3-triazole rings. The structures of the products were confirmed by spectral (1H-NMR, 13C-NMR, and FT-IR) analysis, mass spectrometry and PM5 semiempirical methods. Estimation of the pharmacotherapeutic potential has been accomplished for synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS).

摘要

已经开发出一种使用“点击化学”合成胆汁酸衍生物的新方法。胆汁酸的炔丙基酯与1,3,5-三(叠氮甲基)苯的叠氮基团进行分子间1,3-偶极环加成反应,得到了一种带有1,2,3-三唑环的新型准穴状配体。通过光谱分析(1H-NMR、13C-NMR和FT-IR)、质谱和PM5半经验方法确定了产物的结构。基于物质活性谱预测(PASS)对合成化合物的药物治疗潜力进行了评估。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/100d/6270822/3cdc58e3be6a/molecules-19-02557-g005.jpg

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