Synthesis, spectroscopic and theoretical studies of new dimeric quaternary alkylammonium conjugates of sterols

新型二聚四级烷基铵甾醇共轭物的合成、光谱和理论研究

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作者:Bogumił Brycki, Hanna Koenig, Iwona Kowalczyk, Tomasz Pospieszny

Abstract

New dimeric quaternary alkylammonium conjugates of sterols were obtained by two step reactions of ergosterol, cholesterol and cholestanol with bromoacetic acid bromide, followed by bimolecular nucleophilic substitution with N,N,N',N'-tetramethyl-1,3-propanediamine, N,N,N',N'',N''-pentamethyldiethylenetriamine and 3,3'-iminobis- (N,N-dimethylpropylamine). The product structures were confirmed by spectral (1H-NMR, 13C-NMR, FT-IR) analysis, mass spectrometry (ESI-MS) and PM5 semiempirical methods. Additionally in silico studies have been conducted for the synthesized compounds on the basis of Prediction of Activity Spectra for Substances (PASS).

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