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

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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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Brycki, B., Koenig, H., Kowalczyk, I., & Pospieszny, T. (2014). Synthesis, spectroscopic and theoretical studies of new dimeric quaternary alkylammonium conjugates of sterols. Molecules, 19(7), 9419–9434. https://doi.org/10.3390/molecules19079419

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