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Open AccessArticle

Synthesis, Spectroscopic and Semiempirical Studies of New Quaternary Alkylammonium Conjugates of Sterols

Laboratory of Microbiocide Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, Poznań 60-780, Poland
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Molecules 2013, 18(12), 14961-14976; https://doi.org/10.3390/molecules181214961
Received: 6 November 2013 / Revised: 27 November 2013 / Accepted: 28 November 2013 / Published: 5 December 2013
(This article belongs to the Section Organic Chemistry)
New quaternary alkylammonium conjugates of steroids were obtained by two step reaction of sterols (ergosterol, cholesterol, dihydrocholesterol) with bromoacetic acid bromide, followed by bimolecular nucleophilic substitution with a long chain tertiary alkylamine. The structures of products were confirmed by spectral (1H-NMR, 13C-NMR, and FT-IR) analysis, mass spectrometry and PM5 semiempirical methods. The pharmacotherapeutic potential of synthesized compounds has been estimated on the basis of Prediction of Activity Spectra for Substances (PASS). View Full-Text
Keywords: sterols; quaternary alkylammonium salt; conjugates; Prediction of Activity Spectra for Substances; PM5 calculations sterols; quaternary alkylammonium salt; conjugates; Prediction of Activity Spectra for Substances; PM5 calculations
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Brycki, B.; Koenig, H.; Kowalczyk, I.; Pospieszny, T. Synthesis, Spectroscopic and Semiempirical Studies of New Quaternary Alkylammonium Conjugates of Sterols. Molecules 2013, 18, 14961-14976.

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