Synthesis, Spectroscopic and Theoretical Studies of New Dimeric Quaternary Alkylammonium Conjugates of Sterols

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'...

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Detalles Bibliográficos
Autores principales: Brycki, Bogumił, Koenig, Hanna, Kowalczyk, Iwona, Pospieszny, Tomasz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271943/
https://www.ncbi.nlm.nih.gov/pubmed/24995925
http://dx.doi.org/10.3390/molecules19079419
Descripción
Sumario: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 ((1) H-NMR, (13) C-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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