Synthesis, Molecular Structure and Spectral Properties of New Aminosteroid Analogs of Squalamine Derivatives

Author(s): Tomasz Pospieszny , Hanna Koenig , Iwona Kowalczyk , Bogumil Brycki .

Journal Name: Letters in Organic Chemistry

Volume 12 , Issue 9 , 2015

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Abstract:

New quaternary alkylammonium conjugates of steroids were obtained by two step reaction of methyl esters of bile acids with bromoacetic acid bromide, followed by bimolecular nucleophilic substitution with a long chain tertiary alkylamine. The structures of products were conrmed by spectroscopic (1H-NMR, 13C-NMR, and FT-IR) analysis, mass spectrometry (ESI-MS) as well as PM5 semiempirical methods. The biological activity of the synthesized compounds has been estimated on the basis of Prediction of Activity Spectra for Substances (PASS).

Keywords: Bile acids, PM5 calculations, quaternary alkylammonium salts, spectral analysis, tertiary alkylamine.

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Article Details

VOLUME: 12
ISSUE: 9
Year: 2015
Page: [674 - 684]
Pages: 11
DOI: 10.2174/1570178612666150902235216
Price: $58

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