Abstract
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).
Highlights
The steroids are modified triterpenoids with the tetracyclic ring system of lanosterol
The new quaternary alkylammonium conjugates of steroids were obtained by reaction of sterols with bromoacetic acid bromide to give intermediates 4–6
The 3β-bromoacetates of sterols were prepared according to the literature procedures [45]
Summary
The steroids are modified triterpenoids with the tetracyclic ring system of lanosterol. The compounds do not have methyl groups at the C(4) and C(14) position and they have differently modified side chains [1,2] (Figure 1). The compounds of this type are of natural origin and play important biological functions in plant and animal cells. They are the main sex hormones in mammals (e.g., testosterone and estrogens) and plants (e.g., brassinosteroids).
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
