Abstract
The methods of synthesis as well as physical, spectroscopic (1H-NMR, 13C-NMR, and FT-IR, ESI-MS), and biological properties of quaternary and dimeric quaternary alkylammonium conjugates of steroids are presented. The results were contrasted with theoretical calculations (PM5 methods) and potential pharmacological properties (PASS). Alkylammonium sterols exhibit a broad spectrum of antimicrobial activity comparable to squalamine.
Highlights
The most significant compounds of this group are sterols (cholesterol, ergosterol, stigmasterol), bile acids (lithocholic, deoxycholic, cholic), and hormones (testosterone, estrogens, progesterone) [1–5]
Steroids are an enormous group of very important natural products
The design and preparation of new steroid conjugates allow us to develop the fields of supramolecular chemistry, material chemistry, and nanotechnology
Summary
The most significant compounds of this group are sterols (cholesterol, ergosterol, stigmasterol), bile acids (lithocholic, deoxycholic, cholic), and hormones (testosterone, estrogens, progesterone) [1–5]. Bile acids are amphipathic molecules with large, curved and rigid skeletons; chirality as well as the specific orientation of their chemically different polar hydroxy groups play an important role in metabolic processes. The connection of steroids and biogenic amines give the new conjugates unusual biological properties.
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