Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates

Bioorganic & Medicinal Chemistry Letters
2013.0

Abstract

A series of 3α-amino-5α-cholestane and 3α,7α-diamino-5α-cholestane derivatives containing imidazole and pyridine rings were synthesized by simple and effective reductive amination, and their in vitro activities against a range of Gram-positive and Gram-negative strains were evaluated. Most of the compound exhibited enhanced activity against MRSA pathogen. 3α,7α-Di(pyridylmethyl)amino-5α-cholestane 10 showed the highest potency in these series toward the Gram-positive bacteria, Staphylococcus epidermidis 887E, with the lowest MIC value of 1 μg/mL.

Knowledge Graph

Similar Paper

Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates
Bioorganic & Medicinal Chemistry Letters 2013.0
Synthesis, antibacterial and antifungal activities of 6,5 fused steroidal oxazoles in cholestane series
European Journal of Medicinal Chemistry 2010.0
Potent antimicrobial activity of 3-(4,5-diaryl-1H-imidazol-2-yl)-1H-indole derivatives against methicillin-resistant Staphylococcus aureus
Bioorganic & Medicinal Chemistry Letters 2010.0
Synthesis and in vitro antibacterial activity of new steroidal thiosemicarbazone derivatives
European Journal of Medicinal Chemistry 2008.0
Synthesis and biological evaluation of 5-aryloxypyrazole derivatives bearing a rhodanine-3-aromatic acid as potential antimicrobial agents
Bioorganic & Medicinal Chemistry Letters 2012.0
Stereoselective synthesis of 7α- and 7β-aminocholestanol as potent fungicidal drugs
Bioorganic & Medicinal Chemistry Letters 2001.0
Post Groebke–Blackburn multicomponent protocol: Synthesis of new polyfunctional imidazo[1,2-a]pyridine and imidazo[1,2-a]pyrimidine derivatives as potential antimicrobial agents
European Journal of Medicinal Chemistry 2010.0
Synthesis and characterization of novel fatty acid analogs of cholesterol: In vitro antimicrobial activity
European Journal of Medicinal Chemistry 2010.0
Synthesis of novel 1,3-diaryl pyrazole derivatives bearing rhodanine-3-fatty acid moieties as potential antibacterial agents
European Journal of Medicinal Chemistry 2012.0
Synthesis, characterization and in vitro antibacterial activity of new steroidal 5-en-3-oxazolo and thiazoloquinoxaline
European Journal of Medicinal Chemistry 2008.0