title: Synthesis, antimicrobial and cytotoxicity evaluation of new cholesterol congeners.
abstract: 3β-Azidocholest-5-ene (3) and (3β)-3-(prop-2-yn-1-yloxy)cholest-5-ene (10) were prepared as substrates to synthesize a variety of three-motif pharmacophoric conjugates through CuAAC. Basically, these conjugates included cholesterol and 1,2,3-triazole moieties, while the third, the pharmacophore, was either a chalcone, a lipophilic residue or a carbohydrate tag. These compounds were successfully prepared in good yields and characterized by NMR, MS and IR spectroscopic techniques. Chalcone conjugate 6c showed the best antimicrobial activity, while the lactoside conjugate 27 showed the best cytotoxic effect in vitro.
authors.affiliation: Chemistry Department, Faculty of Science, Taif University, 21974-Hawyah-Taif, Kingdom of Saudi Arabia ; Chemistry Department, Faculty of Applied Science, Port Said University, 42522-Port Said, Egypt.
authors.forename: Mohamed Ramadan El Sayed
authors.initials: MR
authors.lastname: Aly
authors.affiliation: Chemistry Department, Faculty of Science, Taif University, 21974-Hawyah-Taif, Kingdom of Saudi Arabia ; Chemistry Department, Faculty of Science, Zagazig University, Zagazig, 44511, Egypt.
authors.forename: Hosam Ali
authors.initials: HA
authors.lastname: Saad
authors.affiliation: Chemistry Department, Faculty of Science, Taif University, 21974-Hawyah-Taif, Kingdom of Saudi Arabia ; Chemistry Department, Faculty of Science, Assuit University, 71516-Assuit, Egypt.
authors.forename: Shams Hashim
authors.initials: SH
authors.lastname: Abdel-Hafez
keywords: antimicrobial; chalcone; cholesterol; cytotoxicity; glycoside; triazole