title: Synthesis and antimicrobial activity of imidazole and pyridine appended cholestane-based conjugates.
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.
authors.affiliation: Department of Applied Chemistry, Kyungpook National University, 80 University Road, Buk-gu, Daegu 702-701, Republic of Korea. kimhs@knu.ac.kr
authors.forename: Hong-Seok
authors.initials: HS
authors.lastname: Kim
authors.forename: Jyoti R
authors.initials: JR
authors.lastname: Jadhav
authors.forename: Sung-Ji
authors.initials: SJ
authors.lastname: Jung
authors.forename: Jin-Hwan
authors.initials: JH
authors.lastname: Kwak
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002776:Cholestanes / Q000737:chemistry*; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D007093:Imidazoles / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D011725:Pyridines / Q000737:chemistry*; D013212:Staphylococcus epidermidis / Q000187:drug effects
chemical_list: D000890:Anti-Infective Agents; D002776:Cholestanes; D007093:Imidazoles; D011725:Pyridines; C029899:imidazole; C023666:pyridine