title: Design, synthesis, and preliminary biological evaluation of a novel triazole analogue of ceramide.
abstract: The amide bond of ceramide was replaced by the non-hydrolyzable 1,2,3-triazole functionality. Click chemistry was employed for synthesis of the designed analogues. Our preliminary biological evaluation indicated that the amide moiety of ceramide is amenable to bioisosteric substitution with the triazole moiety. Some of the analogues were more potent than C2-ceramide as cytotoxic agents, and the observed cytotoxicity was possibly mediated through the induction of apoptosis.
authors.affiliation: College of Pharmacy, Seoul National University, San 56-1, Shilim, Kwanak, Seoul 151-742, Republic of Korea. pennkim@snu.ac.kr
authors.forename: Sanghee
authors.initials: S
authors.lastname: Kim
authors.forename: Minjae
authors.initials: M
authors.lastname: Cho
authors.forename: Taeho
authors.initials: T
authors.lastname: Lee
authors.forename: Sukjin
authors.initials: S
authors.lastname: Lee
authors.forename: Hye-Young
authors.initials: HY
authors.lastname: Min
authors.forename: Sang Kook
authors.initials: SK
authors.lastname: Lee
mesh_terms: D017209:Apoptosis; D002460:Cell Line; D002518:Ceramides / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D006801:Humans; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D002518:Ceramides; D014230:Triazoles