title: Enhancement of cyclopamine via conjugation with nonmetabolic sugars.
abstract: The Veratrum alkaloid cyclopamine, an inhibitor of cancer stem cell growth, was used as a representative scaffold to evaluate the inhibitory impact of glycosylation with a group of nonmetabolic saccharides, such as d-threose. In a five-step divergent process, a 32-member glycoside library was created and assayed to determine that glycosides of such sugars notably improved the GI50 value of cyclopamine while metabolic sugars, such as d-glucose, did not.
authors.affiliation: Department of Chemistry, University of West Florida , 11000 University Parkway, Pensacola, Florida 32514, United States, and Center for Pharmaceutical Research and Innovation, University of Kentucky College of Pharmacy , 789 South Limestone Street, Lexington, Kentucky 40536-0596, United States.
authors.forename: Randal D
authors.initials: RD
authors.lastname: Goff
authors.forename: Jon S
authors.initials: JS
authors.lastname: Thorson
mesh_terms: D005947:Glucose / Q000737:chemistry*; D006031:Glycosylation; D006801:Humans; D015394:Molecular Structure; D013780:Tetroses / Q000737:chemistry; D014704:Veratrum Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D013780:Tetroses; D014704:Veratrum Alkaloids; D005947:Glucose; C073321:erythrose; C000541:cyclopamine