title: Synthesis and biological investigation of the β-thiolactone and β-lactam analogs of tetrahydrolipstatin.
abstract: The synthesis of β-thiolactone and β-lactam analogs of tetrahydrolipstatin is described from a common late-stage β-lactone derivative. These analogs, and a cis-disubstituted β-lactone analog of tetrahydrolipstatin, were screened for activity against porcine pancreatic lipase and for inhibition of cell growth of a panel of four human cancer lines.
authors.affiliation: Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, 1 Avenue de la Terrasse, 91190 Gif-sur-Yvette, France.
authors.forename: Sylvain
authors.initials: S
authors.lastname: Aubry
authors.forename: Geneviève
authors.initials: G
authors.lastname: Aubert
authors.forename: Thierry
authors.initials: T
authors.lastname: Cresteil
authors.forename: David
authors.initials: D
authors.lastname: Crich
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology; D008049:Lipase / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D000077403:Orlistat; D010179:Pancreas / Q000201:enzymology; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D047090:beta-Lactams / Q000138:chemical synthesis*
chemical_list: D004791:Enzyme Inhibitors; D007783:Lactones; D013438:Sulfhydryl Compounds; D047090:beta-Lactams; D000077403:Orlistat; D008049:Lipase