title: Combined chemical and biosynthetic route to access a new apoptolidin congener.
abstract: Glycosylation of a synthetic aglycone using precursor-directed biosynthesis is facilitated by a chemical ketosynthase "knockdown" of the apoptolidin producer Nocardiopsis sp. This synthetic approach facilitated the preparation of an unnatural disaccharide derivative of apoptolidin D that substantially restores cytotoxicity against H292 cells and deconvolutes the role of the decorating sugars in apoptolidin bioactivity.
authors: Department of Chemistry, Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235, USA.
authors: Victor P
authors: VP
authors: Ghidu
authors: Ioanna
authors: I
authors: Ntai
authors: Jingqi
authors: J
authors: Wang
authors: Aaron T
authors: AT
authors: Jacobs
authors: Lawrence J
authors: LJ
authors: Marnett
authors: Brian O
authors: BO
authors: Bachmann
authors: Gary A
authors: GA
authors: Sulikowski
mesh_terms: D000190:Actinomyces / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006031:Glycosylation; D006801:Humans; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D018942:Macrolides; C518447:apoptolidin D