title: Toward understanding how the lactone moiety of discodermolide affects activity.
abstract: A series of simplified discodermolide analogues have been designed and synthesized in an attempt to understand the role of the lactone ring. These synthetic efforts have led to an unsubstituted butyrolactone 9 being generated, which shows improved activity over the natural product.
authors.affiliation: Kosan Biosciences, Inc., 3832 Bay Center Place, Hayward, CA 94545, USA. shaw@kosan.com
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Shaw
authors.forename: Kurt F
authors.initials: KF
authors.lastname: Sundermann
authors.forename: Mark A
authors.initials: MA
authors.lastname: Burlingame
authors.forename: David C
authors.initials: DC
authors.lastname: Myles
authors.forename: B Scott
authors.initials: BS
authors.lastname: Freeze
authors.forename: Ming
authors.initials: M
authors.lastname: Xian
authors.forename: Ignacio
authors.initials: I
authors.lastname: Brouard
authors.forename: Amos B
authors.initials: AB
authors.lastname: Smith
mesh_terms: D000473:Alkanes / Q000737:chemistry* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D002219:Carbamates / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007783:Lactones / Q000737:chemistry* / Q000494:pharmacology*; D008968:Molecular Conformation; D011753:Pyrones; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000473:Alkanes; D000970:Antineoplastic Agents; D002219:Carbamates; D007783:Lactones; D011753:Pyrones; C071229:discodermolide