Toward understanding how the lactone moiety of discodermolide affects activity.
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.
Shaw
Simon J
SJ
Kosan Biosciences, Inc., 3832 Bay Center Place, Hayward, CA 94545, USA. shaw@kosan.com
Sundermann
Kurt F
KF
Burlingame
Mark A
MA
Myles
David C
DC
Freeze
B Scott
BS
Xian
Ming
M
Brouard
Ignacio
I
Smith
Amos B
AB
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
D000473:Alkanes; D000970:Antineoplastic Agents; D002219:Carbamates; D007783:Lactones; D011753:Pyrones; C071229:discodermolide