Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs.
Synthesis and biological evaluation of jasplakinolide analogs are described. The synthesis of analogs utilized a diastereoselective syn-aldol reaction and an orthoester Claisen rearrangement as key steps. All synthetic analogs were evaluated for their ability to disrupt the actin cytoskeleton. Compounds 2, 3, and 4 essentially displayed similar activity to jasplakinolide.
Ghosh
Arun K
AK
Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA. akghosh@purdue.edu
Dawson
Zachary L
ZL
Moon
Deuk Kyu
DK
Bai
Ruoli
R
Hamel
Ernest
E
D045744:Cell Line, Tumor; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D013237:Stereoisomerism
D047630:Depsipeptides; C057531:jasplakinolide