Improved total synthesis and structure-activity relationship of arenastatin A, a potent cytotoxic spongean depsipeptide.
An efficient asymmetric synthesis of a cyclic depsipeptide arenastatis A (1) is described. 1, isolated from the marine sponge Dysidea arenaria, exhibited extremely potent cytotoxicity with IC50 of pg/ml for KB cells, and in this context the structure-activity relationship among several stereoisomers of 1 and allied compounds has also been examined.
Kobayashi
M
M
Faculty of Pharmaceutical Sciences, Osaka University, Japan.
Wang
W
W
Ohyabu
N
N
Kurosu
M
M
Kitagawa
I
I
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D047630:Depsipeptides; D006801:Humans; D007624:KB Cells; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D047630:Depsipeptides; D010456:Peptides, Cyclic; C096566:arenastatin A