An asymmetric hydrogenation route to (-)-spongidepsin.
(-)-Spongidepsin 1, a cytotoxic marine natural product, was prepared via two iridium-catalyzed hydrogenation reactions; both were highly stereoselective, giving convenient access to pivotal intermediates. This synthesis was modified to give several spongidepsin analogues, and their cytotoxicities were compared with those of the natural product.
Zhu
Ye
Y
Texas A & M University, Chemistry Department, P.O. Box 30012, College Station, Texas 77842, USA.
Loudet
Aurore
A
Burgess
Kevin
K
D001688:Biological Products / Q000138:chemical synthesis / Q000494:pharmacology; D002384:Catalysis; D049109:Cell Proliferation / Q000187:drug effects; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000494:pharmacology; D019281:Dimerization; D057809:HEK293 Cells; D006801:Humans; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D001688:Biological Products; D047630:Depsipeptides; C498389:spongidepsin; D007495:Iridium