Isolation of Dolastatin 10 from the Marine Cyanobacterium Symploca Species VP642 and Total Stereochemistry and Biological Evaluation of Its Analogue Symplostatin 1

Citations Over TimeTop 10% of 2001 papers

Abstract

The potent antitumor agent dolastatin 10 (1) was originally isolated from the sea hare Dolabella auricularia, and we now report its isolation from the marine cyanobacterium Symploca sp. VP642 from Palau. The chemically related analogue symplostatin 1 (2) has been reisolated from Guamanian and Hawaiian varieties of S. hydnoides and its total stereochemistry completed by determining the N,N-dimethylisoleucine unit to be L. Symplostatin 1 (2), like dolastatin 10 (1), is a potent microtubule inhibitor. The antitumor activity of 2 was assessed in vivo against several murine tumors. Symplostatin 1 (2) was effective against a drug-insensitive mammary tumor and a drug-insensitive colon tumor; however, it was only slightly effective against two MDR tumors.

Related Papers

• → Mirabamides E−H, HIV-Inhibitory Depsipeptides from the Sponge Stelletta clavosa(2011)82 cited
• → Biosynthesis of depsipeptides, or Depsi: The peptides with varied generations(2020)54 cited
• → Recent Developments in Depsipeptide Research(2002)96 cited
• → Cyclic depsipeptides as potential cancer therapeutics(2014)66 cited
• → The Bicyclic Depsipeptide Family of Histone Deacetylase Inhibitors(2007)10 cited