Stereospecific total synthesis of somocystinamide A

Takashi L Suyama; William H Gerwick

doi:10.1021/ol8016947

Stereospecific total synthesis of somocystinamide A

Org Lett. 2008 Oct 16;10(20):4449-52. doi: 10.1021/ol8016947. Epub 2008 Sep 13.

Authors

Takashi L Suyama¹, William H Gerwick

Affiliation

¹ Scripps Institution of Oceanography and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California at San Diego, 9500 Gilman Drive, La Jolla, California 92093, USA.

Abstract

The first total synthesis of somocystinamide A, a disulfide dimer with extremely labile enamide functional groups, was accomplished in a concise and stereospecific manner. Somocystinamide A is reported to possess exceptionally potent antiangiogenic and tumoricidal activities. The current work should enable further pharmacological investigation of this important natural product.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Amides / chemistry
Biological Products / chemistry
Disulfides / chemical synthesis*
Disulfides / chemistry
Molecular Structure
Stereoisomerism

Substances

Amides
Biological Products
Disulfides
Somocystinamide A

Abstract

Publication types

MeSH terms

Substances

Grants and funding