Total synthesis and structure revision of the (-)-maduropeptin chromophore

J Am Chem Soc. 2009 Sep 2;131(34):12072-3. doi: 10.1021/ja905397p.

Abstract

The proposed structure of the maduropeptin chromophore, the biologically active component of the highly potent chromoprotein antitumor antibiotics, was stereoselectively synthesized but did not satisfy the spectra of the natural product. We demonstrated that the correct structure is diastereomeric, which possesses an antipodal sugar moiety.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Enediynes / chemical synthesis*
  • Enediynes / chemistry*

Substances

  • Enediynes
  • maduropeptin enediyne