Structural Revision and Absolute Configuration of Burnettramic Acid A

Org Lett. 2020 Jan 3;22(1):98-101. doi: 10.1021/acs.orglett.9b04008. Epub 2019 Dec 12.

Abstract

The recently discovered antibiotic burnettramic acid A (1) and three new congeners, burnettramic acids C-E (2-4), were identified from the co-cultures of two marine Aspergillus strains. The structure of burnettramic acid A was revised on the basis of reinterpretation of the nuclear magnetic resonance (NMR) data and chemical derivatization. The full absolute configurations of burnettramic acids were established using the Mosher ester method and Marfey's analysis, combined with density functional theory calculation of NMR and electric circular dichroism data.

Publication types

  • Research Support, Non-U.S. Gov't