Absolute Configurations of Griseorhodins A and C

Tetrahedron Lett. 2017 Dec 13;58(50):4721-4723. doi: 10.1016/j.tetlet.2017.11.008. Epub 2017 Nov 7.

Abstract

The known antibiotic and cytotoxic compounds griseorhodin A (1) and griseorhodin C (2) were produced in solid culture by Streptomyces puniceus AB10, which was isolated from the leaf-cutter ant Acromyrmex rugosus rugosus. Their absolute configurations were unambiguously established as 6S,6aR,7S,8S and 6R,6aR,7S,8R, respectively, using vibrational circular dichroism (VCD) and density functional theory (DFT) calculations.

Keywords: Acromyrmex rugosus rugosus; Griseorhodins; Rubromycin; Streptomyces puniceus; Vibrational circular dichroism.