1. Academic Validation
  2. Absolute Configurations of Griseorhodins A and C

Absolute Configurations of Griseorhodins A and C

  • Tetrahedron Lett. 2017 Dec 13;58(50):4721-4723. doi: 10.1016/j.tetlet.2017.11.008.
Humberto E Ortega 1 João M Batista Jr 2 Weilan G P Melo 1 Jon Clardy 3 Mônica T Pupo 1
Affiliations

Affiliations

  • 1 Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, 14040-903, Ribeirão Preto, SP, Brazil.
  • 2 Department of Chemistry, Federal University of São Carlos - UFSCar. Rod. Washington Luís km 235, São Carlos, SP 13565-905, Brazil.
  • 3 Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115, United States.
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.

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