Raman optical activity of a flavone C-diglycoside: Aqueous solution conformations and absolute configuration

Author(s)

Calisto, Italo H. ; Furlan, Maysa ; Blanch, Ewan W. ; Batista, Joao M., Jr.

• Document type: Journal article
• Source: VIBRATIONAL SPECTROSCOPY; v. 91, p. 5-pg., 2017-07-01.

Abstract

The combination of experimental and theoretical Raman optical activity data for the flavone C-diglycoside isoswertisin-4'-methyl-ether-2"alpha-L-rhamnoside provided detailed information about its conformational preferences in aqueous solution as well as the absolute configuration of the glycosidic linkage. This work also demonstrated the importance of explicit solvation for accurate predictions of the conformational ensemble and vibrational optical activity properties of natural products in water, as opposed to gas-phase or polarizable continuum model calculations. (C) 2016 Elsevier B.V. All rights reserved. (AU)

• FAPESP's process: 14/25222-9 - Vibrational chiroptical spectroscopy for stereochemical characterization of small molecules and macromolecules
• Grantee: João Marcos Batista Junior
• Support Opportunities: Research Grants - Young Investigators Grants
• FAPESP's process: 15/07089-2 - Vibrational chiroptical spectroscopy for stereochemical characterization of small molecules and macromolecules
• Grantee: João Marcos Batista Junior
• Support Opportunities: Scholarships in Brazil - Young Researchers