Vibrational circular dichroism for the assignment of absolute configuration of natural products in Brazil
Arquivos
Data
2021-12-02
Autores
Batista, Andrea Nastri de Luca
Santos Junior, Fernando Martins dos
Valverde, Alessandra Leda
Batista Junior, João Marcos [UNIFESP]
Orientadores
Tipo
Artigo
Título da Revista
ISSN da Revista
Título de Volume
Resumo
The determination of the absolute configuration of chiral bioactive natural products is a crucial step in their structural characterization.
Several well-established techniques, such as X-ray crystallography, stereo-controlled organic synthesis, NMR, and
chiroptical spectroscopy, are commonly used to this end. However, even today, the configurational analysis of natural products
remains a challenge, with a significant number of reassignments being reported every year. Among chiroptical methods,
vibrational circular dichroism (VCD) has emerged as an excellent tool for the assignment of the absolute configuration of
structurally diverse chiral natural products directly in solution. This review covers the use of VCD spectroscopy to elucidate
the absolute stereochemistry of natural products in Brazil over the last 20 years. Although the number of VCD investigations on
secondary metabolites has increased, VCD can still be considered under-explored in Brazil. Therefore, herein, we aim to
demonstrate the unparalleled stereochemical discriminatory power of VCD to assign both conformation and absolute configuration
of natural products in conditions not commonly accessible to other techniques.