From Relative to Absolute Stereochemistry of Secondary Metabolites: Applications in Plant Chemistry

• DOI: 10.1007/s43450-022-00333-y
• Publication Date: 2022-12-01T18:54:19Z
• Authors: Rogelio Pereda-Mi...; Elihu Bautista; Lucero Martínez-F...; Mabel Fragoso-Ser...
• Keywords: Absolute Configuration; Optical rotatory dispersion; Natural product; Vibrational Circular Dichroism; Chemical shift; Phytochemistry; Cotton effect

Structural elucidation of specialized metabolites or natural plant products, especially the stereochemical features chiral bioactive metabolites, is most important stage for all investigations in pharmacognosy and phytochemistry. Numerous methods have been established to solve absolute configuration including direct such as X-ray diffraction, chiroptical spectroscopy, stereo-controlled partial total organic synthesis, chemical correlation by simple reactions derivatization, well indirect using a standard compound derivatizing agent with known configuration, example, nuclear magnetic resonance utilization anisotropic effects agents. Once relative product resolved, stereochemistry can be determined assistance spectroscopies supported quantum mechanical-NMR prediction shifts, scalar coupling constants simulation optical rotatory dispersion, addition electronic vibrational circular dichroism spectra. This review summarizes practical employed assignment products selected examples focused on multichiral center small molecules from mega-diverse Brazilian Mexican flora.