Challenges in the Configuration Assignment of Natural Products. A Case-selective Perspective
Overview
Authors
Affiliations
Covering: up to 2018 Even today, when planar structures of natural products can be determined with microgram samples, the configurational assignment continues to be a challenge. The relative and absolute configurations of natural products can be assigned by devising original approaches, relying on carefully acquired data on a case-by-case basis. In this review, the most widely available methods and techniques for the absolute configuration determination of novel natural products are concisely discussed. Selected illustrative examples (case studies) are presented, where original approaches integrating different chemical, spectroscopic, and/or computational methods have been devised to solve intriguing stereochemistry issues of natural small molecules.
Synergy of Prediction Rule and Total Synthesis in Solving the Stereochemical Puzzle of Valactamides.
Zhang T, Feng J, Oikawa H, Guo Y, Ye T Precis Chem. 2024; 2(3):120-126.
PMID: 39474028 PMC: 11503789. DOI: 10.1021/prechem.3c00109.
Single-Molecule Identification of the Isomers of a Lipidic Antibody Activator.
Mallada B, Villalobos F, Donoso B, Casares R, Longhi G, Mendieta-Moreno J J Phys Chem Lett. 2024; 15(27):6935-6942.
PMID: 38935930 PMC: 11247479. DOI: 10.1021/acs.jpclett.4c00164.
Barilli E, Reveglia P, Agudo-Jurado F, Canete Garcia V, Cimmino A, Evidente A Toxins (Basel). 2023; 15(12).
PMID: 38133197 PMC: 10747461. DOI: 10.3390/toxins15120693.
Gaudencio S, Bayram E, Lukic Bilela L, Cueto M, Diaz-Marrero A, Haznedaroglu B Mar Drugs. 2023; 21(5).
PMID: 37233502 PMC: 10222211. DOI: 10.3390/md21050308.
Structure Revision of Anti-Inflammatory Indole Alkaloids with a 1,2-Benzisoxazole Ring.
Lee J, Park K, Ham S, Kim J, Kim C ACS Omega. 2023; 8(15):13967-13970.
PMID: 37091423 PMC: 10116614. DOI: 10.1021/acsomega.3c00408.