ComputOrgChem Unisa



The application of quantum mechanical (QM) methods combined with experimental approaches, such as NMR spectroscopy and electronic circular dichroism (ECD), are used to elucidate the stereochemical arrangement of natural/synthetic compounds. The workflow is based on the investigated compounds’ structural analysis, specifically comparing experimental NMR parameters such as 13C and 1H NMR chemical shifts, homonuclear and heteronuclear J coupling constants, and their related values calculated at the QM theory level. The final section focuses on determining the absolute configuration by comparing experimental and predicted NMR parameters and ECD spectra.

Useful tools: MAEΔΔδ

Latest papers:

Bewley C. A.; Sulikowski G. A.; Yang Z. J.; Bifulco G.; Cho H.-M.; Fullenkamp C. R.; “Properties of Configurationally Stable Atropoenantiomers in Macrocyclic Natural Products and the Chrysophaentin Family”, Acc. Chem. Res. 2023, 56, 414–424.

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Nalli Y.; Jan S.; Lauro G.; Ur Rasool J.; Lone W.I.; Sarkar A.R.; Banday J.; Bifulco G.; Laatsch H.; Syed S.H.; Ali A.; “Isolation, synthesis and structure determination of Cannabidiol derivatives and their cytotoxic activities.”, Nat. Prod. Res. 2021, 35, 471-480.

Lauro G.; Bifulco G.; “Elucidating the relative and absolute configuration of organic compounds by quantum mechanical approaches.”, Eur. J. Org. Chem.2020, 2020, 3929-3941.

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De Vita S.; Terracciano S.; Bruno I.; Chini M.G.; “From natural compounds to bioactive molecules through NMR and in silico methodologies.”, Eur. J. Org. Chem.2020, 2020, 6297-6317.

Lauro G.; Das P.; Riccio R.; Reddy D.S.; Bifulco G.; “DFT/NMR approach for the configuration assignment of groups of stereoisomers by the combination and comparison of experimental and predicted sets of data.”, J. Org. Chem.2020, 85, 3297-3306.

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Chini, M.G.; Urbani, D.; Dambruoso P.; Riccio R.; Bifulco G.; “Elucidating heteroatom influence on homonuclear 4J(H,H) coupling constants by DFT/NMR approach.”, Magn. Reson. Chem.2020, 58, 566-575.

Di Micco S.; Giannini C.; Previtali A.; Lucenti E.; Bifulco G.; “Chemical shift assignment of mono- and di-bromo triimidazo[1,2-a:1′,2′-c:1″,2″-e][1,3,5]triazine derivatives by DFT/NMR integrated approach.”, Magn. Reson. Chem.2019, 57, 82-92.

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