The new germacrane derivatives ketopelenolides C and D have been isolated from great mugwort (Artemisia arborescens). Their stereostructure elucidation exemplifies some of the most common pitfalls facing the configurational assignment of medium-sized polyfunctionalized compounds. It was established through a combined strategy including chemical derivatization, NMR data analysis, molecular modeling, and quantum-mechanical calculations including a comparison between experimental 13C NMR data and a Boltzmann-weighted average of DFT-calculated 13C NMR chemical shifts.
Stereostructure Assignment of Medium-Sized Rings through an NMR-Computational Combined Approach. Application to the New Germacranes Ketopelenolides C and D / Fattorusso, Ernesto; Luciano, Paolo; A., Romano; TAGLIALATELA SCAFATI, Orazio; G., Appendino; M., Borriello; Fattorusso, Caterina. - In: JOURNAL OF NATURAL PRODUCTS. - ISSN 0163-3864. - STAMPA. - 71:(2008), pp. 1988-1992. [10.1021/np8003547]
Stereostructure Assignment of Medium-Sized Rings through an NMR-Computational Combined Approach. Application to the New Germacranes Ketopelenolides C and D.
FATTORUSSO, ERNESTO;LUCIANO, PAOLO;TAGLIALATELA SCAFATI, ORAZIO;FATTORUSSO, CATERINA
2008
Abstract
The new germacrane derivatives ketopelenolides C and D have been isolated from great mugwort (Artemisia arborescens). Their stereostructure elucidation exemplifies some of the most common pitfalls facing the configurational assignment of medium-sized polyfunctionalized compounds. It was established through a combined strategy including chemical derivatization, NMR data analysis, molecular modeling, and quantum-mechanical calculations including a comparison between experimental 13C NMR data and a Boltzmann-weighted average of DFT-calculated 13C NMR chemical shifts.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
