In a recent contribution to this Journal (J. Nat. Prod. 2017, 80, 1531-1540), Noumeur et al. reported the isolation and structure elucidation of six novel polyketides named preussilides A-F, endowed with remarkable antiproliferative activity. The absolute configuration of the new compounds was established mainly by analyzing exciton-coupled electronic circular dichroism (ECD) spectra. However, the application of the exciton chirality method (ECM) was incorrect, because the chirality defined by transition moments was assigned in a wrong way. A correct application of the ECM, substantiated by time-dependent density functional theory (TDDFT) calculations of ECD spectra, led us to revise the absolute configuration of Preussilides A-F. A brief discussion on the criteria required for a correct application of the ECM is also presented.
Revision of the Absolute Configuration of Preussilides A-F Established by the Exciton Chirality Method
Pescitelli, Gennaro
;Di Bari, Lorenzo
2017-01-01
Abstract
In a recent contribution to this Journal (J. Nat. Prod. 2017, 80, 1531-1540), Noumeur et al. reported the isolation and structure elucidation of six novel polyketides named preussilides A-F, endowed with remarkable antiproliferative activity. The absolute configuration of the new compounds was established mainly by analyzing exciton-coupled electronic circular dichroism (ECD) spectra. However, the application of the exciton chirality method (ECM) was incorrect, because the chirality defined by transition moments was assigned in a wrong way. A correct application of the ECM, substantiated by time-dependent density functional theory (TDDFT) calculations of ECD spectra, led us to revise the absolute configuration of Preussilides A-F. A brief discussion on the criteria required for a correct application of the ECM is also presented.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
