Piscicartone, a Rotenoid From Piscidia carthagenensis

Abstract

The bark of the roots of Piscidia carthagenensis afforded the known insecticides rotenone (1) and millettone (2), as well as the new rotenoid piscicartone (3). The structure of 3 followed from nuclear magnetic resonance studies, while its absolute configuration (AC) was determined by vibrational circular dichroism (VCD) measurements in comparison with discrete Fourier transform B3LYP/DGDZVPcalculated spectra using the Compare VOA software. In addition, the AC of 1 and 2 was verified using the same VCD methodology.