3-Ishwarone, a Rare Ishwarane Sesquiterpene from Peperomia scandens Ruiz & Pavon: Structural Elucidation through a Joint Experimental and Theoretical Study

Fernando dos S. Junior, Leosvaldo Velozo, Erika de Carvalho, André Marques, Ricardo Borges, Ana Trindade, Maria dos Santos, Ana de Albuquerque, Fabio Costa, Maria Kaplan, Mauro de Amorim
2013 Molecules  
3-Ishwarone, (1), a sesquiterpene with a rare ishwarane skeleton, was isolated from Peperomia scandens Ruiz & Pavon (Piperaceae). Its structure was unambiguously determined by 1D-and 2D-NMR and infrared analyses, as well as by comparative theoretical studies which involved calculations of 13 C-NMR chemical shifts, using the Density Functional Theory (DFT) with the mPW1PW91 hybrid functional and Pople's 6-31G(d) basis set, and of vibrational frequencies, using the B3LYP hybrid functional and
more » ... le ζ Dunning's correlation consistent basis set (cc-pVTZ), of (1) and three of its possible diastereomers, compounds 2-4.
doi:10.3390/molecules181113520 pmid:24184821 fatcat:ui4ny7nwifdznnadsdvks5zqaa