Molecules 2013, 18(11), 13520-13529; doi:10.3390/molecules181113520
Article

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

Received: 12 September 2013; in revised form: 24 October 2013 / Accepted: 29 October 2013 / Published: 31 October 2013
(This article belongs to the Section Natural Products)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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 13C-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 triple ζ Dunning’s correlation consistent basis set (cc-pVTZ), of (1) and three of its possible diastereomers, compounds 24.
Keywords: 3-ishwarone; structure elucidation; IR spectra simulation; NMR chemical shift calculation; molecular modeling
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MDPI and ACS Style

dos S. Junior, F.M.; Velozo, L.S.M.; de Carvalho, E.M.; Marques, A.M.; Borges, R.M.; Trindade, A.P.F.; dos Santos, M.I.S.; de Albuquerque, A.C.F.; Costa, F.L.; Kaplan, M.A.C.; de Amorim, M.B. 3-Ishwarone, a Rare Ishwarane Sesquiterpene from Peperomia scandens Ruiz & Pavon: Structural Elucidation through a Joint Experimental and Theoretical Study. Molecules 2013, 18, 13520-13529.

AMA Style

dos S. Junior FM, Velozo LSM, de Carvalho EM, Marques AM, Borges RM, Trindade APF, dos Santos MIS, de Albuquerque ACF, Costa FL, Kaplan MAC, de Amorim MB. 3-Ishwarone, a Rare Ishwarane Sesquiterpene from Peperomia scandens Ruiz & Pavon: Structural Elucidation through a Joint Experimental and Theoretical Study. Molecules. 2013; 18(11):13520-13529.

Chicago/Turabian Style

dos S. Junior, Fernando M.; Velozo, Leosvaldo S.M.; de Carvalho, Erika M.; Marques, André M.; Borges, Ricardo M.; Trindade, Ana P.F.; dos Santos, Maria I.S.; de Albuquerque, Ana C.F.; Costa, Fabio L.; Kaplan, Maria A.C.; de Amorim, Mauro B. 2013. "3-Ishwarone, a Rare Ishwarane Sesquiterpene from Peperomia scandens Ruiz & Pavon: Structural Elucidation through a Joint Experimental and Theoretical Study." Molecules 18, no. 11: 13520-13529.

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