Configurational analysis of the natural product passifloricin A by quantum mechanical C NMR GIAO chemical shift calculations |
| |
Authors: | Giuseppe BifulcoLuigi Gomez-Paloma Raffaele Riccio |
| |
Institution: | Dipartimento di Scienze Farmaceutiche, Università di Salerno, Via Ponte don Melillo I-84084 Fisciano (Salerno), Italy |
| |
Abstract: | Quantum chemical calculations at mPW1PW91 level, with full geometry optimization, using the 6-31g(d) basis set, and GIAO (gauge including atomic orbitals) 13C NMR chemical shifts using the 6-31g(d,p) basis set, are here utilized as a support to define the configurational features of the natural product passifloricin A, whose previously proposed relative configuration has been recently shown, by synthetic studies, to be incorrect. This study suggests that the relative stereostructure for passifloricin A corresponds to the δ-lactone of the (5R,7R,9S,11R)-tetrahydroxyhexacos-2-enoic acid. |
| |
Keywords: | GIAO 13C NMR DFT calculations natural products passifloricin configurational analysis |
本文献已被 ScienceDirect 等数据库收录! |
|