NMR analysis and crystal structure of hydroxyclerodanes from Mexican Salvia species

Abstract

"NMR and single crystal X-ray diffraction analysis of seven clerodanes from Mexican Salvia species was performed. We focused on clerodanes with tertiary hydroxyl group at C-4, C-8, and C-10, in which the establishment of absolute configuration around these chiral centers is nontrivial and the 13C NMR signals can be misassigned. In addition, the analysis by 1H NMR in aprotic solvent allowed us to establish a common pattern that correlates the chemical shift with the position of the hydroxyl groups, which constitute a good methodology for future structural elucidation of these kinds of compounds. The obtained data allowed us to establish the absolute configuration of five of these diterpenes and the structural revision of salvimicrophyllin D (7)."