Reassignment of NMR spectroscopic data of oleana-9(11),12-diene-3 β-ol isolated from Jeffreycia zeylanica and its wound healing potential in terms of cell migration and proangiogenic activity1

Nat Prod Res. 2023 Mar 20:1-8. doi: 10.1080/14786419.2023.2190112. Online ahead of print.

Abstract

Jeffreycia zeylanica (Asteraceae), a plant endemic to Sri Lanka, is used for the treatment of wounds. The scratch wound assay (SWA) guided fractionation of hexanes extract of J. zeylanica led to the isolation of oleana-9(11),12-diene-3β-ol (1) which showed enhanced cell migration in SWA and significant proangiogenic response in chorioallantoic membrane (CAM) assay. Since the reported 1H NMR assignments of 1 were incomplete, and some 13C NMR assignments were inconsistent with our observations, reassignment of NMR spectroscopic data of 1 was carried out. Herein we report unambiguous assignment of NMR data of 1 based on 1D and 2D NMR spectra. This is the first report of 1 in J. zeylanica.

Keywords: ),12-diene-3β-ol; 1D and 2D NMR spectroscopy; Asteraceae; Jeffreycia zeylanica; chorioallantoic membrane (CAM) assay; oleana-9(11; scratch wound assay (SWA).