A simple and rapid method for the differentiation of C-13 manoyl oxide epimers in biologically important samples using GC–MS analysis supported with NMR spectroscopy and computational chemistry results

Composition of the Essential Oils ofCistus ladaniferusandC. monspeliensisfrom Morocco

“…libraries of mass spectral data, and by comparing their mass spectra with published data (12). Special attention was paid to distinguish 13-epi-manoyl oxide from manoyl oxide with the aid of the MS data recently reported by Demetzos et al (13).…”

Functional divergence of diterpene syntheses in the medicinal plant Salvia miltiorrhiza Bunge

“…S1B; Demetzos et al, 2002). This presumably arises from cyclization of LDPP, suggesting that SmCPS4 produces this intermediate.…”

Manoyl Oxide (13R), the Biosynthetic Precursor of Forskolin, Is Synthesized in Specialized Root Cork Cells in Coleus forskohlii

“…Compound identification was done by comparison to authentic standards (dehydroabietadiene, abietadiene), reference spectra from literature, databases, and comparison of retention time (miltiradiene, manoyl oxide, copalol, labd-13-en-8,15-diol and 13[16]-14-labdien-8-ol;John Wiley and Sons, 2006;Adams, 2007;Lane et al, 2010;). The differentiation of the C-13 epimers (13R) and (13S) manoyl oxide was performed as previously described (Demetzos et al, 2002). For the GC-MS analysis of hexane extracts from in vitro assays using GPP as substrate, the parameters used were: 2 min at 50°C, ramp to 140°C with 20°C min -1 , ramp to 320°C with 10°C min -1 to 320°C, and hold for 3 min.…”