Graduate Thesis Or Dissertation
 

Douglas-fir bark : n-hexane-soluble fraction

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  • Douglas-fir bark was extracted with n-hexane yielding a light colored, "wax-like" solid as the n-hexane soluble fraction. The chemical constituents of this n-hexane soluble fraction were partially resolved by column chromatography using Silica Gel G as stationary phase and chloroform-n-hexane (3:1 v/v) as developing solvent. Several bands were observed under ultraviolet light. Two narrow bands which were close to each other, but well separated from the other bands, were collected and designated as the "yellow band." The chemical constituents of the "yellow-band" were partially separated by thin-layer chromatography using 14 different solvent systems. Of these, chloroform-carbon tetrachloride (6:1 v/v) and diethyl ether-n-hexane (1:4 v/v) were the best. Fourteen compounds were detected. Two of the compounds were identified as [beta]-sitosterol and campesterol. The "yellow band" fraction was well resolved by gas-liquid chromatography using four different liquid phases and a variety of temperatures. The liquid phases SE-52, OV-17, and UC-W98 provided good resolution, but the phase Hi-EFF 8BP showed poor separation. Gas-liquid chromatography showed the presence of at least 20 compounds, two of which were identified as [beta]-sitosterol and campesterol. Positive identification of the presence of [beta]-sitosterol and campesterol in the "yellow band" fraction was accomplished by gas-liquid chromatography combined with rapid scan mass spectrometry. The data from the mass spectra also indicated the presence of other sterols as well as several terpenes. The presence of terpenes in the n-hexane soluble fraction of Douglas-fir bark has not been previously reported.
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