Abstract
The resins bled from stems and in seed cones and leaves of Cryptomeria japonica, Glyptostrobus pensilis, Taxodium distichum, and T. mucronatum were characterized to provide an overview of their major natural product compositions. The total solvent extract solutions were analyzed as the free and derivatized products by gas chromatography-mass spectrometry to identify the compounds, which comprised minor mono- and sesquiterpenoids, and dominant di- and triterpenoids, plus aliphatic lipids (e.g., n-nonacosan-10-ol). Ferruginol, 7α-p-cymenylferruginol, and chamaecydin were the major characteristic markers for the Taxodioideae conifer subfamily. The mass spectrometric data can aid polar compound elucidation in environmental, geological, archeological, forensic and pharmaceutical studies.
Highlights
Natural products, especially terpenoids or their derivatives, are preserved in the ambient environment or geological record
When extracted and characterized by gas chromatography-mass spectrometry (GC-MS) they are used by organic geochemists as tracers for sources, transport and alteration processes of organic matter in any global compartment [1,2,3,4,5,6,7,8,9,10,11,12,13,14,15]
The diterpenoid constituents of Cryptomeria japonica and Taxodium distichum have been studied more extensively [24,25,26,27,28,29,31,32,33,34,35,38,39,40,41,42,48] and references therein]. None of these earlier studies reported the natural product compositions of the total resin/plant extracts, but instead the mixtures were separated by liquid or high-pressure liquid chromatography (LC or HPLC), followed by structure determination of each compound by NMR, HRMS for elemental composition, and sometimes MS
Summary
Especially terpenoids or their derivatives, are preserved in the ambient environment or geological record. The connection of the known natural products isolated from these conifers with their application as tracers in other interdisciplinary sciences has been limited [7,8,14,43] This is due to the lack of reports on the chemical compositions of the total resin mixtures, and the paucity of mass spectra for known compounds, especially the oxygenated natural products. We report the GC-MS results and full mass spectra of novel compounds of the resins as free and derivatized products This total mixture analysis provides an overview of the major compounds present in the resins of the extant Taxodioideae subfamily, and is a guide for their presence in environmental and fossil samples
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