Tri- and tetraterpenoid hydrocarbons in the Messel oil shale

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Scientific paper

The high molecular weight constituents of the branched and cyclic hydrocarbon fraction of the Messel oil shale (Eocene) have been examined by high resolution gas chromatography and combined gas chromatography-mass spectrometry. The following compounds are present: perhydrolycopene (1; lycopane), together with one or more unsaturated analogues with the same skeleton; a series of 4-methylsteranes (2c) in higher abundance than their 4-desmethyl analogues; two series of pentacyclic triterpanes, one series (C 27 -C 32 ) based on the hopane structure (3a-e), and the other (C 27 -C 31 ) based on the 17 -H hopane structure (3a-d, 17 H); and an intact triterpene hop-17 (21)-ene [3c, 17(21)]. Only two additional triterpanes were detected in minor concentrations, viz. 30-normoretane (3b, 21 H) and a C 31 triterpane based on the hopane/lupane-type skeleton. The presence of these compounds suggests a significant microbial contribution to the forming sediment. Comparison of the tri- and tetraterpenoid hydrocarbons with those of the Green River Shale indicates differences in the organisms contributing to the two sediments.

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