Identification of some diterpenoid hydrocarbons in petroleum

Twelve species of the conifer family Araucariaceae, including Araucaria (6 species), Agathis (3 species) and Wollemia (1 species) genera, were submitted to artificial maturation by confined pyrolysis. The aim of these experiments is to transform the biomolecules synthesized by these species into their homologous geomolecules in laboratory conditions. Determination of the diagenetic molecular signatures of Araucariaceae through experimentation on extant representatives allows us to complete our knowledge in botanical palaeochemotaxonomy. Such knowledge is relevant to palaeoenvironmental, environmental and archaeology purposes. All artificially diagenetic species of Araucariaceae are firstly characterized by a predominance of saturated tetracyclic diterpenoids including ent-beyerane, phyllocladanes and ent-kauranes. Moreover, Araucaria genus shows a high relative abundance of bicyclic sesquiterpenoids, particularly the cadalane-type compounds accompanied by those of eudesmane and bisabolane types as well as chamazulene and pentamethyl-dihydroindenes. Diterpenoids are of labdane, isopimarane and abietane types (essentially derived from abietanoic acids) as well as isohexyl alkylaromatic hydrocarbons. Compared to the tetracyclic diterpenoids, these compounds show a relatively lower abundance, reaching trace levels in the case of saturated abietanes. Distributions of sesquiterpenoids and diterpenoids of Agathis show some similarities to that of Araucaria, with the exception of one species, in which the tetracyclic compounds are absent and the abietane type (essentially derived from abietanoic acids) predominant. High similarities between the Wollemia and Araucaria genera are observed. Both are characterized by some high relative abundance of tetracyclic compounds with no predominance of other specific diterpenoids

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“…This spectrum matches very well to that of 17-nortetracyclic diterpane described by Noble et al (1986) (Fig. 8d).…”

Section: Tetracyclic Diterpenoids Mainly Ent-beyerane 16α(h)-and 16supporting

confidence: 82%

“…Only phyllocladane-type or kaurane-type compounds are observed in A. angustifolia and in A. nemorosa respectively. a 60 80 100 120 140 160 180 200 220 240 159 173 244 143 128 229 115 91 55 105 77 183 67 213 195 Tentatively identified Noble et al, 1986); (e): 16(H)-homo-phyllocladane.…”

Section: Tetracyclic Diterpenoids Mainly Ent-beyerane 16α(h)-and 16mentioning

confidence: 99%

Determination of the molecular signature of fossil conifers by experimental palaeochemotaxonomy – Part 1: The Araucariaceae family

Hautevelle

Michels

2013

Biogeosciences

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“…2). The presence of dehydroabietin, dehydroabietane, simonellite and retene indicate contributions from gymnosperms (Simoneit, 1977;Barrick and Hedges, 1981;Richardson and Miller, 1982;Noble et al, 1985Noble et al, , 1986Ellis et al, 1996;Bastow et al, 2001). An input from angiosperms is apparent from the presence of the 8,14-seco-oleanoid, pentamethylnonahydropicene, tetramethyloctahydropicene, tetraaromatic lupene and trimethyltetrahydropicenes (Bendoraitis, 1974;Spyckerelle et al, 1977;Corbet et al, 1980;Chaffee an Johns, 1988).…”

Section: Distribution Of Higher Plant Biomarkersmentioning

confidence: 99%

Probable fungal origin of perylene in Late Cretaceous to Paleogene terrestrial sedimentary rocks of northeastern Japan as indicated from stable carbon isotopes

Suzuki

Yessalina

Kikuchi

2010

Organic Geochemistry

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“…3). Previous work has suggested a terrigenous source for C19 and C20 tricyclic terpanes, which has led to the use of C19/C23 and C20/C23 tricyclic terpane ratios to identify input of terrigenous organic matter (Noble et al, 1986;.…”

Section: Biomarker and Petrographic Evidence Of Terrigenous Organic Mmentioning

confidence: 99%

Testing the ancient marine redox record from oxygenic photosynthesis to photic zone euxina

French¹

2015

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Tracing the evolution of Earth's redox history is one of the great challenges of geobiology and geochemistry. The accumulation of photosynthetically derived oxygen transformed the redox state of Earth's surface environments, setting the stage for the subsequent evolution of complex life. However, the timing of the advent of oxygenic photosynthesis relative to the Great Oxidation Event (GOE; ~2.4 Ga) is poorly constrained. After the deep ocean became oxygenated in the early Phanerozoic, hydrogen sulfide, which is toxic to most aerobes, may have transiently accumulated in the marine photic zone (i.e. photic zone euxinia; PZE) during mass extinctions and oceanic anoxic events. Here, the molecular fossil evidence for oxygenic photosynthesis and eukaryotes is reevaluated, where the results imply that currently existing lipid biomarkers are contaminants. Next, the stratigraphic distribution of green and purple sulfur bacteria biomarkers through geologic time is evaluated to test whether these compounds reflect a water column sulfide signal, which is implicit in their utility as PZE paleoredox proxies. Results from a modern case study underscore the need to consider allochthonous and microbial mat sources and the role of basin restriction as alternative explanations for these biomarkers in the geologic record, in addition to an autochthonous planktonic source.

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Identification of some diterpenoid hydrocarbons in petroleum

Cited by 162 publications

References 9 publications

Determination of the molecular signature of fossil conifers by experimental palaeochemotaxonomy – Part 1: The Araucariaceae family

Determination of the molecular signature of fossil conifers by experimental palaeochemotaxonomy – Part 1: The Araucariaceae family

Probable fungal origin of perylene in Late Cretaceous to Paleogene terrestrial sedimentary rocks of northeastern Japan as indicated from stable carbon isotopes

Testing the ancient marine redox record from oxygenic photosynthesis to photic zone euxina

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