The occurrence and identification of series of organic sulphur compounds in oils and sediment extracts. I. A study of Rozel Point Oil (U.S.A.)

Damsté, Jaap S. Sinninghe; Leeuw, J.W. de; Dalen, A. C. Kock‐Van; Zeeuw, M.A. de; Lange, F. de; Irene, W.; Rijpstra, C.; Schenck, P.A.

doi:10.1016/0016-7037(87)90291-2

Cited by 155 publications

(20 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…C 20 isoprenoid thiophenes have been widely observed in non-polar fractions of extracts from sediments (e.g. Sinninghe Damsté et al, 1987;Wakeham et al, 1995) and experimental studies (de Graaf et al, 1992;Rowland et al, 1993;Krein and Aizenshtat, 1994;Gelin et al, 1998) . Here, two identical C 20 isoprenoid thiophenes were observed in multiple polarity fractions and could not be isolated in a single fraction using column chromatography.…”

Section: Osc Identification and Abundancementioning

confidence: 99%

Sulfur isotopic composition of individual organic compounds from Cariaco Basin sediments

Raven

Adkins

Werne

et al. 2015

Organic Geochemistry

View full text Add to dashboard Cite

Reactions between reduced inorganic sulfur and organic compounds are thought to be important for the preservation of organic matter (OM) in sediments, but the sulfurization process is poorly understood. Sulfur isotopes are potentially useful tracers of sulfurization reactions, which often occur in the presence of a strong porewater isotopic gradient driven by microbial sulfate reduction. Prior studies of bulk sedimentary OM indicate that sulfurized products are 34 Senriched relative to coexisting sulfide, and experiments have produced 34 S-enriched organosulfur compounds. However, analytical limitations have prevented the relationship from being tested at the molecular level in natural environments. Here we apply a new method, coupled gas chromatography -inductively coupled plasma mass spectrometry, to measure the compoundspecific sulfur isotopic compositions of volatile organosulfur compounds over a 6 m core of anoxic Cariaco Basin sediments. In contrast to current conceptual models, nearly all extractable organosulfur compounds were substantially depleted in 34 S relative to coexisting kerogen and 2 porewater sulfide. We hypothesize that this 34 S depletion is due to a normal kinetic isotope effect during the initial formation of a carbon-sulfur bond and that the source of sulfur in this relatively irreversible reaction is most likely the bisulfide anion in sedimentary pore water. The 34 Sdepleted products of irreversible bisulfide addition alone cannot explain the isotopic composition of total extractable or residual OM. Therefore, at least two different sulfurization pathways must operate in the Cariaco Basin, generating isotopically distinct products. Compound-specific sulfur isotope analysis thus provides new insights into the timescales and mechanisms of OM sulfurization.3

show abstract

Section: Osc Identification and Abundancementioning

confidence: 99%

Sulfur isotopic composition of individual organic compounds from Cariaco Basin sediments

Raven

Adkins

Werne

et al. 2015

Organic Geochemistry

View full text Add to dashboard Cite

show abstract

“…A wide variety of chemical structures of steroids and terpenoids was found in extracts of marine sediments, as well as both contemporary and geologically ancient deposits [29,31,[109][110][111][112][113][114]. Aromatic sterols, triterpenoids, and sulfur-containing compounds have been found in marine sediments and crude oil [31][32][33][34][115][116][117][118][119][120].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

“…Until now, there has been no evidence that microorganisms do not participate in the formation of sulfur-containing steroids, but nevertheless, these lipid markers are of great interest for biochemistry, geochemistry, and pharmacology [119][120][121][122]. More than 3000 terpenoids and other lipid molecules have been isolated from sedimentary rocks and marine sediments-this is an established fact [28,30,33,[39][40][41][42][111][112][113][114]. Sulfur-containing steroids and terpenoids make up the bulk of natural compounds that are isolated from ancient sediments, petroleum, deposits, and marine sediments [111][112][113][114]117,[123][124][125][126][127].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

“…steroids and terpenoids make up the bulk of natural compounds that are isolated from ancient sediments, petroleum, deposits, and marine sediments [111][112][113][114]117,[123][124][125][126][127].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

“…Two thiosteranes, 3β-thio-5α-cholestane (75), and 3β-24-methyl-5α-cholestane (76) were isolated from extracts from Marrakech activated sludge, which is formed from the leaves and the date palm of the date palm [135,136]. Four thio-5α-cholestane derivatives (77-80) were isolated from the polar fractions of the organic matter of both oils and sediment extracts, which were collected in various parts of the world, in Europe, North America, and China [113,114,[137][138][139][140].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

See 2 more Smart Citations

Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile

et al. 2021

View full text Add to dashboard Cite

The review focuses on sulfated steroids that have been isolated from seaweeds, marine sponges, soft corals, ascidians, starfish, and other marine invertebrates. Sulfur-containing steroids and triterpenoids are sourced from sedentary marine coelenterates, plants, marine sediments, crude oil, and other geological deposits. The review presents the pharmacological profile of sulfated steroids, sulfur-containing steroids, and triterpenoids, which is based on data obtained using the PASS program. In addition, several semi-synthetic and synthetic epithio steroids, which represent a rare group of bioactive lipids that have not yet been found in nature, but possess a high level of antitumor activity, were included in this review for the comparative pharmacological characterization of this class of compounds. About 140 steroids and triterpenoids are presented in this review, which demonstrate a wide range of biological activities. Therefore, out of 71 sulfated steroids, thirteen show strong antitumor activity with a confidence level of more than 90%, out of 50 sulfur-containing steroids, only four show strong antitumor activity with a confidence level of more than 93%, and out of eighteen epithio steroids, thirteen steroids show strong antitumor activity with a confidence level of 91% to 97.4%.

show abstract

Organic sulfur in the geosphere: analysis, structures and chemical processes

Krein

1993

PATAI'S Chemistry of Functional Groups

View full text Add to dashboard Cite

The occurrence and identification of series of organic sulphur compounds in oils and sediment extracts. I. A study of Rozel Point Oil (U.S.A.)

Cited by 155 publications

References 25 publications

Sulfur isotopic composition of individual organic compounds from Cariaco Basin sediments

Sulfur isotopic composition of individual organic compounds from Cariaco Basin sediments

Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile

Organic sulfur in the geosphere: analysis, structures and chemical processes

Contact Info

Product

Resources

About