Poly cyclic aromatic hydrocarbons in Recent lake sediments—II. Compounds derived from biogenic precursors during early diagenesis

doi:10.1016/0016-7037(80)90041-1

Geochimica et Cosmochimica Acta

Volume 44, Issue 3, March 1980, Pages 415-429

https://doi.org/10.1016/0016-7037(80)90041-1 Get rights and content

Abstract

Five groups of polycyclic aromatic hydrocarbons (PAH) thought to be derived by early-diagenetic transformations of biogenic precursors are apparently present in Recent sediments of four lakes (Lake Lucerne. Lake Zürich, and Greifensee. Switzerland, and Lake Washington, northwest U.S.A.) These natural PAH include:

1.
(1) perylene.
2.
(2) an extended series of phenanthrene homologs.
3.
(3) retene and pimanthrene derived from diterpenes.
4.
(4) a series of tetra- and pentacyclic PAH derived from pentacyclic triterpenes of the amyrin-type.
5.
(5) tetra- and pentacyclic PAH formed from pentacyclic triterpenes with five-membered E-rings.

Since these PAH are abundant in very young sediment layers, the transformation reactions involved appear to be faster than previously thought and may be microbially mediated. There is no evidence that anthropogenic or petrogenic sources can account for the distributions of these groups of PAH in cores of Recent lake sediments.

References (61)

C.W. Bird et al.
The identification of hop-22(29)-ene in prokaryotic organisms
Tetrahedron Lett.
(1971)
F.S. Brown et al.
Early diagenesis in a reducing fjord, Saanich Inlet, British Columbia—III. Changes in organic constituents of sediment
Geochim. Cosmochim. Acta
(1972)
M. de Rosa et al.
Isoprenoids of Bacillus acidocaldaris
Phytochemisrry
(1973)
A.C. Greiner et al.
Aromatic hydrocarbons from geological sources. I. New naturally occurring phenanthrene and chrysene derivatives
Tetrahedron
(1976)
R.E. LaFlamme et al.
The global distribution of polycyclic aromatic hydrocarbons in Recent Sediments
Geochim. Cosmochim. Acta
(1978)
J.H. Langenheim
Amber: a botanical inquiry
Science
(1969)
C. Lee et al.
Sterol geochemistry of sediments from the western North Atlantic Ocean and adjacent coastal areas
Geochim. Cosmochim. Acta
(1979)
J.J.Ch. Lousberg et al.
Pigments of Elsinoe species. Part II. Structure of Elsinochromes, A, B, and C
J. Chem. Soc.
(1969)
M. Rohmer et al.
Structure des bactériohopanetetrols d'Acetobacter xylinum
Tetrahedron Lett.
(1976)
M. Rohmer et al.
Dérivés du bacteriohopane: variations structurales et répartition
Tetrahedron Lett.
(1976)

M. Rohmer et al.

Méthyl-hopanes d'Acetobacter xylinum et d'Acetobader rancens: une nouvelle famille de composés triterpéniques

Tetrahedron Lett.

(1976)

W.H. Schuller et al.

Thermal behavior of certain resin acids

J. Chem. Eng. Data

(1966)

B.R.T. Simoneit

The Black Sea. a sink for terrigenous lipids

Deep-Sea Res.

(1977)

C. Spyckerellf

Geochim. Cosmochim. Acta

(1975)

A. Aizenshtat

Perylene and its geochemical significance

Geochim. Cosmochim. Acta

(1973)

P. Albrecht et al.

Triterpene alcohol isolated from oil shale

Science

(1969)

D.C. Allport et al.

The pigmentation and cell-wall material of Daldinia sp

J. Chem. Soc.

(1958)

D.C. Allport et al.

Biosynthetic pathways in Daldinia concentrica

J. Chem. Soc.

(1960)

J.M. Anderson et al.

Isolation of 4,9-dihydroxyperylene-3,10-quinone from a fungus

Chem. Ind.

(1956)

J.C. Arcos et al.

Molecular geometry and carcinogenic activity of aromatic compounds. New perspectives

Adv. Cancer Res.

(1968)

J.G. Bendoraitis

Hydrocarbons of biogenic origin in petroleum—aromatic triterpenes and bicyclic sesquiterpenes

G. Berti et al.

Constituents of ferns

Prog. Phytochem.

(1968)

M. Blumer et al.

Polycyclic aromatic hydrocarbons in soils and Recent sediments

Science

(1975)

B.R. Brown et al.

Coloring matters of the Aphididae. Part VIII. Studies on the nature of the aromatic ring system in the Erythroaphins

J. Chem. Soc. London

(1954)

D.W. Cameron et al.

Coloring matters of the Aphididae. Part XVI. Reconsideration of the structure of the Erythroaphins

J. Chem. Soc. London

(1964)

W. Carruthers et al.

The constituents of high-boiling petroleum distillates. Part VIII. Identification of 1,2,3,4-tetrahydro-2,2,9-trimethylpicene in an American crude oil

J. Chem. Soc. Land.

(1964)

M. Dastillung

Lipides de Sédiments Récents

Mayo P. de

The Higher Terpenoids

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^∗: Present address: Department of Chemistry, Woods Hole Oceanographic Institution, Woods Hole, MA 02543, U.S.A.

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Poly cyclic aromatic hydrocarbons in Recent lake sediments—II. Compounds derived from biogenic precursors during early diagenesis

Abstract

Tetrahedron Lett.

Geochim. Cosmochim. Acta

Phytochemisrry

Tetrahedron

Geochim. Cosmochim. Acta

Science

Geochim. Cosmochim. Acta

J. Chem. Soc.

Tetrahedron Lett.

Tetrahedron Lett.

Tetrahedron Lett.

J. Chem. Eng. Data

Deep-Sea Res.

Geochim. Cosmochim. Acta

Perylene and its geochemical significance

Geochim. Cosmochim. Acta

Triterpene alcohol isolated from oil shale

Science

The pigmentation and cell-wall material of Daldinia sp

J. Chem. Soc.

Biosynthetic pathways in Daldinia concentrica

J. Chem. Soc.

Isolation of 4,9-dihydroxyperylene-3,10-quinone from a fungus

Chem. Ind.

Molecular geometry and carcinogenic activity of aromatic compounds. New perspectives

Adv. Cancer Res.

Hydrocarbons of biogenic origin in petroleum—aromatic triterpenes and bicyclic sesquiterpenes

Constituents of ferns

Prog. Phytochem.

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Science

Coloring matters of the Aphididae. Part VIII. Studies on the nature of the aromatic ring system in the Erythroaphins

J. Chem. Soc. London

Coloring matters of the Aphididae. Part XVI. Reconsideration of the structure of the Erythroaphins

J. Chem. Soc. London

The constituents of high-boiling petroleum distillates. Part VIII. Identification of 1,2,3,4-tetrahydro-2,2,9-trimethylpicene in an American crude oil

J. Chem. Soc. Land.

Lipides de Sédiments Récents

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