Aromatic Des-A-triterpenoid Hydrocarbons in Jurassic Coals from the Turpan-Hami Basin

Wang Chunjiang; Xia yanqing

A series of aromatic des-A-triterpenoid hydrocarbons were identified in some Jurassic coals from the Turpan-Hami Basin. Their carbon numbers are of CＣ₂₀ to Ｃ₂₄, with molecular weights of 264￣320. These compounds are characterred by m⁺ -15 base peaks and same mass spectral fragments such as m/z 193, 195, 207,209, 178, 179, 181, 165, 155, 189, 191, 205, 102, 119, 55, 69, 83, 109 and 111. Based on mass spectral characteristics, cleavage mechanism analysis and comparison to the published mass spectra, these compounds are confirmed to be of structural skeleton of chrysenes ; with different amounts and positions of methyl groups;and with B- ring aromatized but C and D-ring containing one double-bond respectively.M⁺-15 base peaks are suggested to be caused by loss of C-14 methyl. These compounds are suggested to be derived mainly from highter plant 3-oxygenated pentacyclic triterpenoids (oleanane and ursane series)by photochemically and/or microbially mediated loss of ring A and subsequent aromatisations. Their identifications in the Jurassic coals may suggest that these compounds are derived not only from angiosperms but also from gymnosperms.

Aromatic Des-A-triterpenoid Hydrocarbons in Jurassic Coals from the Turpan-Hami Basin

Laushou Institute of Geology,Chinese Academy of Sciences, Lanzhou, 730000

Received Date: 1994-12-08

Publish Date: 1995-12-10

Key words:

coal /
aromatic des-A-triterpenoid hydrocarbons /
photochemically /
microbially mediated

Abstract: A series of aromatic des-A-triterpenoid hydrocarbons were identified in some Jurassic coals from the Turpan-Hami Basin. Their carbon numbers are of CＣ₂₀ to Ｃ₂₄, with molecular weights of 264￣320. These compounds are characterred by m⁺ -15 base peaks and same mass spectral fragments such as m/z 193, 195, 207,209, 178, 179, 181, 165, 155, 189, 191, 205, 102, 119, 55, 69, 83, 109 and 111. Based on mass spectral characteristics, cleavage mechanism analysis and comparison to the published mass spectra, these compounds are confirmed to be of structural skeleton of chrysenes ; with different amounts and positions of methyl groups;and with B- ring aromatized but C and D-ring containing one double-bond respectively.M⁺-15 base peaks are suggested to be caused by loss of C-14 methyl. These compounds are suggested to be derived mainly from highter plant 3-oxygenated pentacyclic triterpenoids (oleanane and ursane series)by photochemically and/or microbially mediated loss of ring A and subsequent aromatisations. Their identifications in the Jurassic coals may suggest that these compounds are derived not only from angiosperms but also from gymnosperms.

HTML

Reference (1)

[1]

1.Chaffee A. L. , Hoover D. S. , Johns R. B. and Schweghardt F. K.《沉积记录中的生物标志物)，科学出版社，1991, 183一204.

2.Spyckerelle C.，Greiner A. Ch.，Albrechl P. and Ourisson G.，Aromatic hydrocarbons from geological sources. N .A octahydrochrysene, derived from tribterpenes, in oil shale, 3,3,7,13一tetramethyl一1,2,3,4,11,12,13,14一octahy- drochrysene, J. Chem. Res. , 1977, 3801一3228.

3.Laflamme R. E. and Hites R. A.，Tetra一and pentacyclic, noturally-occuring, aromatic hydrocarbons in recent sedi-ments, Geochim. Cosmochim. Acta, 1979, 43, 1687一1691.

4.Wakeham S. G.，Schaffner C. and Giger W.，Polycyclic aromatic hydrocarbons in recent lake sediments一，.Com-pounds derived from biogenic precursors during early diagenesis, Geochim. Cosmochim.A, 1980,44,415-429.

5.Chaffee A. L. and Johns R. B.，Polycyclic aromatic hydrocarbons in Australian coals一I .Angularly fused pentacyclic tri一and tetraaromatic components of victoria brown coals, Geochim. Cosmochim. Acta, 1983, 47, 2141一2155.

6.Chaffee A. L.，Strachan M. G. and Johns R. B.，Polycyclic aromatic hydrocarbons in Australian coals一I .Novel te-tracyclic components from victoria brown coal, Geochim. Cosmochim. Acta, 1984, 48, 2037一2043.

7.傅家淇、盛国英、陈德玉、刘德汉，S. C. Brasell, G. G. Eglinton，一种可能的煤成油母质—泥炭醉煤的有机地球化学特征，地球化学，1987, 1,1一9.

8.Wolff G. A.，TrendelJ. M. and Albrech P.，Novel monoaromatic triterpenoid hydrocarbons occurring in sediments, Te- trahedron, 1989, 45, 6721一6728.

9.Trendel J. M.，Lohmann F.，Kintzinger J. P. and Albrecht P.，Identification of des一A一triterpenoid hydrocarbons oc- tarring in surface sediments, Tetrahedron, 1989, 45, 4457一4470.

10.haffee A. L.，Molecular indicators of diagenosis in lignite diastereomeric configuration of triterpenoid derived aromatic hydrocarbons, Org Geochem.，1990, 15, 485一488.

11.Stout S. A.，Aliphatic and aromatic triterpenoid hydrocarbons in a Tertiary angiospermous lignite, Org. Geochem.，1992. 18, 51一66.

12.Iklas Heras X.，Grimalt J. O. and Albaiges J.，Novel C一ring deaved triterpenoid一derived aromatic hydrocarbons in Tertiary brown coals, Geochim. Cosmochim. Acta, 1991, 55, 3379一3385.

13.Corbel B.，petroleum,Albrecht P.J. Am. Chem.and Ourisson G. J.，Photochemical or photomimetric fossil terpenoids in sediments andSoc.，1980. 102. 1171一1173.

Aromatic Des-A-triterpenoid Hydrocarbons in Jurassic Coals from the Turpan-Hami Basin

Abstract

References

Proportional views

通讯作者: 陈斌, bchen63@163.com

Article Metrics

Proportional views

Related