Compound "J'' in Late Cretaceous/Tertiary terrigenous oils revisited: Structure elucidation of a rearranged oleanane coeluting on GC with 18 beta(H)-oleanane
Samo za registrovane korisnike
2014
Autori
Nytoft, Hans PeterKildahl-Andersen, Geir
Šolević Knudsen, Tatjana
Stojanović, Ksenija
Rise, Frode
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
A C-30 pentacyclic triterpane eluting slightly after 18 alpha(H)-oleanane in the m/z 191 mass chromatograms of Late Cretaceous/Tertiary terrigenous oils (peak "J'' in the early literature) has been isolated from a Niger Delta oil and identified using NMR spectroscopy as 3 beta-methyl-24-nor-18 alpha(H)-oleanane. The previous assignment as 18 beta(H)-oleanane is therefore partly erroneous. 3 beta-Methyl-24-nor-18 alpha(H)-oleanane affords a larger m/z 412 -> 356 response than the oleananes and the relative contribution of 3 beta-methyl-24-nor-18 alpha(H)-oleanane to the 412 -> 191 "oleanane peak'' can be roughly estimated from comparison of the 412 -> 356/412 -> 191 ratio from the oleanane peak with that of the pure compounds. 3 beta-Methyl-24-nor-18 alpha(H)-oleanane can be as abundant as 18a(H)-oleanane in oils having a high concentration of early eluting rearranged oleananes. 3 beta-Methyl-24-nor-19 alpha(H)-taraxastane was also tentatively assigned in the oils on the basis of its ma...ss spectrum as well as its gas chromatography and high performance liquid chromatography retention times. 3 beta-Methyl-24-nor-gammacerane was tentatively assigned in a similar way in an oil containing gammacerane. All 3 beta-methyl-24-nor-triterpanes could be formed via dehydration, rearrangement and hydrogenation of triterpenoids having an OH group at C-3.
Ključne reči:
Biomarkers / Oleananes / Rearranged oleananes / Crude oil / NMR / HPLC / GC-MSIzvor:
Organic Geochemistry, 2014, 77, 89-95Izdavač:
- Oxford : Pergamon-Elsevier Science Ltd
Finansiranje / projekti:
- Geohemijska ispitivanja sedimentnih stena - fosilna goriva i zagađivači životne sredine (RS-176006)
- Organisation for the Prohibition of Chemical Weapons (OPCW)
DOI: 10.1016/j.orggeochem.2014.09.010
ISSN: 0146-6380
WoS: 000345430500008
Scopus: 2-s2.0-84908328465
Institucija/grupa
IHTMTY - JOUR AU - Nytoft, Hans Peter AU - Kildahl-Andersen, Geir AU - Šolević Knudsen, Tatjana AU - Stojanović, Ksenija AU - Rise, Frode PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1470 AB - A C-30 pentacyclic triterpane eluting slightly after 18 alpha(H)-oleanane in the m/z 191 mass chromatograms of Late Cretaceous/Tertiary terrigenous oils (peak "J'' in the early literature) has been isolated from a Niger Delta oil and identified using NMR spectroscopy as 3 beta-methyl-24-nor-18 alpha(H)-oleanane. The previous assignment as 18 beta(H)-oleanane is therefore partly erroneous. 3 beta-Methyl-24-nor-18 alpha(H)-oleanane affords a larger m/z 412 -> 356 response than the oleananes and the relative contribution of 3 beta-methyl-24-nor-18 alpha(H)-oleanane to the 412 -> 191 "oleanane peak'' can be roughly estimated from comparison of the 412 -> 356/412 -> 191 ratio from the oleanane peak with that of the pure compounds. 3 beta-Methyl-24-nor-18 alpha(H)-oleanane can be as abundant as 18a(H)-oleanane in oils having a high concentration of early eluting rearranged oleananes. 3 beta-Methyl-24-nor-19 alpha(H)-taraxastane was also tentatively assigned in the oils on the basis of its mass spectrum as well as its gas chromatography and high performance liquid chromatography retention times. 3 beta-Methyl-24-nor-gammacerane was tentatively assigned in a similar way in an oil containing gammacerane. All 3 beta-methyl-24-nor-triterpanes could be formed via dehydration, rearrangement and hydrogenation of triterpenoids having an OH group at C-3. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Organic Geochemistry T1 - Compound "J'' in Late Cretaceous/Tertiary terrigenous oils revisited: Structure elucidation of a rearranged oleanane coeluting on GC with 18 beta(H)-oleanane VL - 77 SP - 89 EP - 95 DO - 10.1016/j.orggeochem.2014.09.010 ER -
@article{ author = "Nytoft, Hans Peter and Kildahl-Andersen, Geir and Šolević Knudsen, Tatjana and Stojanović, Ksenija and Rise, Frode", year = "2014", abstract = "A C-30 pentacyclic triterpane eluting slightly after 18 alpha(H)-oleanane in the m/z 191 mass chromatograms of Late Cretaceous/Tertiary terrigenous oils (peak "J'' in the early literature) has been isolated from a Niger Delta oil and identified using NMR spectroscopy as 3 beta-methyl-24-nor-18 alpha(H)-oleanane. The previous assignment as 18 beta(H)-oleanane is therefore partly erroneous. 3 beta-Methyl-24-nor-18 alpha(H)-oleanane affords a larger m/z 412 -> 356 response than the oleananes and the relative contribution of 3 beta-methyl-24-nor-18 alpha(H)-oleanane to the 412 -> 191 "oleanane peak'' can be roughly estimated from comparison of the 412 -> 356/412 -> 191 ratio from the oleanane peak with that of the pure compounds. 3 beta-Methyl-24-nor-18 alpha(H)-oleanane can be as abundant as 18a(H)-oleanane in oils having a high concentration of early eluting rearranged oleananes. 3 beta-Methyl-24-nor-19 alpha(H)-taraxastane was also tentatively assigned in the oils on the basis of its mass spectrum as well as its gas chromatography and high performance liquid chromatography retention times. 3 beta-Methyl-24-nor-gammacerane was tentatively assigned in a similar way in an oil containing gammacerane. All 3 beta-methyl-24-nor-triterpanes could be formed via dehydration, rearrangement and hydrogenation of triterpenoids having an OH group at C-3.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Organic Geochemistry", title = "Compound "J'' in Late Cretaceous/Tertiary terrigenous oils revisited: Structure elucidation of a rearranged oleanane coeluting on GC with 18 beta(H)-oleanane", volume = "77", pages = "89-95", doi = "10.1016/j.orggeochem.2014.09.010" }
Nytoft, H. P., Kildahl-Andersen, G., Šolević Knudsen, T., Stojanović, K.,& Rise, F.. (2014). Compound "J'' in Late Cretaceous/Tertiary terrigenous oils revisited: Structure elucidation of a rearranged oleanane coeluting on GC with 18 beta(H)-oleanane. in Organic Geochemistry Oxford : Pergamon-Elsevier Science Ltd., 77, 89-95. https://doi.org/10.1016/j.orggeochem.2014.09.010
Nytoft HP, Kildahl-Andersen G, Šolević Knudsen T, Stojanović K, Rise F. Compound "J'' in Late Cretaceous/Tertiary terrigenous oils revisited: Structure elucidation of a rearranged oleanane coeluting on GC with 18 beta(H)-oleanane. in Organic Geochemistry. 2014;77:89-95. doi:10.1016/j.orggeochem.2014.09.010 .
Nytoft, Hans Peter, Kildahl-Andersen, Geir, Šolević Knudsen, Tatjana, Stojanović, Ksenija, Rise, Frode, "Compound "J'' in Late Cretaceous/Tertiary terrigenous oils revisited: Structure elucidation of a rearranged oleanane coeluting on GC with 18 beta(H)-oleanane" in Organic Geochemistry, 77 (2014):89-95, https://doi.org/10.1016/j.orggeochem.2014.09.010 . .