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De-A-steroid ketones and de-A-aromatic steroid hydrocarbons in shale indicate a novel diagenetic pathway

Abstract

Recent investigations of Cretaceous black shales have led to the identification of several hitherto unknown steroidal compounds1,2, thus providing information on some diagenetic pathways of steroids. We report here the identification of ring A-degraded steroids in a Cretaceous black shale from the Livello Bonarelli, a carbonate-poor interval deposited at the Cenomanian–Turonian boundary. The ketone fraction of the extract contains a series of compounds which we have identified as 10α(Me)-de-A-cholestan-5-one and homologues. The presence of mono- and diaromatic de-A-steroid hydrocarbons in the aromatic fraction of the extract is suggested. The occurrence of these degraded steroids can be explained by a degradation pathway similar to that suggested for 3-oxygenated triterpenoids such as β-amyrin and lupeol3–7.

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van Graas, G., de Lange, F., de Leeuw, J. et al. De-A-steroid ketones and de-A-aromatic steroid hydrocarbons in shale indicate a novel diagenetic pathway. Nature 299, 437–439 (1982). https://doi.org/10.1038/299437a0

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