Baccharane (18,19-secolupane): A rare triterpenoid skeleton widespread in Triassic sediments and petroleum from the Adriatic Basin |
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| Affiliation: | 1. Institut de Chimie, UniversitéLouis Pasteur, 1 rue Biaise Pascal, 67000 Strasbourg, France;2. AGIP S.p.A., 20097 San Donate Milanese, Milano, Italy;1. School of Biotechnology and Health Sciences, International Healthcare Innovation Institute, Wuyi University, Jiangmen, 529020, People''s Republic of China;2. Shanghai ZZZC Tech. Ltd, 400 Zhuanghangbei Rd, Shanghai, 201415, People''s Republic of China;3. Shanghai ELASTIN BioTech. Center, 37 Xinggong Rd, Shanghai, 202163, People''s Republic of China;4. College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, 310058, People''s Republic of China;1. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), Collaborative Innovation Center for Guangxi Ethnic Medicine, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin, 541004, PR China;2. College of Food and Biochemical Engineering, Guangxi Science & Technology Normal University, Laibin, 546199, PR China |
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| Abstract: | Baccharane (18,19-secolupane) 1, a triterpenoid skeleton seldom encountered in living organisms, has been characterized together with 17βH-des-E-lupane 2, one of its minor degradation products, in Italian Triassic sediment and crude oil samples from the Adriatic Basin by synthesis of standards.Reports of baccharane-derived triterpenoids in the field of natural products are scant and up to now restricted to terrestrial plants (angiosperms and ferns). In this regard, sedimentary baccharane derivatives may indicate a continental contribution (ferns?) to fossil organic matter; but they may also represent a contribution of as yet undetermined marine microorganisms, as has been proposed for dammarenes and dammaranes. Alternatively, they could be the bio/geochemical transformation products of biosynthetically closely related precursors such as lupane- or dammarane-type triterpenoids.The apparently restricted occurrence of baccharane derivatives in geological samples (up to now detected only in Triassic sediments of the Adriatic Basin) confers upon these compounds great value as correlation parameters and possibly as source indicators. |
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