Occurrence of triterpenyl acetates in soil and their potential as chemotaxonomical markers of Asteraceae

Lavrieux, Marlène; Jacob, Jérémy; Milbeau, Claude Le; Zocatelli, Renata; Masuda, Kazuo; Bréhéret, Jean‐Gabriel; Disnar, Jean-Robert

doi:10.1016/j.orggeochem.2011.09.005

Cited by 33 publications

(41 citation statements)

References 82 publications

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“…Das and Mahato, 1983), several pentacyclic triterpenes bearing original functional groups can be more taxon specific. Examples from multiple sedimentary sources (Jacob et al, 2005;Oyo-Ita et al, 2010) include those having an acetate function at C-3, that are restricted predominantly to Asteraceae (Lavrieux et al, 2011) and those bearing a methyl ether (ME) function at C-3 that are constrained to Poaceae (Ohmoto et al, 1970a).…”

Section: Introductionmentioning

confidence: 99%

Distribution of miliacin (olean-18-en-3β-ol methyl ether) and related compounds in broomcorn millet (Panicum miliaceum) and other reputed sources: Implications for the use of sedimentary miliacin as a tracer of millet

Bossard

Jacob

Milbeau

et al. 2013

Organic Geochemistry

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bution of miliacin (olean-18-en-3β-ol methyl ether) and related compounds in broomcorn millet (Panicum miliaceum) and other reputed sources: Implications for the use of sedimentary miliacin as a tracer of millet. Organic Geochemistry, Elsevier, 2013Elsevier, , 63, pp.48-55. <10.1016Elsevier, /j.orggeochem.2013 Miliacin biosynthesis has been proposed for other Panicum species, Setaria italica (Italian or foxtail millet), Pennisetum sp., and Chaetomium olivaceum (an olive green mold). We found miliacin concentrations in seeds of different varieties of P. miliaceum to be similarly high (with trace amounts of β-and α-amyrin methyl ethers). It was absent from hulls and roots, and nominally present in leaves and stems. The transfer of miliacin from plant to sediments is therefore mostly from seeds. Miliacin was abundant (often with larger amounts of β-and α-amyrin methyl ethers) in all other Panicum species studied but only in some species of the genus Pennisetum and absent in * Corresponding author e-mail address: jeremy.jacob@univ-orleans.fr 2 Setaria italica. Neither C. olivaceum nor its growth medium (rice) showed any trace of miliacin.Our results of no miliacin from S. italica and C. olivaceum , high miliacin concentrations in seed of P. miliaceum relative to other PTMEs and to other grasses, and considering the high biomass that cultivated broomcorn millet has relative to other potential plant sources, support the use of sedimentary records of miliacin in some contexts, to track past millet agricultural dynamics.

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Section: Introductionmentioning

confidence: 99%

Distribution of miliacin (olean-18-en-3β-ol methyl ether) and related compounds in broomcorn millet (Panicum miliaceum) and other reputed sources: Implications for the use of sedimentary miliacin as a tracer of millet

Bossard

Jacob

Milbeau

et al. 2013

Organic Geochemistry

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“…In environmental science, it proved to be helpful in the appreciation of past land use and recent anthropogenic impacts to soil (e.g, Farella et al, 2001;Heim et al, 2010;Huang et al, 2011;Lavrieux et al, 2011) as well as in tracing river pollution caused by paper mills (e.g. Leeming and Nichols, 1998;Wang at al., 2007).…”

Section: Introductionmentioning

confidence: 99%

Determination of the molecular signature of fossil conifers by experimental palaeochemotaxonomy – Part 1: The Araucariaceae family

Hautevelle

Michels

2013

Biogeosciences

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Twelve species of the conifer family Araucariaceae, including Araucaria (6 species), Agathis (3 species) and Wollemia (1 species) genera, were submitted to artificial maturation by confined pyrolysis. The aim of these experiments is to transform the biomolecules synthesized by these species into their homologous geomolecules in laboratory conditions. Determination of the diagenetic molecular signatures of Araucariaceae through experimentation on extant representatives allows us to complete our knowledge in botanical palaeochemotaxonomy. Such knowledge is relevant to palaeoenvironmental, environmental and archaeology purposes. All artificially diagenetic species of Araucariaceae are firstly characterized by a predominance of saturated tetracyclic diterpenoids including ent-beyerane, phyllocladanes and ent-kauranes. Moreover, Araucaria genus shows a high relative abundance of bicyclic sesquiterpenoids, particularly the cadalane-type compounds accompanied by those of eudesmane and bisabolane types as well as chamazulene and pentamethyl-dihydroindenes. Diterpenoids are of labdane, isopimarane and abietane types (essentially derived from abietanoic acids) as well as isohexyl alkylaromatic hydrocarbons. Compared to the tetracyclic diterpenoids, these compounds show a relatively lower abundance, reaching trace levels in the case of saturated abietanes. Distributions of sesquiterpenoids and diterpenoids of Agathis show some similarities to that of Araucaria, with the exception of one species, in which the tetracyclic compounds are absent and the abietane type (essentially derived from abietanoic acids) predominant. High similarities between the Wollemia and Araucaria genera are observed. Both are characterized by some high relative abundance of tetracyclic compounds with no predominance of other specific diterpenoids

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“…Pentacyclic triterpenes such as some triterpenyl acetates, tricyclic diterpenes and methoxyserratenes (biomarkers of Asteraceae, conifers, Pinaceae, 15 respectively; Lavrieux et al, 2011;Otto and Wilde, 2001;Le Milbeau et al, 2013) were investigated. While some non-specific molecules of these families have been identified in soils under the expected land-uses, and some triterpenoids were detected in the lake sediment, the most specific of them were totally absent from the latter.…”

Section: Triterpenoid Biomarkersmentioning

confidence: 99%

“…Among the cyclic compounds, some triterpenes were validated as family-or even species-specific (e.g. some triterpenyl acetates for Asteraceae, some sesqui-, di-and triterpenoids for conifers, methoxyserratenes for Pinaceae; Lavrieux et al, 2011;Otto and Wilde, 2001;Le Milbeau et al, 2013;respectively). Mostly developed and successfully used for paleo-environmental studies (e.g.…”

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confidence: 99%

Plants or bacteria? 130 years of mixed imprints in Lake Baldegg sediments (Switzerland), as revealed by compound-specific isotope analysis (CSIA) and biomarker analysis

Lavrieux¹,

Birkholz²,

Meusburger³

et al. 2018

Preprint

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Abstract. Soil erosion and associated sediment transfer are among the major causes of aquatic ecosystem and surface water quality impairment. Through land-use and agricultural practices, human activities modify the soil erosive risk and the catchment connectivity, becoming a key factor of sediment dynamics. Hence, restoration and management plans of water bodies can only be efficient if the sediment sources and the proportion attributable to different land-uses are identified. To this 15 aim, we applied two approaches, namely compound-specific isotope analysis (CSIA) of long-chain fatty acids (FA) and triterpenoid biomarker analysis, to the eutrophic Lake Baldegg and its agriculturally used catchment (Switzerland). Soils reflecting the five main land-uses of the catchment (arable lands, temporary and permanent grasslands, mixed forests, orchards) were subjected to CSIA. The compound-specific stable isotope d 13 C signatures clearly discriminate between grasslands (permanent and temporary) and forests. Signatures of agricultural land and orchards fall in-between. The soil signal was then 20 compared to the isotopic signature of a lake sediment sequence covering ca. 130 years (before 1885 to 2009). Most of the lake sediment samples lie out of the source soils polygon, most likely as a result of carbon exchanges with highly depleted material related to methanotrophic bacterial activity. The recent lake samples falling into the soil polygon indicate an important contribution of the forests, which can be explained by (1) the location of the forests on steep slopes, resulting in a higher connectivity of the forests to the lake, and (2) potential direct inputs of trees and shrubs growing along the rivers feeding the 25 lake and around the lake. Despite the strong bacterial overprint on the isotopic signal, land-use and catchment history are clearly reflected in the CSIA results, with isotopic shifts being consistent with catchment, land-use and eutrophication history.While present in the soils, the investigated highly specific biomarkers were not detected in the lake sediment. Two trimethyltetrahydrochrysenes (TTHCs), natural diagenetic products of pentacyclic triterpenoids, were found in the lake sediments. Their origin is attributed to the in-situ microbial degradation of some of the triterpenoids. While the need to 30 apportion sediment sources is especially crucial in eutrophic systems, our study stresses the importance of using caution with CSIA and triterpenoid biomarkers in such environments, where the presence of methanotrophic bacterial biomass might overprint original isotopic signals.

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Occurrence of triterpenyl acetates in soil and their potential as chemotaxonomical markers of Asteraceae

Cited by 33 publications

References 82 publications

Distribution of miliacin (olean-18-en-3β-ol methyl ether) and related compounds in broomcorn millet (Panicum miliaceum) and other reputed sources: Implications for the use of sedimentary miliacin as a tracer of millet

Distribution of miliacin (olean-18-en-3β-ol methyl ether) and related compounds in broomcorn millet (Panicum miliaceum) and other reputed sources: Implications for the use of sedimentary miliacin as a tracer of millet

Determination of the molecular signature of fossil conifers by experimental palaeochemotaxonomy – Part 1: The Araucariaceae family

Plants or bacteria? 130 years of mixed imprints in Lake Baldegg sediments (Switzerland), as revealed by compound-specific isotope analysis (CSIA) and biomarker analysis

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