Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: multivariate analyses

Wolff, Robert Lee; Deluc, Laurent G.; Marpeau, Anne M.

doi:10.1007/s004680050122

Cited by 44 publications

(66 citation statements)

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“…On the contrary, they are the rule. This was observed in earlier and more recent systematic studies of gymnosperm leaf [28,29] and seed lipids [30], and for the latter, extended to practically all species analysed so far (approximately 170 species analysed by author Wolff and co-workers [26,27,[31][32][33][34][35][36][37][38][39][40][41][42][43][44][45][46]). They also occur in wood [47][48][49][50][51][52] lipids, but the number of species analysed for these tissues is much more limited.…”

Section: ∆ ∆5-upifa Are Usual Components Of Gymnosperm Lipidsmentioning

confidence: 76%

“…This profile may be used as a chemometric means for the taxonomy of conifer families and genera [33][34][35][44][45][46], that generally coincide with the same taxa characterised by botanical criteria. Though of apparent academic interest, this feature has practical implications in that it allows prediction of species in which a given category of ∆5-UPIFA is likely to be present, but unfortunately not systematically prediction of its abundance.…”

Section: ∆ ∆5-upifa Structures and Their Possible Biosynthesismentioning

confidence: 99%

“…J. communis seed lipids also contain 1.2% of the juniperonic acid precursor 11,14,17-C20:3 acid. The latter fatty acid is the elongation product of α-linolenic acid, particularly abundant in Cupressaceae seed lipids [32,33]. Juniperonic acid is also characteristic of species from the Taxodiaceae family (e.g., Sequoia), but their seed oil content is generally low [32].…”

Section: Practical Sources Of Individual ∆ ∆5-upifa As Standards For Glcmentioning

confidence: 99%

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Structures, practical sources (gymnosperm seeds), gas-liquid chromatographic data (equivalent chain lengths), and mass spectrometric characteristics of all-cis Δ5-olefinic acids

Wolff

Christie

2002

Eur. J. Lipid Sci. Technol.

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Structures, practical sources (gymnosperm seeds), gas-liquid chromatographic data (equivalent chain lengths), and mass spectrometric characteristics of all-cis ∆ ∆5-olefinic acidsIn view of the increasing interest of lipid researchers in the biological effects of all-cis ∆5-unsaturated polymethylene-interrupted fatty acids (∆5-UPIFA) from vegetable origin, this paper is concerned with their occurrence in practical sources (gymnosperm seeds), structures, and identification by gas-liquid chromatography (GLC) and mass spectrometry (MS). The use of equivalent chain lengths (ECL) determined by calculations based on available standards, in close agreement with data determined with easily available commercial gymnosperm seeds specific for each ∆5-UPIFA, allows identification of all ∆5-UPIFA. These tentative identifications are supported by GLC-MS of the appropriate (4,4-dimethyloxazoline and picolinyl ester) derivatives. ECL are particularly useful to identify ∆5-UPIFA in tissue lipids from animals experimentally fed oils containing these acids, with no interference with polyunsaturated fatty acids of endogenous origin.

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Section: ∆ ∆5-upifa Are Usual Components Of Gymnosperm Lipidsmentioning

confidence: 76%

Section: ∆ ∆5-upifa Structures and Their Possible Biosynthesismentioning

confidence: 99%

Section: Practical Sources Of Individual ∆ ∆5-upifa As Standards For Glcmentioning

confidence: 99%

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Structures, practical sources (gymnosperm seeds), gas-liquid chromatographic data (equivalent chain lengths), and mass spectrometric characteristics of all-cis Δ5-olefinic acids

Wolff

Christie

2002

Eur. J. Lipid Sci. Technol.

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“…These fatty acids occur in the seeds from all Coniferophyte families studied so far, encompassing approximately 180 species [3][4][5][6] (almost one-fourth of extant species). Known exceptions that do not contain DELTA5-UPIFA belong to the Cycadophytes [10,11].…”

Section: Articlementioning

confidence: 99%

“…Lipids from the seeds [3][4][5][6], leaves [7], and wood [8,9] of a great number of gymnosperm species are characterized by a particular class of fatty acids, the DELTA5-unsaturated polymethylene-interrupted fatty acids (DELTA5-UPIFA) (figure 1). These fatty acids occur in the seeds from all Coniferophyte families studied so far, encompassing approximately 180 species [3][4][5][6] (almost one-fourth of extant species).…”

Section: Articlementioning

confidence: 99%

Arachidonic and eicosapentaenoic acids in Araucariaceae, a unique feature among seed plants

Wolff

Christie

Aizetmuller

et al. 2000

OCL

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Résumé :Il est généralement admis que les plantes à graines (spermaphytes) ne sont pas capables de synthétiser les acides arachidonique ou éicosapentaénoïque (AA et AEP). Nous montrons ici, à l'aide de techniques chromatographiques et spectrométriques, que des espèces de la famille primitive Araucariaceae (gymnospermes) sont capables de synthétiser en faibles quantités ces acides dans leurs graines et feuilles. Agathis robusta, en particulier, contient à la fois l'AA et l'AEP dans ses graines, mais est dépourvu d'acides D5-insaturés polyméthylène-interrompus (D5-IPMI) à 18 atomes de carbone, alors que les espèces d'Araucaria étudiées en contiennent. En revanche, les deux genres contiennent des acides D5-IPMI, caractéristiques de tous les Coniférophytes. Tous les intermédiaires métaboliques de l'AA et/ou de l'AEP ont été caractérisés dans les graines d'Araucariaceae. L'intérêt de ces observations est discuté dans le cadre de la phylogénie des Coniférophytes. Summary :It is generally admitted that seed plants (spermaphytes) are unable to synthesize either arachidonic or eicosapentaenoic acids (AA and EPA), the classic essential fatty acids in animals. We give here chromatographic and spectrometric data showing that species from the primitive family Araucariaceae (gymnosperms) are able to synthesize AA and/or EPA in their seeds and leaves. Agathis robusta, in particular, contains AA and EPA in small amounts in its seeds, with no D5-unsaturated polymethylene-interrupted fatty acids (D5-UPIFA) with 18 carbon atoms, whereas Araucaria spp. contain both AA and C18 D5-UPIFA. In both species, D5-UPIFA with 20 carbon atoms are present as in all other Coniferophytes. All metabolic intermediates necessary for the biosynthesis of AA and/or EPA have been characterized in Araucariaceae seeds. The relevance of these observations is discussed with regard to the phylogeny of Coniferophytes. Mots-clés :Agathis spp., acide arachidonique, acide éicosapentaénoïque, Araucaria spp., Araucariaceae, chromatographie en phase gazeuse, chromatographie d'argentation sur couche mince, composition en acides gras, Coniférophytes, phylogénie, spectrométrie de masse.Keywords : Agathis spp., arachidonic acid, Araucaria spp., Araucariaceae, argentation thin-layerchromatography, Coniferophytes, eicosapentaenoic acid, fatty acid composition, gas-liquid chromatography, mass spectrometry, phylogeny.Article disponible sur le site http://www.ocl-journal.org ou http://dx.doi.org/10.1051/ocl.2000.0113 Arachidonic (5,8,11,[14][15][16][17][18][19][20] and eicosapentaenoic (5,8,11,14,17-20:5) acids are the classic essential fatty acids in animals that otherwise have not yet been characterized with certainty in spermaphytes (seed plants) [1]. At most, a few angiosperm species can synthesize their more immediate precursors gamma-linolenic (6,9,12-18:3) and stearidonic (6,9,12,15-18:4) acids from linoleic (9,12-18:2) and alpha-linolenic (9,12,15-18:3) acids, respectively, but they cannot further process these fatty acids. In contrast, plants of lower phyletic r...

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Terpene Chemodiversity of Relict Conifers Picea omorika, Pinus heldreichii, and Pinus peuce, Endemic to Balkan

Nikolić¹,

Ristić²,

Tešević³

et al. 2011

Chemistry & Biodiversity

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Terpenes are often used as ecological and chemotaxonomic markers of plant species, as well as for estimation of geographic variability. Essential oils of relic and Balkan endemic/subendemic conifers, Picea omorika, Pinus heldreichii, and P. peuce, in central part of Balkan Peninsula (Serbia and Montenegro), on the level of terpene classes and common terpene compounds were investigated. In finding terpene combinations, which could show the best diversity between species and their natural populations, several statistical methods were applied. Apart from the content of different terpene classes (P. omorika has the most abundant O-containing monoterpenes and sesquiterpenes; P. heldreichii and P. peuce have the largest abundance of sesquiterpene and monoterpene hydrocarbons, resp.), the species are clearly separated according to terpene profile with 22 common compounds. But, divergences in their populations were established only in combination of several compounds (specific for each species), and they were found to be the results of geomorphologic, climatic, and genetic factors. We found similarities between investigated species and some taxa from literature with respect to terpene composition, possibly due to hybridization and phylogenetic relations. Obtained results are also important regarding to chemotaxonomy, biogeography, phylogeny, and evolution of these taxa.

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Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: multivariate analyses

Abstract: AbstractmThe fatty acid compositions of seed oils from 34 conifer species, mainly Pinaceae and secondarily Cupressaceae, have been determined by gas-liquid chromatography of the methyl esters. As noted in earlier studies, these oils were characterized by the presence of several D5-

Cited by 44 publications

References 19 publications

Structures, practical sources (gymnosperm seeds), gas-liquid chromatographic data (equivalent chain lengths), and mass spectrometric characteristics of all-cis Δ5-olefinic acids

Structures, practical sources (gymnosperm seeds), gas-liquid chromatographic data (equivalent chain lengths), and mass spectrometric characteristics of all-cis Δ5-olefinic acids

Arachidonic and eicosapentaenoic acids in Araucariaceae, a unique feature among seed plants

Terpene Chemodiversity of Relict Conifers Picea omorika, Pinus heldreichii, and Pinus peuce, Endemic to Balkan

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