Sesquiterpene lactones in various populations of Parthenium hysterophorus

Picman, Anna K.; Towers, G.H.N.

doi:10.1016/0305-1978(82)90021-7

Cited by 37 publications

(26 citation statements)

References 16 publications

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“…Significant variation in the sesquiterpene chemistry of P. hysterophorus has been reported from populations sampled from various regions of its worldwide distribution (Picman and Towers 1982), but this should not account for the discrepancies in magnitude of allelopathy between laboratory and field studies involving parthenium extracts. Pure parthenin was considered a weak germination inhibitor (Belz et al 2007) of several African grass species under natural conditions, including E. curvula (van der Laan et al 2008).…”

Section: Discussionmentioning

confidence: 98%

Does allelopathy explain the invasiveness of Campuloclinium macrocephalum (pompom weed) in the South African grassland biome?

et al. 2010

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Campuloclinium macrocephalum is an Asteraceous alien weed that invades roadside vegetation and grassland in South Africa. The role of allelopathy and competition in its invasiveness was investigated using Eragrostis curvula (weeping lovegrass, an indigenous grass), E. tef and Lactuca sativa (lettuce) as test species. Trials were conducted in Petri-dishes, pots and in the field. Root and shoot extracts of adult C. macrocephalum plants did not inhibit seed germination in any test species. The greatest effect was radicle stunting produced by leaf extracts at 10 and 25% w/v. Eragrostis curvula was less tolerant of the extracts than E. tef. Allelopathic effects could however not be confirmed in pot trials evaluating the interference potential of the weed or weed residue effects against E. curvula. E. curvula growth and biomass was not affected by plant densities of one or five C. macrocephalum per pot, whereas C. macrocephalum suffered a 17% mortality and density-dependant trade-offs of size and biomass for survival. Under field conditions C. macrocephalum had a broader ecological niche than E. curvula, invading hygrophilous and undisturbed grasslands not amenable for E. curvula establishment, this included well drained disturbed soils on which the latter proliferated. Evidence of competitive exclusion of E. curvula by C. macrocephalum or vice versa was not detected. The coexistence of both species irrespective of relative density suggested these species have different resource requirements. Allelopathy was not an adequate causal mechanism to explain invasiveness in Campuloclinium macrocephalum. A more traditional hypothesis such as the absence of natural enemies, at this stage, better justifies the weed's invasion success.

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Section: Discussionmentioning

confidence: 98%

Does allelopathy explain the invasiveness of Campuloclinium macrocephalum (pompom weed) in the South African grassland biome?

et al. 2010

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“…Therefore, the difference possibly remains in a differential activity of the enzymes that cyclisation 1 to 2. These significant differences in the levels of biosynthetically related SL, taken together with the valuable property of SL as chemotaxonomic markers 24,26,29,32,33 and the fact that 1 and 2 are the main constituents from the secondary chemistry in leaves of E. seidelii, lead us to propose the following quantitative chemotypes: (i) plants in this cluster are the only ones that present 2 in higher concentrations than 1. In fact, individuals in this cluster present the highest concentrations of 2 (more than 2.7% of the dried leaf weight in the plants studied) and the lowest concentrations of 1 (below 1.7% in the plants studied).…”

Section: Analysis Of E Seidelii Leavesmentioning

confidence: 99%

“…[3][4][5][6][7][8][9] Some of the SL isolated from the Eremanthus genus posses important biological activities, 3,[6][7][8]10 like the antiproliferative effects on some cancer cell lines 11 and the modulation of the inflammatory process in vitro, by inhibiting the NF-κβ transcriptor factor. 12 Seasonal, [13][14][15][16] circadian [17][18][19] and populational [20][21][22][23][24] variations in the content of almost all classes of secondary metabolites, including SL, [25][26][27][28][29] were reported. The recognition of variations in secondary metabolite production can be helpful in chemotaxonomic studies, specially for the determination of qualitative and quantitative chemical markers that could be applied to establish chemotypes and as additional taxonomic characters for the definition of complex taxa.…”

Section: Introductionmentioning

confidence: 99%

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Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)

Sakamoto¹,

Gobbo‐Neto²,

Cavalheiro³

et al. 2005

J. Braz. Chem. Soc.

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Eremanthus seidelii MacLeish & Schumacher tem ocorrência restrita ao cerrado, em torno do reservatório de Furnas (MG), em habitats que vêm sendo seriamente deteriorados pela ação humana. A presente investigação fitoquímica mostrou, como metabólitos secundários majoritários das folhas de E. seidelii, as lactonas sesquiterpênicas (LS) 4β,5-diidro-2',3'-diidroxi-15-desoxigoiazensolídeo (1) e 4β,5-diidro-1',2'-epoxi-eremantolídeo-C (2); uma metodologia foi desenvolvida em CLAE para sua análise quantitativa. A análise por CLAE mostrou que não há variações sazonais significativas nas concentrações de ambas LS. Não foram encontradas diferenças qualitativas nos perfis de LS nos indivíduos amostrados. Entretanto, há diferenças no perfil quantitativo entre os indivíduos analisados, apontando para a existência de três quimiotipos quantitativos desta espécie, com diferenças possivelmente originadas na atividade enzimática das enzimas que ciclizam uma LS tipo goiazensolídeo (1) em uma LS tipo eremantolídeo (2).Eremanthus seidelii MacLeish & Schumacher has a restricted occurrence to the Brazilian "cerrado" surrounding the Furnas (MG) reservoir, in environments that have been seriously damaged by human activity. The present phytochemical investigation reveals that the sesquiterpene lactones (SL) 4β,5-dihydro-2',3'-dihydroxy-15-desoxy-goyazensolide (1) and 4β,5-dihydro-1',2'-epoxy-eremantholide-C (2) are the major secondary metabolites in E. seidelii leaves, and an HPLC method was developed for their quantitative analysis. HPLC analysis showed no significant seasonal variation in the concentrations of both SL. No qualitative differences were found in the SL patterns of all individuals sampled. However, there is a different SL quantitative pattern among the plants analyzed, pointing to the existence of three quantitative chemotypes of this species, with differences possibly originating from the activity of the enzymes that cyclize the goyazensolide type SL (1) to a eremantholide type SL (2). Keywords: HPLC, sesquiterpene lactones, chemotypes, populational variation, Eremanthus seidelii IntroductionThe genus Eremanthus Less (Asteraceae: Vernonieae) comprises 22 species that are restricted to the Brazilian "cerrado". 1,2 Previous phytochemical investigations with this genus led to the isolation of flavonoids, triterpenes, poliacetylenes and revealed sesquiterpene lactones (SL) as the main secondary metabolites. 3-9 Some of the SL isolated from the Eremanthus genus posses important biological activities, 3,[6][7][8]10 like the antiproliferative effects on some cancer cell lines 11 and the modulation of the inflammatory process in vitro, by inhibiting the NF-κβ transcriptor factor. 12 Seasonal, 13-16 circadian [17][18][19] and populational 20-24 variations in the content of almost all classes of secondary metabolites, including SL, [25][26][27][28][29] were reported. The recognition of variations in secondary metabolite production can be helpful in chemotaxonomic studies, 1397 Quantitative HPLC Analysis of Sesquiterpene Lactones V...

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“…Estas lactonas, ya señaladas para el géne-ro, presentan esqueletos estructurales del tipo xanthanólido, ambrosanólido y parthenólido (PICMAN & TOWERS, 1982). En las dos épocas del año analizadas se determinó la presencia de los mismos productos con ligeras variaciones en la concentración para un mismo ambiente ecológico.…”

Section: Fitoquímicounclassified

Evaluation of the species boundaries between <i>Parthenium hysterophorus</i> and <i>P. glomeratum (Asteraceae-Ambrosiinae)</i>: morphological, anatomical, chromosomal and phytochemical evidence

Piazzano¹,

Bernardello²,

Novara³

et al. 1998

Anal. Jard. Bot. Madr.

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(1998). Evaluación de los limites específicos entre Parthenium hysterophorus y P. glomeratum (Asteraceae-Ambrosiinae): evidencias morfológicas, anatómicas, cromosomáticas y fitoquímicas. Anales Jard. Bot. Madrid 56(1): 65-76.Se evalúan los límites específicos del complejo Parthenium hysterophorum L./P. glomeratum Rollins con la hipótesis de que podría deberse a la disección de un "continuum", representado por una variación clinal en un gradiente altitudinal. Se escogió un gradiente entre 300-3500 m en Salta (Argentina). Se realizó un análisis numérico de coordenadas principales de la variabilidad exomorfológica, se hicieron estudios de anatomía foliar y caulinar, de números cromosomáticos y cariótipos y de lactonas sesquiterpénicas, y se efectuaron experiencias de trasplante. Los resultados indican que no se pueden delimitar grupos significativos sobre la base de los caracteres exomorfológicos y anatómicos. Los caracteres usados para diferenciar las especies están significativamente correlacionados con la altura sobre el mar a la que crecen estas plantas, señalando que se trata de una variación clinal. El experimento de trasplante evidencia que los mismos caracteres muestran una gran plasticidad fenotípica. Los datos citológicos y fitoquímicos indican gran polimorfismo en la población, no encontrándose discontinuidades que permitan separarla. Se considera conveniente tratar a los especímenes estudiados como coespecíficos y pertenecientes a P. hysterophorus, y a P. glomeratum como sinónimo.Palabras clave: Asteraceae, Parthenium hysterophorus, P. glomeratum, morfología, anatomía foliar y caulinar, números cromosomáticos, cariótipos, lactonas sesquiterpénicas, análisis numérico. Species boundaries between Parthenium hysterophorus L./P. glomeratum Rollins were examined. Our working hypothesis states that the delimitation of these taxa is based on the dissection of a continuous variation pattem from an elevational cline. We chose a 70 km gradient from 300-3500 m in the Province of Salta (Argentina) where both taxa are sympatric.

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Sesquiterpene lactones in various populations of Parthenium hysterophorus

Cited by 37 publications

References 16 publications

Does allelopathy explain the invasiveness of Campuloclinium macrocephalum (pompom weed) in the South African grassland biome?

Does allelopathy explain the invasiveness of Campuloclinium macrocephalum (pompom weed) in the South African grassland biome?

Quantitative HPLC analysis of sesquiterpene lactones and determination of chemotypes in Eremanthus seidelii MacLeish & Schumacher (Asteraceae)

Evaluation of the species boundaries between <i>Parthenium hysterophorus</i> and <i>P. glomeratum (Asteraceae-Ambrosiinae)</i>: morphological, anatomical, chromosomal and phytochemical evidence

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