Sesquiterpene lactones of the capitate glandular trichomes of Helianthus annuus

Spring, Otmar; Benz, Thomas; Ilg, Martin

doi:10.1016/0031-9422(89)80107-4

Cited by 50 publications

(43 citation statements)

References 13 publications

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“…The separation pattern detected in a (−)-LC-MS was given as a reference in Figure 3. Published papers [35], [36] were used to guide these chemical identifications.crange of values (n = 6 samples/accession) for the percent contribution of this sample peak to total peak area measured per sample.ŦIndicates peaks containing two high-abundance m/z values, suggesting multiple co-eluting compounds.…”

Section: Methodsmentioning

confidence: 99%

Response of Sunflower (Helianthus annuus L.) Leaf Surface Defenses to Exogenous Methyl Jasmonate

Rowe

Rieseberg

2012

PLoS ONE

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Helianthus annuus, the common sunflower, produces a complex array of secondary compounds that are secreted into glandular trichomes, specialized structures found on leaf surfaces and anther appendages of flowers. The primary components of these trichome secretions are sesquiterpene lactones (STL), a diverse class of compounds produced abundantly by the plant family Compositae and believed to contribute to plant defense against herbivory. We treated wild and cultivated H. annuus accessions with exogenous methyl jasmonate, a plant hormone that mediates plant defense against insect herbivores and certain classes of fungal pathogens. The wild sunflower produced a higher density of glandular trichomes on its leaves than the cultivar. Comparison of the profiles of glandular trichome extracts obtained by liquid chromatography–mass spectroscopy (LC-MS) showed that wild and cultivated H. annuus were qualitatively similar in surface chemistry, although differing in the relative size and proportion of various compounds detected. Despite observing consistent transcriptional responses to methyl jasmonate treatment, we detected no significant effect on glandular trichome density or LC-MS profile in cultivated or wild sunflower, with wild sunflower exhibiting a declining trend in overall STL production and foliar glandular trichome density of jasmonate-treated plants. These results suggest that glandular trichomes and associated compounds may act as constitutive defenses or require greater levels of stimulus for induction than the observed transcriptional responses to exogenous jasmonate. Reduced defense investment in domesticated lines is consistent with predicted tradeoffs caused by selection for increased yield; future research will focus on the development of genetic resources to explicitly test the ecological roles of glandular trichomes and associated effects on plant growth and fitness.

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Section: Methodsmentioning

confidence: 99%

Response of Sunflower (Helianthus annuus L.) Leaf Surface Defenses to Exogenous Methyl Jasmonate

Rowe

Rieseberg

2012

PLoS ONE

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“…For A. discolor, there was no clear indication of the presence of flavonoids in the cuticular globe of the plants tested, whereas in mature trichomes from older plants, strong bluish fluorescence was found (data not shown). This may be explained by the cultivation conditions in the climate chamber, where low light intensity does not induce the production of flavonoids (Aschenbrenner et al 2015), which usually function as protection against UV irradiation (Spring et al 1989;Lusa 2014).…”

Section: Discussionmentioning

confidence: 99%

“…Within Asteraceae, the most reported trichome type is the capitate glandular trichome (CGT), which is common to many tribes of the family and is known to produce terpenoids, flavonoids and other resinous plant metabolites (Kelsey 1984;Duke et al 2000;G€ opfert et al 2009). Among the terpenoids, sesquiterpene lactones (STL) are typical secondary metabolites generally associated with the CGT of this plant family (Spring et al 1987(Spring et al , 2001Spring et al 1989;Da Costa et al 2005;Appezzato-da-Gl oria et al 2012), and because these compounds are mostly phytotoxic, they are usually synthesised and secreted into the subcuticular space in the apical portion of the CGTs (Appezzato-da-Gl oria et al 2012).…”

Section: Introductionmentioning

confidence: 99%

Capitate glandular trichomes in Aldama discolor (Heliantheae – Asteraceae): morphology, metabolite profile and sesquiterpene biosynthesis

et al. 2015

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The capitate glandular trichome is the most common type described in Asteraceae species. It is known for its ability to produce various plant metabolites of ecological and economic importance, among which sesquiterpene lactones are predominant. In this paper, we applied microscopy, phytochemical and molecular genetics techniques to characterise the capitate glandular trichome in Aldama discolor, a native Brazilian species of Asteraceae, with pharmacological potential. It was found that formation of trichomes on leaf primordia of germinating seeds starts between 24 h and 48 h after radicle growth indicates germination. The start of metabolic activity of trichomes was indicated by separation of the cuticle from the cell wall of secretory cells at the trichome tip after 72 h. This coincided with the accumulation of budlein A, the major sesquiterpene lactone of A. discolor capitate glandular trichomes, in extracts of leaf primordia after 96 h. In the same timeframe of 72-96 h post-germination, gene expression studies showed up-regulation of the putative germacrene A synthase (pGAS2) and putative germacrene A oxidase (pGAO) of A. discolor in the transcriptome of these samples, indicating the start of sesquiterpene lactone biosynthesis. Sequencing of the two genes revealed high similarity to HaGAS and HaGAO from sunflower, which shows that key steps of this pathway are highly conserved. The processes of trichome differentiation, metabolic activity and genetic regulation in A. discolor and in sunflower appear to be typical for other species of the subtribe Helianthinae.

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“…The extraction and separation of the purified STL followed the previously described method (6)(7)(8). Air dried and ground leaves of sunflower were extracted with methylene chloride (2: 1, vfv, 3 times for 30 min) at room temperature.…”

Section: Methylene Chloride Extract and Its Separationmentioning

confidence: 99%

Sunflower allergy On the constituents of the trichomes of Helianthus annuus L. (Compositae)

Spring

1989

Contact Dermatitis

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Sesquiterpene lactones (STL) of the sunflower, occurring in fragile multicellular capitate glandular hairs, have been shown to display a remarkable sensitizing capacity when investigated by experimental sensitization in guinea pigs. The strongest response was induced by the hemiketal form of 1-O-methyl-4,5-dihydroniveusin A. The STL content of 50 capitate glands was sufficient to elicit a remarkable response in the guinea pigs. Thus, touching a sunflower plant (with up to 1000 capitate glands per cm2) may lead to the release of sufficient STL to sensitize humans, and these substances can be considered to be responsible for the cases of allergic contact dermatitis described in sunflower growers since 1906.

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Sesquiterpene lactones of the capitate glandular trichomes of Helianthus annuus

Cited by 50 publications

References 13 publications

Response of Sunflower (Helianthus annuus L.) Leaf Surface Defenses to Exogenous Methyl Jasmonate

Response of Sunflower (Helianthus annuus L.) Leaf Surface Defenses to Exogenous Methyl Jasmonate

Capitate glandular trichomes in Aldama discolor (Heliantheae – Asteraceae): morphology, metabolite profile and sesquiterpene biosynthesis

Sunflower allergy On the constituents of the trichomes of Helianthus annuus L. (Compositae)

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