Acylated Flavonoid Glycosides are the Main Pigments that Determine the Flower Colour of the Brazilian Native Tree Tibouchina pulchra (Cham.) Cogn.

Rezende, Fernanda Mendes de; Ferreira, Marcelo J. P.; Clausen, Mads Hartvig; Rossi, Magdalena; Furlan, Cláudia Maria

doi:10.3390/molecules24040718

Cited by 27 publications

(28 citation statements)

References 60 publications

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“…Flavonoid glycosides such as kaempferol derivatives and anthocyanins such as petunidin p ‐coumaroyl‐hexoside acetylpentoside and malvidin p ‐coumaroyl‐hexoside acetylpentoside confer the pink color of flowers of the native Brazilian tree Tibouchina pulchra (Cham.) Cogn (Rezende et al, 2019). Flavones such as isovitexin function as copigments of anthocyanin and contribute to the formation of the blue flowers of Japanese garden iris ( Iris ensata ) (Yabuya et al, 1997).…”

Section: Biofunctions Of Phenylpropanoid Metabolitesmentioning

confidence: 99%

Contribution of phenylpropanoid metabolism to plant development and plant–environment interactions

Dong

Lin

2021

JIPB

844

429

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Phenylpropanoid metabolism is one of the most important metabolisms in plants, yielding more than 8,000 metabolites contributing to plant development and plant-environment interplay. Phenylpropanoid metabolism materialized during the evolution of early freshwater algae that were initiating terrestrialization and land plants have evolved multiple branches of this pathway, which give rise to metabolites including lignin, flavonoids, lignans, phenylpropanoid esters, hydroxycinnamic acid amides, and sporopollenin. Recent studies have revealed that many factors participate in the regulation of phenylpropanoid metabolism, and modulate phenylpropanoid homeostasis when plants undergo successive developmental processes and are subjected to stressful environments. In this review, we summarize recent progress on elucidating the contribution of phenylpropanoid metabolism to the coordination of plant development and plantenvironment interaction, and metabolic flux redirection among diverse metabolic routes. In addition, our review focuses on the regulation of phenylpropanoid metabolism at the transcriptional, post-transcriptional, post-translational, and epigenetic levels, and in response to phytohormones and biotic and abiotic stresses.

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Section: Biofunctions Of Phenylpropanoid Metabolitesmentioning

confidence: 99%

Contribution of phenylpropanoid metabolism to plant development and plant–environment interactions

Dong

Lin

2021

JIPB

844

429

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“…In our previous work we performed a chemical screening of secondary metabolites in P. raddianum flowers identifying a diverse mixture of six phenolic acids, twenty flavonols, and two anthocyanins [ 2 ]. Here, we further quantified these phenolic constituents by UPLC-MS. Flavonols were the most abundant pigments ranging from 20 to 25 mg g −1 dry weight (DW), followed by phenolic acids that ranged from 10 to 18 mg g −1 DW, and anthocyanins from 0.028 to 0.076 mg g −1 DW ( Figure 2 B and Table S2 ).…”

Section: Resultsmentioning

confidence: 99%

“…To quantify the compounds, the areas of MS + chromatograms were normalised and compared with standard curves of p -coumaric acid, kaempferol and cyanidin ( Table S4 ). To identification details see Rezende et al [ 2 ].…”

Section: Methodsmentioning

confidence: 99%

“…Thirty compounds were detected, there being twenty-three flavonoids identified by Ultra Performance Liquid Chromatography-High-Resolution Mass Spectrometry (UPLC-HRMS), eight of which were isolated and analysed by one- and two-dimensional nuclear magnetic resonance. Kaempferol derivatives were the major flavonols while petunidin p -coumaroylhexoside acetylpentoside and malvidin p -coumaroylhexoside acetylpentoside were the detected anthocyanins [ 2 ].…”

Section: Introductionmentioning

confidence: 99%

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The Regulation of Floral Colour Change in Pleroma raddianum (DC.) Gardner

et al. 2020

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Floral colour change is a widespread phenomenon in angiosperms, but poorly understood from the genetic and chemical point of view. This article investigates this phenomenon in Pleroma raddianum, a Brazilian endemic species whose flowers change from white to purple. To this end, flavonoid compounds and their biosynthetic gene expression were profiled. By using accurate techniques (Ultra Performance Liquid Chromatography-High-Resolution Mass Spectrometry (UPLC-HRMS)), thirty phenolic compounds were quantified. Five key genes of the flavonoid biosynthetic pathway were partially cloned, sequenced, and the mRNA levels were analysed (RT-qPCR) during flower development. Primary metabolism was also investigated by gas chromatography coupled to mass spectrometry (GC-EIMS), where carbohydrates and organic acids were identified. Collectively, the obtained results suggest that the flower colour change in P. raddianum is determined by petunidin and malvidin whose accumulation coincides with the transcriptional upregulation of early and late biosynthetic genes of the flavonoid pathway, mainly CHS and ANS, respectively. An alteration in sugars, organic acids and phenolic co-pigments is observed together with the colour change. Additionally, an increment in the content of Fe3+ ions in the petals, from the pink to purple stage, seemed to influence the saturation of the colour.

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“…Another fourteen known compounds were identified as patuletin ( 3 ) [15], quercetin ( 4 ) [16], quercetin-3-O-α-L-arabinopyranoside ( 5 ) [17], quercetin-7-O-α-L-rahmnoside ( 6 ) [18], kaempferol ( 7 ) [19], kaempferol-3-O- β -D-glucoside ( 8 ) [20], kaempferol-3-O-α-L-arabinopyranoside ( 9 ) [21], kaempferol-7-O-α-L-rahmnoside ( 10 ) [22], kaempferol-3-O- β -D-xylopyranoside ( 11 ) [23,24], 1- β -D-glucopyranosyl-2, 6-dimethoxy-4-propenylphenol ( 12 ) [25], syringaresinol-4′-O- β -D-glucoside ( 13 ) [26], 4-allyl-2, 6-dimethoxy phenyl glucoside ( 14 ) [27], 2-methoxy-4-(2-propenyl) phenyl- β -D-glucoside ( 15 ) [28], and 6-methoxy–kaempferol-7- β -D-glucoside ( 16 ) [29], based on the analysis of their 1D and 2D NMR, MS, as well as other spectroscopies.…”

Section: Resultsmentioning

confidence: 99%

Chemical Constituents of Stems and Leaves of Tagetespatula L. and Its Fingerprint

et al. 2019

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Tagetespatula L. is a widely cultivated herbal medicinal plant in China and other countries. In this study, two new 2, 3-dihydrobenzofuran glucosides (1, 2) and fourteen known metabolites (3–16) were isolated from the stems and leaves of T. patula (SLT). The chemical structures of the isolated compounds were characterized comprehensively based on one- and two-dimensional NMR spectroscopy and high resolution mass spectrometry. Absolute configurations of compounds 1 and 2 were determined by ECD calculations. Compounds 1 and 2 exhibited moderate in vitro inhibitory activities against human gastric cancer cell lines (AGS) with IC50 values of 41.20 μmol/L and 30.43 μmol/L, respectively. The fingerprint profiles of stems and leaves of T. patula with three color types of flowers (Janie Yellow Bright, Jinmen Orange, Shouyao Red and Yellow color) were established by high-performance liquid chromatography (HPLC). Ten different batches of stems and leaves were examined as follow: Shouyao Red and Yellow color (1, 2, 3), Janie Yellow Bright (4, 5, 6, 7) and Jinmen Orange (8, 9, 10). Twenty-two common peaks were identified with similarity values ranging from 0.910 to 0.977. Meanwhile, the average peak area of SLT in the three types of flowers was different and it was the highest in Janie Yellow Bright.

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Acylated Flavonoid Glycosides are the Main Pigments that Determine the Flower Colour of the Brazilian Native Tree Tibouchina pulchra (Cham.) Cogn.

Cited by 27 publications

References 60 publications

Contribution of phenylpropanoid metabolism to plant development and plant–environment interactions

Contribution of phenylpropanoid metabolism to plant development and plant–environment interactions

The Regulation of Floral Colour Change in Pleroma raddianum (DC.) Gardner

Chemical Constituents of Stems and Leaves of Tagetespatula L. and Its Fingerprint

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