Externally Accumulated Flavonoids in Three Mediterranean Ononis Species

Wollenweber, Eckhard; Dörr, Marion; Rivera, Diego; Roitman, James N.

doi:10.1515/znc-2003-11-1202

Cited by 36 publications

(22 citation statements)

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“…Because the respective compounds produced by both saxifrage and soybean (43,44) belong to different flavonoid subclasses than the basil and mint flavones, the independent origins of analogous catalytic capacities are not quite unexpected. It remains intriguing what type of catalyst mediates the 6-hydroxylation of the same flavonoid subclass, the flavones, in distantly related species and genera accumulating identical compounds, such as, for example, Tamarix, Citrus, Ononis, and others (7,45,46). So far, our BLAST searches of Citrus sinensis and Citrus clementina genomes and EST collections, as well as Helianthus annuus ESTs (using Phytozome and NCBI GenBank TM online tools) only yielded protein sequences with less than 55% identity to CYP82D33, which precludes function prediction.…”

Section: Discussionmentioning

confidence: 99%

The Roles of a Flavone-6-Hydroxylase and 7-O-Demethylation in the Flavone Biosynthetic Network of Sweet Basil

Berim

Gang

2013

Journal of Biological Chemistry

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Background: Late steps of lipophilic flavone biosynthesis in mints are unknown. Results: CYP82D monooxygenases catalyze 6-hydroxylation of 7-O-methylated precursor, whose 7-methyl group is subsequently removed by demethylation in basil but not in peppermint. Conclusion: Flavone biosynthesis in basil involves an unusual loop. Significance: Novel mechanisms elucidated in basil suggest a new hypothesis for similar metabolic networks in other plants.

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Section: Discussionmentioning

confidence: 99%

The Roles of a Flavone-6-Hydroxylase and 7-O-Demethylation in the Flavone Biosynthetic Network of Sweet Basil

Berim

Gang

2013

Journal of Biological Chemistry

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“…Isoflavonoid secretion affects the surrounding microflora in the rhizosphere (Weisskopf et al, 2006), attracts mutualistic microorganisms such as nitrogen-fixing bacteria, and enhances defense responses to pathogens (Paiva, 2000;Dakora and Phillips, 2002). Flavonol glycosides have been detected in the cell wall fraction of Scots pine (Pinus sylvestris) needles (kaempferol 3-glucoside; Schnitzler et al, 1996) and Chrysosplenium americanum (polymethylated flavonol glucosides; Ibrahim et al, 1987), while flavonoid aglycones, including flavones and flavonols, have been detected in exudates of numerous species (Valant-Vetschera and Wollenweber, 2001;Wollenweber et al, 2003).…”

mentioning

confidence: 99%

Flavonoid Biosynthesis in Barley Primary Leaves Requires the Presence of the Vacuole and Controls the Activity of Vacuolar Flavonoid Transport

et al. 2007

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Barley (Hordeum vulgare) primary leaves synthesize saponarin, a 2-fold glucosylated flavone (apigenin 6-C-glucosyl-7-Oglucoside), which is efficiently accumulated in vacuoles via a transport mechanism driven by the proton gradient. Vacuoles isolated from mesophyll protoplasts of the plant line anthocyanin-less310 (ant310), which contains a mutation in the chalcone isomerase (CHI) gene that largely inhibits flavonoid biosynthesis, exhibit strongly reduced transport activity for saponarin and its precursor isovitexin (apigenin 6-C-glucoside). Incubation of ant310 primary leaf segments or isolated mesophyll protoplasts with naringenin, the product of the CHI reaction, restores saponarin biosynthesis almost completely, up to levels of the wild-type Ca33787. During reconstitution, saponarin accumulates to more than 90% in the vacuole. The capacity to synthesize saponarin from naringenin is strongly reduced in ant310 miniprotoplasts containing no central vacuole. Leaf segments and protoplasts from ant310 treated with naringenin showed strong reactivation of saponarin or isovitexin uptake by vacuoles, while the activity of the UDP-glucose:isovitexin 7-O-glucosyltransferase was not changed by this treatment. Our results demonstrate that efficient vacuolar flavonoid transport is linked to intact flavonoid biosynthesis in barley. Intact flavonoid biosynthesis exerts control over the activity of the vacuolar flavonoid/H 1 -antiporter. Thus, the barley ant310 mutant represents a novel model system to study the interplay between flavonoid biosynthesis and the vacuolar storage mechanism.

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“…Furthermore, purification using PPC and sephadex LH-20 resulted in the isolation of six compounds identified on the basis of spectral data (UV, NMR, EI-MS) as well as comparison with published data (Wollenweber et al, 2003;Wallage, 1971;Mesquita et al, 1986;Lin et al, 2006;Bai et al, 2011;Nagao et al, 2002;Marder et al, 1996), and identified as five flavones (1-5) and one phenolic acid (6). Acerosin (1) was identified for the first time in genus Achillea.…”

Section: Discussionmentioning

confidence: 89%

Phenolics of Achillea fragrantissima growing in Egypt and its cytotoxic activity

Bakr¹,

Ibrahim²,

Al‐Abd³

et al. 2014

J. Med. Plants Res.

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Achillea fragrantissima Sch. Bip. (Asteraceae) has been reputed in folk medicine of the Arabia region and Egypt for the treatment of many diseases. Air dried aerial parts of A. fragrantissima were extracted with 70% aqueous ethanol and fractionated with petroleum ether, dichloromethane, n-butanol and ethyl acetate fractions. Among them, dichloromethane showed the highest activity and was subjected to separation and purification by various chromatographic techniques. Five flavones and one phenolic acid were isolated and identified as acerosin (1), cirsimaritin (2), cirsiliol (3), luteolin (4), apigenin (5) and caffeic acid (6), respectively. Acerosin, the flavone of higher concentration isolated for the first time in genus Achillea, showed promising cytotoxic and radical scavenging activity. Molecular modeling of acerosin indicated its ability to bind in a co-crystallized ligand-like manner with kinase enzyme (FAK), namely with Cys502, alongside extra binding interactions with Glu430, Lys454 and Asp564. Total protein profiling of A. fragrantissima DNA was performed using polyacrylamide gel electrophoresis (PAGE) for characterization of plant where the total number of bands recovered was 4.

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Externally Accumulated Flavonoids in Three Mediterranean Ononis Species

Cited by 36 publications

References 1 publication

The Roles of a Flavone-6-Hydroxylase and 7-O-Demethylation in the Flavone Biosynthetic Network of Sweet Basil

The Roles of a Flavone-6-Hydroxylase and 7-O-Demethylation in the Flavone Biosynthetic Network of Sweet Basil

Flavonoid Biosynthesis in Barley Primary Leaves Requires the Presence of the Vacuole and Controls the Activity of Vacuolar Flavonoid Transport

Phenolics of Achillea fragrantissima growing in Egypt and its cytotoxic activity

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