A New Biscoumarin Glucoside Ester from<i>Ruta Chalepensis</i>Cell Cultures

Fischer, Hartmut; Römer, Axel; Ulbrich, Bernhard; Arens, Hans

doi:10.1055/s-2006-962480

Cited by 21 publications

(4 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In the study of Fischer et al, the authors isolated and identified three metabolites from R. chalepensis suspension cultures: isorutarin (dihydrofuranocoumarin), rutarensinan unknown ester of daphnorin (coumarin dimer) and 3-hydroxy-3-methylglutaric acid. The authors, however, did not isolate the linear furanocoumarins detected in our present study [27].…”

Section: Accumulation Of Bioactive Metabolitescontrasting

confidence: 73%

See 1 more Smart Citation

Phytochemical Characterization, and Antioxidant and Antimicrobial Properties of Agitated Cultures of Three Rue Species: Ruta chalepensis, Ruta corsica, and Ruta graveolens

et al. 2022

View full text Add to dashboard Cite

The in vitro cultures of the following three species of the genus Ruta were investigated: R. chalepensis, R. corsica, and R. graveolens. The dynamics of biomass growth and accumulation of secondary metabolites in the 3-, 4-, 5-, 6-, and 7-week growth cycle were analysed. The antioxidant capacity of the methanol extracts obtained from the biomass of the in vitro cultures was also assessed by different in vitro assays: 1,1-diphenyl-2-picrylhydrazil (DPPH), reducing power, and Fe2+ chelating activity assays. Moreover, a preliminary screening of the antimicrobial potential of the extracts was performed. The extracts were phytochemically characterized by high-performance liquid chromatography (HPLC), which highlighted the presence of linear furanocoumarins (bergapten, isoimperatorin, isopimpinellin, psoralen, and xanthotoxin) and furoquinoline alkaloids (γ-fagarine, 7-isopentenyloxy-γ-fagarine, and skimmianine). The dominant group of compounds in all the cultures was coumarins (maximum content 1031.5 mg/100 g DW (dry weight), R. chalepensis, 5-week growth cycle). The results of the antioxidant tests showed that the extracts of the three species had varied antioxidant capacity: in particular, the R. chalepensis extract exhibited the best radical scavenging activity (IC50 = 1.665 ± 0.009 mg/mL), while the R. graveolens extract displayed the highest chelating property (IC50 = 0.671 ± 0.013 mg/mL). Finally, all the extracts showed good activity against Staphylococcus aureus with MIC values of 250 μg/mL for the R. corsica extract and 500 μg/mL for both R. graveolens and R. chalepensis extracts.

show abstract

Section: Accumulation Of Bioactive Metabolitescontrasting

confidence: 73%

“…The cultures of other Ruta species have not been thoroughly investigated. There are few reports on the chemical constituents in R. chalepensis in vitro cultures [26,27]. However, there are no studies on the in vitro cultures of R. corsica in the available literature.…”

Section: Introductionmentioning

confidence: 99%

Phytochemical Characterization, and Antioxidant and Antimicrobial Properties of Agitated Cultures of Three Rue Species: Ruta chalepensis, Ruta corsica, and Ruta graveolens

et al. 2022

View full text Add to dashboard Cite

show abstract

“…chalepensis L. yielded a biscoumarin named rutarensin, 276 . It is one of only a few glucosides esterified at C-6 with 3-hydroxy-3-methylglutaric acid …”

Section: Bis- and Trischromenesmentioning

confidence: 99%

Natural and Synthetic Chromenes, Fused Chromenes, and Versatility of Dihydrobenzo[h]chromenes in Organic Synthesis

2014

View full text Add to dashboard Cite

show abstract

“…R. chalepensis suspension cultures produced three metabolites: isorutarin, rutarensin, and 3-hydroxy-3-methylglutaric acid. Similarly, these metabolites have not been quantified [ 29 ].…”

Section: Discussionmentioning

confidence: 99%

Ruta chalepensis L. In Vitro Cultures as a Source of Bioactive Furanocoumarins and Furoquinoline Alkaloids

Szewczyk

Grabowski

Zych

2023

Life

View full text Add to dashboard Cite

Recently, due to the decreasing areas of cultivation and climate change, the use of biotechnological methods to obtain biomass, which is a source of valuable bioactive metabolites, is becoming more and more interesting. In this study, Ruta chalepensis in vitro cultures were investigated in RITA® temporary immersion bioreactors. Biomass growth and the production of secondary metabolites in 4- and 5-week growth cycles on three variants of the Linsmaier and Skoog (LS) medium (naphthyl-1-acetic acid/6-benzylaminopurine (NAA/BAP): 0.5/1.0, 0.1/0.1, and 1.0/1.0 mg/L) were analyzed. Using high-performance liquid chromatography of methanolic extracts of biomass, the presence of linear furanocoumarins (bergapten, isoimperatorin, isopimpinellin, psoralen, and xanthotoxin) and furoquinoline alkaloids (γ-fagarine, 7-isopentenyloxy-γ-fagarine, and skimmianine) was confirmed. The highest content of linear furanocoumarins (1170 mg/100 g DW (dry weight)) was observed in the LS medium variant containing 0.5/1.0 mg/L NAA/BAP (4-week growth cycle). The highest content of furoquinoline alkaloids (449 mg/100 g DW) was observed in the LS medium variant containing 0.1/0.1 mg/L NAA/BAP (5-week growth cycle). Hence, R. chalepensis bioreactor cultures may be used as a biotechnological source of linear furanocoumarins (xanthotoxin and bergapten) and furoquinoline alkaloids (skimmianine and γ-fagarine).

show abstract

A New Biscoumarin Glucoside Ester fromRuta ChalepensisCell Cultures

Abstract: The investigation of a plant cell culture of RUTA CHALEPENSIS L. yielded three compounds: isorutarin, rutacridone, and rutarensin, a so far unknown ester of daphnoretin glucoside ("daphnorin"), as well as 3-hydroxy-3-methylglutaric acid.

Cited by 21 publications

References 8 publications

Phytochemical Characterization, and Antioxidant and Antimicrobial Properties of Agitated Cultures of Three Rue Species: Ruta chalepensis, Ruta corsica, and Ruta graveolens

Phytochemical Characterization, and Antioxidant and Antimicrobial Properties of Agitated Cultures of Three Rue Species: Ruta chalepensis, Ruta corsica, and Ruta graveolens

Natural and Synthetic Chromenes, Fused Chromenes, and Versatility of Dihydrobenzo[h]chromenes in Organic Synthesis

Ruta chalepensis L. In Vitro Cultures as a Source of Bioactive Furanocoumarins and Furoquinoline Alkaloids

Contact Info

Product

Resources

About