Terpenoid Coumarins of the Genus Ferula

El‐Razek, Mohamed H. Abd; Ohta, Shigeru; Hirata, Toshifumi

doi:10.3987/rev-02-561

Cited by 60 publications

(9 citation statements)

References 113 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A successful chemical survey of the roots of the F. lutea has contributed to the isolation of new dihydrofuranocoumarins, together with eight known compounds [6]. It is well known that the Ferula genus has a variety of coumarins [7], phenolics such as chlorogenic acid, gallic acid and pyrogallol [8]. Moreover, the Ferula genus is referred to be a good source of biologically active compounds like sesquiterpene derivatives [9,10], daucanes [11], germacranes [9] and sesquiterpene coumarins identified in the roots of the plants.…”

Section: Introductionmentioning

confidence: 99%

Antioxidant, 5-Lipoxygenase Inhibitory and Cytotoxic Activities of Compounds Isolated from the Ferula lutea Flowers

et al. 2014

View full text Add to dashboard Cite

A phytochemical investigation of the Ferula lutea (Poir.) Maire flowers has led to the isolation of a new compound, (E)-5-ethylidenefuran-2(5H)-one-5-O-β-D-glucopyranoside (1), designated ferunide, 4-hydroxy-3-methylbut-2-enoic acid (2), reported for the first time as a natural product, together with nine known compounds, verbenone-5-O-β-D-glucopyranoside (3), 5-O-caffeoylquinic acid (4), methyl caffeate (5), methyl 3,5-O-dicaffeoylquinate (6), (8), (−)-marmesin (9), isoimperatorin (10) and 2,3,6-trimethylbenzaldehyde (11). Compounds 3-10 were identified for the first time in Ferula genus. Their structures were elucidated by spectroscopic methods, including 1D and 2D NMR experiments, mass spectroscopy and X-ray diffraction analysis (compound 2), as OPEN ACCESSMolecules 2014, 19 16960 well as by comparison with literature data. The antioxidant, anti-inflammatory and cytotoxic activities of isolated compounds were evaluated. Results showed that compound 7 exhibited the highest antioxidant activity with IC50 values of 18 ± 0.5 µmol/L and 19.7 ± 0.7 µmol/L by DPPH radical and ABTS radical cation, respectively. The compound 6 exhibited the highest anti-inflammatory activity with an IC50 value of 5.3 ± 0.1 µmol/L against 5-lipoxygenase. In addition, compound 5 was found to be the most cytotoxic, with IC50 values of 22.5 ± 2.4 µmol/L, 17.8 ± 1.1 µmol/L and 25 ± 1.1 µmol/L against the HCT-116, IGROV-1 and OVCAR-3 cell lines, respectively.

show abstract

Section: Introductionmentioning

confidence: 99%

Antioxidant, 5-Lipoxygenase Inhibitory and Cytotoxic Activities of Compounds Isolated from the Ferula lutea Flowers

et al. 2014

View full text Add to dashboard Cite

show abstract

“…There have been reports on the isolation of this compound from other Ferula families, e.g. Ferula persika, Ferula nevskia and Ferula iliensis (Abd El-Razek et al 2003), isolation of this compound in the present work was high so that using 10 g CHCl 3 extract resulted in the production of 80 mg compound 5.…”

Section: Resultsmentioning

confidence: 64%

“…The broad singlet resonance at d H 5.62 ppm (brs) was assigned to the olefinic hydrogen (H-7 0 ) in the 1 H NMR spectra. Although this compound was isolated from some other Ferula species such as Ferula concaula, Ferula korshinskyi, Ferula incisoserrata, Ferula foetidissima and Ferula sumbul (Abd El-Razek et al 2003), it has not yet been reported in F. assa-foetida and of course with a high yield.…”

Section: Resultsmentioning

confidence: 83%

“…Although Compound 4 was isolated from other Ferula species such as Ferula badrakema, Ferula microloba and Ferula sinacia (Abd El-Razek et al 2003) it is the first report on the presence of this compound in F. assa-foetida. The 13 C NMR spectrum of (5) was similar to that of (4), the only difference being in the relative configuration of stereocentre at C-3 0 .…”

Section: Resultsmentioning

confidence: 90%

See 1 more Smart Citation

Identification of sesquiterpene coumarins of oleo-gum resin ofFerula assa-foetidaL. from the Yasuj region

Asghari

Atabaki

Baher

et al. 2015

Natural Product Research

View full text Add to dashboard Cite

Chemical investigation of the oleo-gum resin of Ferula assa-foetida L. from Yasuj region led to the identification of five sesquiterpene coumarins namely, conferone (1), badrakemin (2), feslol (3), isosamarcandin (4) and samarcandin (5). The compounds were characterised by detailed 1D ((1)H and (13)C) and 2D NMR (HMBC, HSQC and NOESY) experiments. Among these compounds, conferone (1) and isosamarcandin (4) are being newly reported in F. assa-foetida L.

show abstract

“…Previous study dealing with members of this genus revealed that the main constituents are sesquiterpenes and sesquiterpene coumarins. More than 70 species have been studied chemically leading to the fact that germacranes, humulanes, carotanes, himachalanes, and guaianes represent the main sesquiterpene constituents of the genus [4-10]. Ferula spp.…”

Section: Introductionmentioning

confidence: 99%

Chemical composition and antibacterial activity of the essential oils of Ferula vesceritensis Coss et Dur. leaves, endemic in Algeria

2012

View full text Add to dashboard Cite

BackgroundThe biological importance of members of genus Ferula promoted us to investigate the leaves of Ferula vesceritensis Coss et Dur. (endemic plant) previously not investigated. This study presents the chemical composition and antibacterial activities of the hydrodistilled oils.ResultsVolatile components of the leaves of F. vesceritensis have been studied by gas chromatography–mass spectrometry to afford 23 compounds. The major components were found to be 5,9-tetradecadiyne (24.72%), germacrene D (24.51%), farnesene (8.57%), and α-bisabolene (8.57%). The antimicrobial activities of the essential oils were evaluated by disk diffusion method and tested against Gram-positive and Gram-negative bacteria. The volatile oil showed a strong antibacterial activity against Staphylococcus aureus, Escherichia coli, and Klebsiella pneumonia.ConclusionsThese results reinforce the previous studies showing that the genus Ferula is considered as a good source of essential oils. The results presented here can be considered as the first information on the antimicrobial properties of F. vesceritensis.

show abstract

Terpenoid Coumarins of the Genus Ferula

Cited by 60 publications

References 113 publications

Antioxidant, 5-Lipoxygenase Inhibitory and Cytotoxic Activities of Compounds Isolated from the Ferula lutea Flowers

Antioxidant, 5-Lipoxygenase Inhibitory and Cytotoxic Activities of Compounds Isolated from the Ferula lutea Flowers

Identification of sesquiterpene coumarins of oleo-gum resin ofFerula assa-foetidaL. from the Yasuj region

Chemical composition and antibacterial activity of the essential oils of Ferula vesceritensis Coss et Dur. leaves, endemic in Algeria

Contact Info

Product

Resources

About