Bioactivity-guided Isolation of Antiproliferative Compounds from the Roots of Onopordum acanthium

Csupor-Löffler, Boglárka; Zupkó, István; Molnár, J.; Forgó, Péter; Hohmann, Judit

doi:10.1177/1934578x1400900313

Cited by 9 publications

(15 citation statements)

References 21 publications

(20 reference statements)

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“…Extracts from the leaf, flower, stem and root of O. acanthium are also used as cardiotonic agents. O. acanthium contains many bioactive components, such as flavonoids, triterpenoids, lignans, phenylpropanoids, sesquiterpene lactones, and sterols [ 116 , 117 , 262 ]. Moreover, O. acanthium has shown efficacy to completely inhibit the activity of ACE-2 due to the presence of tannin bioactive components, as demonstrated by Sharifi et al, 2013 in his in vitro study.…”

Section: Known Medicinal Plants Acting On Ace-2 Receptormentioning

confidence: 99%

Plants-Derived Biomolecules as Potent Antiviral Phytomedicines: New Insights on Ethnobotanical Evidences against Coronaviruses

Siddiqui

Danciu

Ashraf

et al. 2020

Plants

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SARS-CoV-2 infection (COVID-19) is in focus over all known human diseases, because it is destroying the world economy and social life, with increased mortality rate each day. To date, there is no specific medicine or vaccine available against this pandemic disease. However, the presence of medicinal plants and their bioactive molecules with antiviral properties might also be a successful strategy in order to develop therapeutic agents against SARS-CoV-2 infection. Thus, this review will summarize the available literature and other information/data sources related to antiviral medicinal plants, with possible ethnobotanical evidence in correlation with coronaviruses. The identification of novel antiviral compounds is of critical significance, and medicinal plant based natural compounds are a good source for such discoveries. In depth search and analysis revealed several medicinal plants with excellent efficacy against SARS-CoV-1 and MERS-CoV, which are well-known to act on ACE-2 receptor, 3CLpro and other viral protein targets. In this review, we have consolidated the data of several medicinal plants and their natural bioactive metabolites, which have promising antiviral activities against coronaviruses with detailed modes of action/mechanism. It is concluded that this review will be useful for researchers worldwide and highly recommended for the development of naturally safe and effective therapeutic drugs/agents against SARS-CoV-2 infection, which might be used in therapeutic protocols alone or in combination with chemically synthetized drugs.

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Section: Known Medicinal Plants Acting On Ace-2 Receptormentioning

confidence: 99%

Plants-Derived Biomolecules as Potent Antiviral Phytomedicines: New Insights on Ethnobotanical Evidences against Coronaviruses

Siddiqui

Danciu

Ashraf

et al. 2020

Plants

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“…Two subfractions, BI/7/2 (111.5 mg) and BI/7/3 (90 mg), were chromatographed on a Sephadex LH-20 column using the mobile phase MeOH [(70 mL); the volume of collected fractions was 2 mL] to get compounds 6 (4.5 mg) and 7 (4.5 mg), which were identified by co-TLC with authentic samples and via 1 H-and 13 C-NMR spectroscopy as apigenin and luteolin, respectively. Compounds 8-13 were previously published from the roots of O. acanthium [9]. The purity of all isolated compounds was determined by integration of proton resonances, and was shown to…”

Section: Extraction and Isolationmentioning

confidence: 99%

“…Formerly, the antiproliferative activities of extracts prepared from roots and aerial parts with solvents of different polarity were evaluated on three human tumor cell lines (HeLa, MCF7, and A431), and the chemical investigation of the roots resulted in the isolation of sesquiterpene lactones, a neolignane, steroids, and fatty acids. Some of the isolated compounds were responsible for the antiproliferative activity of O. acanthium [8,9]. As a continuation of phytochemical and pharmacological analyses of O. acanthium, the isolation, identification of bioactive compounds, and evaluation of in vitro inhibitory activity of the extracts and compounds from the aerial parts of O. acanthium on cyclooxygenase-2 (COX-2) and nuclear factor kappa B1 (NF-κB1) gene expression, inducible nitric oxide synthase (iNOS), 5-lipoxygenase (5-LOX), and cyclooxygenase-1 (COX-1) and COX-2 enzymes assays are reported in the present paper.…”

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confidence: 99%

“…Besides the extracts and compounds of the aerial parts of O. acanthium, extracts of different polarity prepared from the roots were also tested for their inhibitory effect on all test models (l " Table 3). The n-hexane and CHCl 3 extracts of the roots showed a considerable inhibiting effect on more tests, therefore, the compounds 8-13 isolated earlier from the lipophilic extract [9] were also included in the assays. The most active compounds were 4β,15-dihydro-3-dehydrozaluzanin C (8) and zaluzanin C (9), which exhibited inhibitory activities on the gene expression of COX-2 and NF-κB1, and decreased the NO production at different concentrations (l " Tables 4 and 5).…”

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confidence: 99%

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Inhibition of COX-2 and NF-κB1 Gene Expression, NO Production, 5-LOX, and COX-1 and COX-2 Enzymes by Extracts and Constituents of Onopordum acanthium

et al. 2015

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The present study focused on the investigation of the inhibition of cyclooxygenase-2 and nuclear factor kappa B1 gene expression, nitric oxide production, leukotriene biosynthesis (5-lipoxygenase), and cyclooxygenase-1 and cyclooxygenase-2 enzymes of Onopordum acanthium, and the isolation and identification of its active compounds. From the chloroform soluble part of the MeOH extract prepared from aerial parts, lignans [pinoresinol (1), syringaresinol (2), and medioresinol (3)] and flavonoids [hispidulin (4), nepetin (5), apigenin (6), and luteolin (7)] were isolated by a combination of different chromatographic methods. The structures of the compounds were determined by means of mass spectrometry and 1D- and 2D-nuclear magnetic resonance spectroscopy, and by comparison of the spectral data with literature values. Extracts of different polarity and the isolated compounds obtained from the aerial parts, together with those previously isolated from the roots of the plant [4β,15-dihydro-3-dehydrozaluzanin C (8), zaluzanin C (9), 4β,15,11β,13-tetrahydrozaluzanin C (10), nitidanin diisovalerianate (11), 24-methylenecholesterol (12), and 13-oxo-9Z,11E-octadecadienoic acid (13)], were evaluated for their inhibitory effects on cyclooxygenase-2 and nuclear factor kappa B1 gene expression, inducible nitric oxide synthase, 5-lipoxygenase, and cyclooxygenase-1 and cyclooxygenase-2 enzymes in in vitro assays. It was found that O. acanthium extracts exert strong inhibitory activities in vitro and some lignans, flavonoids, and sesquiterpenes may play a role in these activities. 4β,15-Dihydro-3-dehydrozaluzanin C and zaluzanin C at 20 µM were the most active constituents tested against lipopolysaccharide/interferon-γ-induced nitric oxide production (100.4 ± 0.5 % and 99.4 ± 0.8 %) in the inhibition of cyclooxygenase-2 (98.6 ± 0.2 % and 97.0 ± 1.1 %) and nuclear factor kappa B1 gene expression (76.7 ± 7.3 % and 69.9 ± 3.4 %). Furthermore, it was shown that these inhibitory effects are not due to cytotoxicity of the compounds.

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“…Ant proliferative activity of O. acanthium was due to some of these isolated compounds. [8,9,10]. Laijter et al reported in-vitro COX-2 and NF-κB1 gene expression, iNOS, 5-LOX, and COX-1 and COX-2 enzymes inhibitory effects of O. acanthium [11].…”

Section: Introductionmentioning

confidence: 99%

In-vitro antioxidant, Xanthine oxidase-inhibitory and in-vivo Anti-inflammatory, analgesic, antipyretic activity of Onopordum acanthium

Habibatni¹,

Zohra²,

Khalida³

et al. 2017

ijpm

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Onopordum acanthium (Scotch thistle) belong to Asteraceae (Compositae). O. acanthium is a flowering biennial plant native to Europe and Western Asia with coarse spiny leaves 20-50 cm in width with conspicuous and spiny-winged stems. We have previously reported pro-apoptotic and cytotoxic effect of Onopordum acanthium crude extract against glioblastoma U-373 cells. The present study was designed to evaluate the cytotoxicity, antioxidant, xanthine oxidase inhibition, anti-inflammatory, analgesic, antipyretic activity of butanolic extract of Onopordum acanthium. Cytotoxicity of different solvent (methanolic, butanol, chloroform and petroleum ether) extract studied by brine shrimp lethality bioassay, total flavonoid and phenolic, antioxidant, xanthine oxidase inhibition activity was studied by in-vitro whereas anti- inflammation studied by carrageenan-induced paw edema model, antipyretic with 20 % brew yeast injection induced pyretic model, analgesic with 1 % acetic acid induced analgesic model investigated in in-vivo in wistar rats. Good antioxidant activity was found with IC50 = 134.4 µg/ml with considerable amount of total phenolic and flavonoid content. Xanthine oxidase inhibition effect was weak with IC50 = 572.9 µg/ml. Oral administration of O. Acanthium butanolic extract (OA) showed minimum lethality of brine shrimp nauplii henceforth OA butanolic phases was selected for further in-vivo studies. OA 200 and 400 mg/kg body weight decreased the oedema by 37.78 % and 40.52 %, respectively; standard aspirin 100 mg/kg decreased 42.62 % at 5th hour of Carrageenan injection. OA 200 and 400 mg/kg significantly decreased acetic acid-induced abdominal writhes when compared to standard aspirin. OA have shown dose and time dependent decrease in body temperature in yeast induced pyrexia, comparable to standard, aspirin. The present results demonstrate that OA has notable anti-inflammatory, antipyretic, analgesic activity related to presence of phenolic compounds as from literature it has been demonstrated that isolated compounds from aerial parts of Onopordum acanthium had strong activity in in-vitro assay.

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Bioactivity-guided Isolation of Antiproliferative Compounds from the Roots of Onopordum acanthium

Cited by 9 publications

References 21 publications

Plants-Derived Biomolecules as Potent Antiviral Phytomedicines: New Insights on Ethnobotanical Evidences against Coronaviruses

Plants-Derived Biomolecules as Potent Antiviral Phytomedicines: New Insights on Ethnobotanical Evidences against Coronaviruses

Inhibition of COX-2 and NF-κB1 Gene Expression, NO Production, 5-LOX, and COX-1 and COX-2 Enzymes by Extracts and Constituents of Onopordum acanthium

In-vitro antioxidant, Xanthine oxidase-inhibitory and in-vivo Anti-inflammatory, analgesic, antipyretic activity of <em>Onopordum acanthium</em>

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