New flavone and other compounds from Tephrosia egregia: assessing the cytotoxic effect on human tumor cell lines

Teixeira, Miguel; Lima, Jefferson Queiroz; Pimenta, Antônia Torres Ávila; Silva, Francisca R. L. da; Oliveira, Maria da Conceição Ferreira de; Pereira, Italo Gomes; Costa-Junior, Dilailson C.; Ribeiro, Paulo Riceli Vasconcelos; Santiago, Gilvandete Maria Pinheiro; Lima, Mary Anne Sousa; Braz-Filho, Raimundo; Bezerra, Mirna Marques; Montenegro, Raquel Carvalho; Rocha, Danilo D.; Moraes, Maria Elisabete Amaral de; Medeiros, Aline C. de; Arriaga, Ângela M. C.

doi:10.1016/j.bjp.2018.03.008

Cited by 3 publications

(1 citation statement)

References 15 publications

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“…Teixeira et al [ 47 ] reported on the cytotoxic activity of four flavonoids isolated from the roots of Tephrosia egregia Sandwith. Three compounds (pongaflavone, praecansone B, and 12a-hydroxyrotenone) exhibited a high activity against HL-60 cell line with the IC 50 values of 1.4, 8.1, and 1.9 μ g/mL.…”

Section: Resultsmentioning

confidence: 99%

EleutherococcusSpecies Cultivated in Europe: A New Source of Compounds with Antiacetylcholinesterase, Antihyaluronidase, Anti-DPPH, and Cytotoxic Activities

Adamczyk

Olech

Abramek

et al. 2019

Oxidative Medicine and Cellular Longevity

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Secondary metabolites of the roots of Eleutherococcus spp. cultivated in Poland, or the bioactivity, are not fully known. The 75% methanol extracts of five Eleutherococcus spp. (E. senticosus, E. divaricatus, E. sessiliflorus, E. gracilistylus, and E. henryi) were examined for the content of polyphenols and phenolic acids as well as for antiacetylcholinesterase, antihyaluronidase, anti-DPPH∗, and cytotoxic activities. The richest in polyphenols were the roots of E. henryi (10.4 mg/g DW), while in flavonoids the roots of E. divaricatus (6.5 mg/g DW). The richest in phenolic acids occurred the roots of E. henryi [protocatechuic acid (1865 μg/g DE), caffeic acid (244 μg/g DE), and p-coumaric and ferulic acids (55 μg/g DE)]. The highest inhibition of AChE was observed for E. gracilistylus and E. sessiliflorus (32%), at the concentration of 100 μg/0.19 mL of the reaction mixture, while that of Hyal for the roots of E. henryi (40.7%), at the concentration of 100 μg/0.16 mL of the reaction mixture. Among five species tested, the E. henryi extract exhibited the strongest HL-60 cell line growth’s inhibition (IC50 270 μg/mL). The extracts reduced DPPH∗ in a time-dependent mode, at the concentration of 0.8 mg/mL. After 90 min from 14.7 to 26.2%, DPPH∗was reduced. A phytochemical composition and activity of the Eleutherococcus species, cultivated in Poland, are still under research; however, on the basis of the results obtained, it may be concluded that they may become a source of phytochemicals and be useful for Europe’s citizens.

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Section: Resultsmentioning

confidence: 99%

EleutherococcusSpecies Cultivated in Europe: A New Source of Compounds with Antiacetylcholinesterase, Antihyaluronidase, Anti-DPPH, and Cytotoxic Activities

Adamczyk

Olech

Abramek

et al. 2019

Oxidative Medicine and Cellular Longevity

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C-prenylated flavonoids with potential cytotoxic activity against solid tumor cell lines

et al. 2019

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ADME-Tox Prediction and Molecular Docking Studies of Two Lead Flavonoids From the Roots of Tephrosia Egregia Sandw and the Gastroprotective Effects of Its Root Extract in Mice

Eber

Hellíada

Isabela³

et al. 2022

BIOI

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Background: This study aimed to predict the pharmacokinetic and toxicological properties of lead flavonoids from the roots of T. egregia [praecansone A (1) and pongachalcone (2)], and to assess the gastroprotective effects and possible underlying mechanisms of the root extract in mice.Methods: Quantitative and qualitative data for in silico absorption, distribution, metabolism, and excretion (ADME) analyses of the two flavonoids were acquired from the SwissADME database. Toxicity assessment was performed with the ProTox-II server. To evaluate the putative interactions of both flavonoids with opioid receptors and NO protein, we acquired structures of the targets (μ, κ, and δ-opioid receptors, and iNOS) in Homo sapiens from <a href="https://www.rcsb.org/">https://www.rcsb.org/</a>. For docking studies, AutoDock 4.2 was used for ligand and target arrangement, and AutoDock Vina was used for calculations. For in vivo assays, mice were pretreated (per os) with T. egregia (2, 20, or 200 mg/kg). After 60 min, 99.9% ethanol (0.2 mL) was injected (per os). At 30 min after ethanol injection, the mice were euthanized, and the gastric damage, gastric levels of hemoglobin, glutathione content, and activity of superoxide dismutase and catalase were evaluated. To elucidate T. egregia mechanisms, we used misoprostol, a prostaglandin analog; indomethacin, an inhibitor of prostaglandin synthesis; L-arginine, an NO precursor; L-NAME, an antagonist of NO synthase; naloxone, an opioid antagonist; and morphine, an opioid agonist.Results: In silico results showed that flavonoids (1) and (2) had favorable ADME properties and toxicity profiles, and exhibited satisfactory binding energies data (below −6.0 kcal/mol) when docked into their targets (μ, κ, and δ-opioid receptors, and iNOS). T. egregia decreased the ethanol-induced gastric damage and hemoglobin levels, and increased the glutathione content, and activity of superoxide dismutase and catalase. Naloxone and L-NAME, but not indomethacin, prevented T. egregia’s effects, thus suggesting that opioid receptors and NO are involved in T. egregia’s efficacy.Conclusions: Flavonoids (1) and (2) exhibited favorable pharmacokinetic properties, showing high lethal dose, 50% (LD50; 3,800 and 2,500 mg/kg, respectively) values. Neither flavonoid was found to be hepatotoxic, carcinogenic, or cytotoxic to human cells. In vivo assays indicated that T. egregia ameliorated oxidative stress levels, and its mechanism is at least partially based on opioid receptors and NO. T. egregia may therefore be considered as a new gastroprotective strategy.

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New flavone and other compounds from Tephrosia egregia: assessing the cytotoxic effect on human tumor cell lines

Cited by 3 publications

References 15 publications

EleutherococcusSpecies Cultivated in Europe: A New Source of Compounds with Antiacetylcholinesterase, Antihyaluronidase, Anti-DPPH, and Cytotoxic Activities

EleutherococcusSpecies Cultivated in Europe: A New Source of Compounds with Antiacetylcholinesterase, Antihyaluronidase, Anti-DPPH, and Cytotoxic Activities

C-prenylated flavonoids with potential cytotoxic activity against solid tumor cell lines

ADME-Tox Prediction and Molecular Docking Studies of Two Lead Flavonoids From the Roots of Tephrosia Egregia Sandw and the Gastroprotective Effects of Its Root Extract in Mice

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