Quercetagetin and Patuletin: Antiproliferative, Necrotic and Apoptotic Activity in Tumor Cell Lines

Alvarado-Sansininea, J. Javier; Sánchez-Sánchez, Luis; López-Muñoz, Hugo; Escobar, María Luisa; Flores-Guzmán, Fernando; Tavera-Hernández, Rosario; Manuel, José

doi:10.3390/molecules23102579

Cited by 45 publications

(41 citation statements)

References 40 publications

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“…Polyphenols activate the detoxification enzymes and reduce free radicals [4,9]. The antiproliferative and apoptotic activities of polyphenols against cancer cells is attributed to the control of cell cycle arrest, as well as the molecular regulation of cancer related genes [4,[9][10][11].…”

Section: Introductionmentioning

confidence: 99%

Saudi Rosmarinus officinalis and Ocimum basilicum L. Polyphenols and Biological Activities

et al. 2020

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Investigating the polyphenolic profile of natural Rosmarinus officinalis and Ocimum basilicum populations may reveal essential compounds that have biological activities. Natural populations of R. officinalis and O. basilicum in Northern Riyadh were investigated by HPLC-DAD analyses. Several polyphenols, including rosmarinic acid, gentisic acid, 3,4-dihydroxyphenylacetic acid, rutoside, and others, out of 38 screened were confirmed. Rosmarinic acid was the major polyphenol in both of R. officinalis and O. basilicum. R. officinalis methanolic leaf extracts contained other phenols such as gentisic acid while O. basilicum contained also 3,4-dihydroxyphenylacetic acid and rutoside as well as others. R. officinalis showed higher antioxidant activities than O. basilicum using 2,2-diphenyl-1-picrylhydrazyl (DPPH), ferric reducing antioxidant power (FRAP), and β-carotene bleaching assays. These higher activities are associated with a higher composition of rosmarinic acid in leaf extracts. The antioxidant activities of O. basilicum were attributed to identified phenols of rosmarinic acid, 3,4-dihydroxyphenylacetic acid, and rutoside. There were antiproliferative and cytotoxic activities of leaf extracts, as well as identified polyphenols, against several cancer cells. These activities were attributed to the accumulation of necrotic and apoptotic cells in treated cancer cells with leaf extracts as well as identified polyphenols. The antibacterial and antifungal activities of leaf extracts were mainly attributed to 3,4-dihydroxyphenylacetic acid and rutoside in O. basilicum and rosmarinic acid and caffeic acid in R. officinalis. This study proved that R. officinalis and O. basilicum natural populations might be considered as promising sources of natural polyphenols with biological activities.

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Section: Introductionmentioning

confidence: 99%

Saudi Rosmarinus officinalis and Ocimum basilicum L. Polyphenols and Biological Activities

et al. 2020

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“…Recent trends indicate that a balanced lifestyle with a polyphenol-rich diet can control cancers such as prostate cancer, and prevent the future occurrence of the disease [16]. Polyphenols act on tumors by different mechanisms, including the induction of detoxification enzymes and the activation of the antioxidant mechanism, antiproliferation, apoptosis through cell-cycle arrest, and molecular regulation of genes associated with cancer [2,[17][18][19][20]. Tree barks are promising sources of these polyphenols; they contain phenolic acids, flavonoids, and catechins, as well as sugars [2,12,19,21,22].…”

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confidence: 99%

Malus baccata var. gracilis and Malus toringoides Bark Polyphenol Studies and Antioxidant, Antimicrobial and Anticancer Activities

et al. 2020

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Exploring new sources of polyphenols with biological activities that work against human diseases is the target of natural product studies. This study determined the polyphenol composition of the bark of Malus species M. baccata var. gracilis (Rehder) T.C.Ku and M. toringoides (Rehder) Hughes, using high-performance liquid chromatography with a diode-array detector (HPLC-DAD) analysis. The antiproliferative, cytotoxic, antioxidant and antimicrobial applications of these extracts, as well as the identified phenol, were studied. The HPLC-DAD analysis confirmed three polyphenols in the extracts out of the 21 screened compounds: protocatechuic acid, gallic acid, and catechin. The major constituents in M. baccata and M. toringoides were protocatechuic acid, at 3.16 and 7.15 mg 100 g−1 dry weight (DW), respectively, and catechin, at 5.55 and 6.80 mg 100 g−1 DW, respectively. M. baccata and M. toringoides bark extracts showed antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH), β-carotene bleaching, and ferric-reducing antioxidant power (FRAP) assays, which were attributed to the dominance of protocatechuic acid. The highest antiproliferative and cytotoxic effects were against Jurkat cells. Against MCF-7 and Hela cells, there was necrotic cell accumulation in the early apoptotic as well as the late apoptotic phase. The bark extracts showed noticeable antibacterial effects against Listeria monocytogenes, Bacillus cereus, and Escherichia coli. Protocatechuic acid showed comparable results to bark extracts. There were antifungal effects against Aspergillus ochraceus, A. niger, and Candida albicans, and the activities were higher than the commercial reagent. M. baccata and M. toringoides could be considered as a new source of phenolic acids, including protocatechuic acid with anticancer, antibacterial antifungal, and antioxidant-promising effects.

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“…Assays were performed as reported in reference [47]. (IC 50 ) values were determined after 24 h using crystal violet staining [39].…”

Section: Cell Proliferation Assaymentioning

confidence: 99%

Phenolic peptides as antioxidant and anti-proliferative agents

2018

J. Mol. Clin. Med.

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We report an efficient synthesis of phenolic peptides starting from 3,4-dihydroxyphenylacetic acid (DOPAC) and L-configured amino acid esters (glycine, phenylalanine, valine, serine, tryptophan, and cystine) using different coupling reagents. The combination of a phenolic scaffold with an amino acid residue might modulate the bioavailability and the therapeutic properties of title derivatives. Moreover, the incorporation of a catechol group, with inherent redox activity, can contribute to alter the redox status of the cancer cells, and therefore, provide anti-proliferative properties. Their activities as antioxidants (i.e. scavenging free radicals and H 2 O 2 as well inhibition of lipid peroxidation) and as anti-proliferative agents against three human cervical carcinoma cell lines (HeLa, ViBo, and CaSki) and normal lymphocytes were evaluated. All compounds exhibited an excellent antioxidant activity; remarkably, the peptide derived from L-cystine exhibited the best antioxidant activity, displaying a 2.5-fold increase in radical-scavenging activity when compared with the natural 2-(3',4'-dihydroxyphenyl)ethanol (hydroxytyrosol, HT). Moreover, this compound was also the most potent antitumor agent against the three human tumor cell lines (IC 50 values 108-122 µM), with a 2-7-fold increase in activity when compared with natural DOPAC and HT, used as reference compounds. Importantly, the cytotoxic activity of these phenolic peptidomimetics against normal human lymphocytes was very low, hence confirming their selectivity towards tumor cells. Moreover, a disulfide-containing peptide also exhibited negligible cell necrosis and a high selectivity against tumor cells when compared to normal lymphocytes. Such derivative incorporates two fragments characterized with redox properties, the catechol moiety, and the disulfide linker. Thus, disulfide-containing phenolic peptidomimetics emerge as good lead candidates for the development of a novel family of anti-tumor agents. This is an open access article under the CC BY-NC 4.0 license. https://creativecommons.org/licenses/by-nc/4.0/ Journal of Molecular and Clinical MedicineScheme 1. Peptide coupling between O-protected phenolic acid 1 and amino acid esters 2-6.

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Quercetagetin and Patuletin: Antiproliferative, Necrotic and Apoptotic Activity in Tumor Cell Lines

Cited by 45 publications

References 40 publications

Saudi Rosmarinus officinalis and Ocimum basilicum L. Polyphenols and Biological Activities

Saudi Rosmarinus officinalis and Ocimum basilicum L. Polyphenols and Biological Activities

Malus baccata var. gracilis and Malus toringoides Bark Polyphenol Studies and Antioxidant, Antimicrobial and Anticancer Activities

Phenolic peptides as antioxidant and anti-proliferative agents

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