Cytotoxic, genotoxic and antimicrobial activity of caffeic and rosmarinic acids and their lithium, sodium and potassium salts as potential anticancer compounds

Matejczyk, Marzena; Świsłocka, Renata; Golonko, Aleksandra; Lewandowski, W.; Hawrylik, Eliza

doi:10.1016/j.advms.2017.07.003

Cited by 88 publications

(55 citation statements)

References 41 publications

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“…The reported antimicrobial activities of ferulic (86), caffeic (87), and their significant accumulation in the resistance response against S . sclerotiorum prompted us to consider antifungal activity as a component of the soybean defense response against this pathogen.…”

Section: Discussionmentioning

confidence: 99%

Integrated soybean transcriptomics, metabolomics, and chemical genomics reveal the importance of the phenylpropanoid pathway and antifungal activity in resistance to the broad host range pathogenSclerotinia sclerotiorum

Ranjan

Jain

et al. 2018

Preprint

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Integrated soybean transcriptomics, metabolomics, and chemical genomics reveal the 3 importance of the phenylpropanoid pathway and antifungal activity in resistance to the 4 broad host range pathogen Sclerotinia sclerotiorum. 5 6 ABSTRACT 20 21Sclerotinia sclerotiorum, a predominately necrotrophic fungal pathogen with a broad host range, 22 causes a significant yield limiting disease of soybean called Sclerotinia stem rot (SSR). Resistance 23 mechanisms against SSR are poorly understood, thus hindering the commercial deployment of 24 SSR resistant varieties. We used a multiomic approach utilizing RNA-sequencing, Gas 25 chromatography-mass spectrometry-based metabolomics and chemical genomics in yeast to 26 decipher the molecular mechanisms governing resistance to S. sclerotiorum in soybean. 27 Transcripts and metabolites of two soybean recombinant inbred lines, one resistant, and one 28 susceptible to S. sclerotiorum were analyzed in a time course experiment. The combined results 29 show that resistance to S. sclerotiorum in soybean is associated in part with an early accumulation 30 of JA-Ile ((+)-7-iso-Jasmonoyl-L-isoleucine), a bioactive jasmonate, increased ability to scavenge 31 reactive oxygen species (ROS), and importantly, a reprogramming of the phenylpropanoid 32 pathway leading to increased antifungal activities. Indeed, we noted that phenylpropanoid pathway 33 intermediates such as, 4-hydroxybenzoate, ferulic acid and caffeic acid were highly accumulated 34 in the resistant line. In vitro assays show that these metabolites and total stem extracts from the 35 resistant line clearly affect S. sclerotiorum growth and development. Using chemical genomics in 36 yeast, we further show that this antifungal activity targets ergosterol biosynthesis in the fungus, by 37 disrupting enzymes involved in lipid and sterol biosynthesis. Overall, our results are consistent 38 with a model where resistance to S. sclerotiorum in soybean coincides with an early recognition 39 of the pathogen, leading to the modulation of the redox capacity of the host and the production of 40 antifungal metabolites. 3 42 AUTHOR SUMMARY 43 44Resistance to plant fungal pathogens with predominately necrotrophic lifestyles is poorly 45 understood. In this study, we use Sclerotinia sclerotiorum and soybean as a model system to 46 identify key resistance components in this crop plant. We employed a variety of omics approaches 47 in combination with functional studies to identify plant processes associated with resistance to S. 48 sclerotiorum. Our results suggest that resistance to this pathogen is associated in part with an 49 earlier induction of jasmonate signaling, increased ability to scavenge reactive oxygen species, and 50 importantly, a reprogramming of the phenylpropanoid pathway resulting in increased antifungal 51 activities. These findings provide specific plant targets that can exploited to confer resistance to S. 52 sclerotiorum and potentially other pathogens with similar lifestyle. 53 4 54 55 56 57Scle...

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Section: Discussionmentioning

confidence: 99%

Integrated soybean transcriptomics, metabolomics, and chemical genomics reveal the importance of the phenylpropanoid pathway and antifungal activity in resistance to the broad host range pathogenSclerotinia sclerotiorum

Ranjan

Jain

et al. 2018

Preprint

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“…Rosmarinic acid (Xavier et al 2009;Oliveira et al 2013), caffeic acid (Matejczyk et al 2018) and luteolin 7-O-glucoside (Hu & Kitts 2003) were previously proved to possess cytotoxic activity.…”

Section: Hplc Analysis Presented Inmentioning

confidence: 99%

Evaluation of bioactivities and phenolic composition of extracts of Salvia officinalis L. (Lamiaceae) collected in Montenegro

et al. 2019

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Sage (Salvia officinalis) is the best-known species of the genus Salvia, due to its medicinal and flavouring properties. This research was conducted on samples of S. officinalis collected from Potoci (SOP) in the continental part of Montenegro and from Valdanos (SOV) and Luštica (SOL) in the country´s coastal region. Extracts prepared using 96% ethanol, 50% ethanol and hot distilled water were examined for phenolic composition, as well as for their antioxidant, enzyme-inhibiting and cytotoxic activities. The HPLC-DAD method was employed for quantitative-qualitative analysis of phenolic compounds in extracts, which confirmed the presence of rosmarinic and caffeic acids and luteolin-7-O-glucoside. Total phenolic and flavonoid contents, antioxidant activity, and inhibition of acetylcholinesterase and tyrosinase were measured spectrophotometrically. In the applied antioxidant tests (DPPH, FRAP and β-carotene/linoleic acid tests) and tests of inhibition of the enzymes acetylcholinesterase and tyrosinase, the SOP extracts showed stronger antioxidant and enzyme-inhibiting activities compared to SOV and SOL, while the most efficient solvent was 50% ethanol. The highest cytotoxic activity in the MTT test was recorded for 96% ethanol extracts, especially in the case of the SOL sample, against the A375 cell line. All of the tested bioactivities were more strongly correlated with total phenolic content than with flavonoid content. Differences in the tested bioactivities of extracts obtained from plants collected at ecologically different localities and with different extraction solvents could be explained by variations in total phenolic and flavonoid contents.

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“…It was shown that ascorbic acid had a genotoxic effect at the concentration of 10 μg/ml and most efficient genotoxic effects at concentrations of 250, 500 and 1000 μg/ml. Moreover, it was revealed that vit C can promote the generation of oxygen radical-induced sister-chromatid exchanges in cultured mammalian cells, as well as some other types of genetic damage [31][32][33]. Due to extensive use of vitamin C as a nutrient supplement or antioxidant in a variety of industries, such as medicine, feeds, cosmetic, and food pharmaceuticals, residuals of vitamin C are present in the environment and affect living organisms.…”

Section: Introductionmentioning

confidence: 99%

“…Escherichia coli biosensor strains containing plasmid-borne fusions of SOS-dependent recA promoter-operator region to the green fluorescent gene (gfp) were previously shown to increase their fluorescence in the presence of DNA damage hazards, and thus to be useful for genotoxicant detection [31][32][33][34][35]. When a genotoxic mode of action is activated, this leads to an increase in the concentration of fluorescent protein and, as a consequence, fluorescence.…”

Section: Introductionmentioning

confidence: 99%

“…The Ames test actually measures mutagenicity. The application of E. coli-based reporter genes (e. g., E. coli K-12/recA-gfp) assay with activation of SOS repair system following DNA damage allowed us to measure the mutagenic and genotoxic effects of various chemicals and physical treatments in living organisms [32,[36][37][38][39][40][41][42][43][44][45][46].…”

Section: Introductionmentioning

confidence: 99%

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Using an <i>Escherichia Coli</i> K-12/<i>recA-gfpmut2</i> Microbial Biosensor to Assess the Impact of Cyclophosphamide and L-ascorbic Acid Residues on Living Bacteria Cells

Matejczyk¹,

Świsłocka²,

Lewandowski³

2020

Pol. J. Environ. Stud.

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Pharmaceutical residues and their transformation products (TPs) have been found in wastewaters and aquatic environments, and they cause adverse effects in aquatic organisms, especially upon chronic exposure and even at very low doses. Cyclophosphamide (CP) is a common alkylating agent that is effective against a wide variety of tumors. L-ascorbic acid is a known water-soluble vitamin that has antioxidant properties. The pharmaceutical residues of both drugs are detected in the environment, and as biologically active molecules they have the ability to affect organisms. In this work we presented the use of a microbiological biosensor E. coli K-12/recA-gfpmut2 in the assessment of the effects of residues of cyclophosphamide and vitamin C and their mixtures on living cells. In our studies, we have shown that mixtures of CP and vitamin C in the highest CP concentrations are more toxic to E. coli strain compared to parent chemicals. In addition, we also found that drug mixtures, especially at the highest CP concentrations, more strongly stimulate the recA promoter and gfp gene expression. We showed that an Escherichia coli K-12/recA-gfpmut2 microbial biosensor is a useful tool in assessing the impact of pharmaceutical residues of cyclophosphamide and L-ascorbic acid and their mixture on living bacteria cells. A stronger impact and toxicity of the mixtures of both tested chemical compounds was found in comparison to parent chemicals.

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Cytotoxic, genotoxic and antimicrobial activity of caffeic and rosmarinic acids and their lithium, sodium and potassium salts as potential anticancer compounds

Cited by 88 publications

References 41 publications

Integrated soybean transcriptomics, metabolomics, and chemical genomics reveal the importance of the phenylpropanoid pathway and antifungal activity in resistance to the broad host range pathogenSclerotinia sclerotiorum

Integrated soybean transcriptomics, metabolomics, and chemical genomics reveal the importance of the phenylpropanoid pathway and antifungal activity in resistance to the broad host range pathogenSclerotinia sclerotiorum

Evaluation of bioactivities and phenolic composition of extracts of Salvia officinalis L. (Lamiaceae) collected in Montenegro

Using an <i>Escherichia Coli</i> K-12/<i>recA-gfpmut2</i> Microbial Biosensor to Assess the Impact of Cyclophosphamide and L-ascorbic Acid Residues on Living Bacteria Cells

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