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1.
Food Chem ; 335: 127649, 2021 Jan 15.
Article in English | MEDLINE | ID: mdl-32738538

ABSTRACT

Rosa rugosa Thunb. seed oil (RR) extracted by supercritical CO2 was investigated. RR chemical composition, radical scavenging effect and oxidative stability were evaluated. RR aqueous emulsions were examined for cell cytotoxicity, proliferation, redox state and migration using mouse embryonic fibroblast Balb/3T3, human dermal fibroblast NHDF cell lines, and on neoplastic cell lines: acute monocytic leukemia THP-1 and lung adenocarcinoma A549. RR total contents of phytosterols, tocopherols, carotenoids and phenolics were 10115.23, 784.16, 40.32 and 10.30 mg/kg, respectively. Rich antioxidant composition of RR was reflected in its high antioxidant activity (2.1 mM/kg Trolox equivalent) as well as oxidative stability (activation energy 105.6 kJ/mol). The RR emulsions led to marked augmentation of the total cell protein content in BALB/3T3 and NHDF cultures, inhibited cancer cell migration and reduced ROS formation. The studied RR oil proved to have a remarkable combination of bioactive compounds and to exert an antioxidative and chemopreventive effects.


Subject(s)
Plant Oils/chemistry , Plant Oils/pharmacology , Rosa/chemistry , Animals , Antioxidants/chemistry , Antioxidants/isolation & purification , Antioxidants/pharmacology , Carbon Dioxide/chemistry , Carotenoids/chemistry , Carotenoids/isolation & purification , Carotenoids/pharmacology , Cell Line , Chromatography, Supercritical Fluid , Humans , Mice , Oxidation-Reduction , Phenols/chemistry , Phenols/isolation & purification , Phenols/pharmacology , Phytosterols/chemistry , Phytosterols/isolation & purification , Phytosterols/pharmacology , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Plant Oils/isolation & purification , Seeds/chemistry , Tocopherols/chemistry , Tocopherols/isolation & purification , Tocopherols/pharmacology
2.
Food Chem Toxicol ; 138: 111183, 2020 Apr.
Article in English | MEDLINE | ID: mdl-32061855

ABSTRACT

Herbal formulations have been used in ethnomedicine and pharmacy around the world for thousands of years. One of them is Jerusalem Balsam (JB), which came into use in the seventeenth century. Today, people still produce and use it regularly as prophylactic supplement. JB has been widely used in Europe since the nineteenth century, as a remedy possessing antibacterial, antifungal and anti-inflammatory activities. The composition of the product was not known, although possible formulations were reported. In this study the original sample, which dated back to 1870, was investigated for chemical composition and cytotoxic activity. The obtained results were compared with results from more recently produced samples. Several tests were carried out, namely GC-MS, UPLC-PDA-Q-TOF-MS and MTT. Only the 150-year old sample showed a significant cytotoxic activity on cancer cell lines. At a concentration of 125 µg/mL after 72 h of incubation, the original sample inhibited almost 90% of cell metabolic activity, while contemporary samples showed none or little activity. None of the tested samples showed a significant impact on normal cells. These results may be attributed to the activities of benzoic acid and its derivatives, cinnamic acid derivatives, vanillin, group of sesquiterpenes and cembrene.


Subject(s)
Balsams/chemistry , Balsams/pharmacology , Phytochemicals/analysis , Phytochemicals/pharmacology , Animals , Anti-Bacterial Agents/analysis , Anti-Bacterial Agents/pharmacology , Anti-Inflammatory Agents/analysis , Anti-Inflammatory Agents/pharmacology , Antifungal Agents/analysis , Antifungal Agents/pharmacology , Antineoplastic Agents, Phytogenic/analysis , Antineoplastic Agents, Phytogenic/pharmacology , Antioxidants/analysis , Antioxidants/pharmacology , Benzaldehydes/analysis , Benzaldehydes/pharmacology , Benzoic Acid/analysis , Benzoic Acid/pharmacology , Cell Line, Tumor , Cell Survival/drug effects , Cinnamates/analysis , Cinnamates/pharmacology , Dogs , Gas Chromatography-Mass Spectrometry , Humans , Mice , NIH 3T3 Cells , Sesquiterpenes/analysis , Sesquiterpenes/pharmacology , Volatile Organic Compounds/analysis
3.
Planta ; 251(2): 50, 2020 Jan 16.
Article in English | MEDLINE | ID: mdl-31950395

ABSTRACT

MAIN CONCLUSION: Upregulation of the terpenoid pathway and increased ABA content in flax upon Fusarium infection leads to activation of the early plant's response (PR genes, cell wall remodeling, and redox status). Plants have developed a number of defense strategies against the adverse effects of fungi such as Fusarium oxysporum. One such defense is the production of antioxidant secondary metabolites, which fall into two main groups: the phenylpropanoids and the terpenoids. While functions and biosynthesis of phenylpropanoids have been extensively studied, very little is known about the genes controlling the terpenoid synthesis pathway in flax. They can serve as antioxidants, but are also substrates for a plethora of different compounds, including those of regulatory functions, like ABA. ABA's function during pathogen attack remains obscure and often depends on the specific plant-pathogen interactions. In our study we showed that in flax the non-mevalonate pathway is strongly activated in the early hours of pathogen infection and that there is a redirection of metabolites towards ABA synthesis. The elevated synthesis of ABA correlates with flax resistance to F. oxysporum, thus we suggest ABA to be a positive regulator of the plant's early response to the infection.


Subject(s)
Abscisic Acid/metabolism , Biosynthetic Pathways , Flax/metabolism , Flax/microbiology , Fusarium/physiology , Plant Diseases/microbiology , Plastids/metabolism , Terpenes/metabolism , Base Sequence , DNA, Complementary/genetics , DNA, Fungal/analysis , Flax/genetics , Fusarium/growth & development , Gene Expression Regulation, Plant , Genes, Plant , Glucosyltransferases/genetics , Plant Roots/metabolism , Plant Roots/microbiology , RNA, Messenger/genetics , RNA, Messenger/metabolism
4.
Curr Pharm Des ; 25(20): 2241-2263, 2019.
Article in English | MEDLINE | ID: mdl-31333096

ABSTRACT

The incidence of inflammatory skin diseases is increasing, so the search for relevant therapeutics is of major concern. Plants are rich in phytochemicals which can alleviate many symptoms. In this review, we concentrate on compounds found in the seeds of widely cultivated plants, regularly used for oil production. The oils from these plants are often used to alleviate the symptoms of inflammatory diseases through synergetic action of unsaturated fatty acids and other phytochemicals most commonly derived from the terpenoid pathway. The knowledge of the chemical composition of oil seeds and the understanding of the mechanisms of action of single components should allow for a more tailored approach for the treatment for many diseases. In many cases, these seeds could serve as an efficient material for the isolation of pure phytochemicals. Here we present the content of phytochemicals, assumed to be responsible for healing properties of plant oils in a widely cultivated oil seed plants and review the proposed mechanism of action for fatty acids, selected mono-, sesqui-, di- and triterpenes, carotenoids, tocopherol and polyphenols.


Subject(s)
Inflammation/drug therapy , Phytotherapy , Plant Oils/therapeutic use , Skin Diseases/drug therapy , Humans , Phytochemicals/therapeutic use , Seeds/chemistry
5.
Adv Clin Exp Med ; 28(4): 431-438, 2019 04.
Article in English | MEDLINE | ID: mdl-30659788

ABSTRACT

BACKGROUND: The development of a new type of wound dressing material that can support skin regeneration is an important challenge to improve treatment of chronic, non-healing wounds. OBJECTIVES: The objective of this study was to compare the impact of flax fabrics from transgenic plants overexpressing phenolic acids and flavonoids (W92) and polyhydroxybutyrate (M48), as well as fabric from non-transgenic plant (Nike) on cultures of human skin cells. MATERIAL AND METHODS: Flax fabric pieces as well as water extracts from the fabrics were co-cultured with human skin cells: keratinocytes, fibroblasts, dermal microvascular endothelial cells, and with monocytoid cell line (THP1) for 48 h. Cell viability and proliferation were assessed with the sulforhodamine B colorimetric assay. Intracellular reactive oxygen species (ROS) was estimated with the 2'7 dichlorodihydrofluorescein diacetate (DCFH-DA) oxidation method. Endothelial cell migration was measured with the scratch assay. The results were compared with the multi-criteria analysis (MCA) procedure. RESULTS: Tested flax fabrics released flavonoids and polyhydroxybutyrate to cell culture media, as it was determined by means of the high performance liquid chromatography (HPLC) method. Fabrics from transgenic plants W92 and M48 promoted proliferation of keratinocytes and fibroblasts. Water extracts from flax fabric diminished the proliferation of monocytoid cells, decreased oxidative burst in activated THP1 cells and accelerated the velocity of dermal microvascular cell migration. The MCA proved that the sum of beneficial effects estimated in human skin cell cultures was higher (by 47% and by 34% with W92 and M48, respectively) than that of non-transgenic flax fabric (Nike). CONCLUSIONS: The W92 and M48 fabrics should be further studied as candidates for elaboration of new types of bandages, able to improve skin wound healing.


Subject(s)
Biotechnology , Fibroblasts/drug effects , Flax/genetics , Plant Preparations/pharmacology , Plants, Genetically Modified , Cell Movement , Fibroblasts/metabolism , Genetic Engineering/methods , Humans , Skin
6.
Curr Med Chem ; 24(14): 1453-1468, 2017.
Article in English | MEDLINE | ID: mdl-28266270

ABSTRACT

BACKGROUND: Monocyte chemoattractant protein-1 (MCP-1) is a member of the CC chemokine family that plays a key role in the inflammatory process. It has been broadly studied in the aspect of its role in obesity and diabetes related diseases. MCP-1 causes the infiltration of macrophages into obese adipose tissue via binding to the CCR2 receptor and is involved in the development of insulin resistance. METHODS: We reviewed the available literature regarding the importance of plant metabolites that regulate MCP-1 activity and are used in the treatment of diabetic disorders. The characteristics of screened papers were described and the important findings were included in this review. RESULTS: This mini-review provides a summary of functions and therapeutic strategies of this chemokine, with a special focus on plant-derived compounds that possess a putative antidiabetic function via a mechanism of MCP-1 interaction. The highlights of this review include the roles of MCP-1 in development of diabetes, the evaluation of plant metabolites that specifically or non-specifically inhibit MCP-1 overproduction, and the molecular mechanisms of this activity. Among these metabolites, we particularly focused on phenolic acids and their derivatives, flavonoids, stilbenes, anthocyanins, capsaicin, alkaloids, plant sterols, terpenes, saponins, unsaturated fatty acids and plant-derived extracts. CONCLUSION: Regarding the increasing number of diabetic patients yearly, the recent progress in the putative therapies needs to be summarized. This article underlines the significance and involvement of the chemokine MCP-1 in the development of obesity, type 2 diabetes, and diabetic complications, with an emphasis on the role of plant metabolites in the regulation of this chemokine and thus the role in the prevention or therapy of diabetes. We suggest that MCP-1 might be a molecular marker of type 2 diabetes.


Subject(s)
Chemokine CCL2/metabolism , Diabetes Complications/drug therapy , Diabetes Mellitus, Type 2/drug therapy , Plant Extracts/chemistry , Plant Extracts/pharmacology , Alkaloids/chemistry , Alkaloids/isolation & purification , Alkaloids/pharmacology , Animals , Anthocyanins/chemistry , Anthocyanins/isolation & purification , Anthocyanins/pharmacology , Capsaicin/chemistry , Capsaicin/isolation & purification , Capsaicin/pharmacology , Chemokine CCL2/biosynthesis , Diabetes Complications/metabolism , Diabetes Mellitus, Type 2/metabolism , Flavonoids/chemistry , Flavonoids/isolation & purification , Flavonoids/pharmacology , Humans , Phenols/chemistry , Phenols/isolation & purification , Phenols/pharmacology , Plant Extracts/isolation & purification , Sterols/chemistry , Sterols/isolation & purification , Sterols/pharmacology , Stilbenes/chemistry , Stilbenes/isolation & purification , Stilbenes/pharmacology , Terpenes/chemistry , Terpenes/isolation & purification , Terpenes/pharmacology
7.
Article in English | MEDLINE | ID: mdl-29292398

ABSTRACT

The goal of this study was to evaluate the most effective technique for extraction of phenolics present in flax shives and to assess their effect on human fibroblasts. Flax shives are by-products of fibre separation, but they were found to be a rich source of phenolic compounds and thus might have application potential. It was found that the optimal procedure for extraction of phenolics was hydrolysis enhanced by the ultrasound with NaOH for 24 h at 65°C and subsequent extraction with ethyl acetate. The influence of the flax shives extract on fibroblast growth and viability was assessed using the MTT and SRB tests. Moreover, the influence of flax shives extract on the extracellular matrix remodelling process was verified. The 20% increase of the viability was observed upon flax shives extract treatment and the decrease of mRNA collagen genes, an increase of matrix metalloproteinase gene expression, and reduction in levels of interleukin 6, interleukin 10, and suppressor of cytokinin signaling 1 mRNA were observed. Alterations in MCP-1 mRNA levels were dependent on flax shives extract concentration. Thus, we suggested the possible application of flax shives extract in the wound healing process.

8.
Acta Pol Pharm ; 74(2): 642-652, 2017 Mar.
Article in English | MEDLINE | ID: mdl-29624270

ABSTRACT

Previously it was documented that transgenic flax plants, which contained an increased level of polyphenolic compounds, significantly improved healing of skin wounds lesions. In order to recognize mechanisms of beneficial action of transgenic flax fabrics on wound healing, in the present study the impact of flax fabric pieces/cuts from three types of transgenic flax on normal human dermal fibroblasts primary culture (NHDF) was investigated. NHDF cell cultures were exposed for 48 h to specific area of flax fabric cuts, made from M50, B 14 and M50+B14 (intertwined fibers of M and B), or parallely, extracts from fibers of the tested flax materials to cell culture medium. Cultures were inspected for cell viability, proliferation, cell cycle changes and for their resistance to oxidative stress (consecutive addition of H2,O2, to harvested cell cultures). None of the tested flax fabrics were cytotoxic to fibroblast cultures and also did not increase significantly a frequency of apoptotic cells in cultures. In the comet assay, the tested flax fabrics revealed significant protective effect on DNA damage ciused by addition of H202 to the cultures at the end of incubation time. Fabrics from transgenic flax significantly enhanced fibroblasts proliferation in vitro estimated with the SRB test. Flow cytometric analysis revealed higher frequency of cells in the S phase, in the presence of transgenic flax fabrics. Fabrics from B14 and M50+B14 flax are the most potent activators of NHDF cells in applied in vityo tests, hence they could be recommended for elaboration of new type bandage, able to improve skin wound healing.


Subject(s)
Cell Proliferation/drug effects , Fibroblasts/drug effects , Flax/genetics , Plant Preparations/pharmacology , Plants, Genetically Modified/genetics , Textiles , Wound Healing/drug effects , Animals , Apoptosis/drug effects , BALB 3T3 Cells , Cell Survival/drug effects , DNA Damage/drug effects , Fibroblasts/metabolism , Fibroblasts/pathology , Flax/enzymology , Flax/growth & development , Gene Expression Regulation, Enzymologic , Gene Expression Regulation, Plant , Humans , Hydrogen Peroxide/toxicity , Mice , Oxidative Stress/drug effects , Plant Preparations/toxicity , Plants, Genetically Modified/enzymology , Plants, Genetically Modified/growth & development , S Phase/drug effects , Time Factors
9.
Acta Pol Pharm ; 74(2): 653-659, 2017 Mar.
Article in English | MEDLINE | ID: mdl-29624271

ABSTRACT

Emulsions made of oils from transgenic flaxseeds significantly decreased in vitro proliferation of six tested human cancer cell lines in 48-h cultures, as assessed with the standard sulforhodamine assay. However, the emulsions also increased proliferation rate of normal human dermal fibroblasts and, to a lower extend, of keratinocytes. Both inhibition of in vitro proliferation of human cancer cell lines and stimulation of proliferation of normal dermal fibroblasts and keratinocytes were especially strong with the emulsion type B and with emulsion type M. Oils from seeds of transgenic flax type B and M should be considered as valuable adjunct to standard cytostatic therapy of human cancers and also could be applied to improve the treatment of skin lesions in wound healing.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Cell Proliferation/drug effects , Flax/genetics , Neoplasms/drug therapy , Plant Extracts/pharmacology , Plant Oils/pharmacology , Plants, Genetically Modified/genetics , A549 Cells , Antineoplastic Agents, Phytogenic/isolation & purification , Dose-Response Relationship, Drug , Fibroblasts/drug effects , Humans , Keratinocytes/drug effects , MCF-7 Cells , Neoplasms/pathology , Phytotherapy , Plant Extracts/isolation & purification , Plant Oils/isolation & purification , Plants, Medicinal , Seeds , Wound Healing/drug effects
10.
BMC Plant Biol ; 16: 75, 2016 Mar 22.
Article in English | MEDLINE | ID: mdl-27005923

ABSTRACT

BACKGROUND: Fusarium oxysporum infection leads to Fusarium-derived wilt, which is responsible for the greatest losses in flax (Linum usitatissimum) crop yield. Plants infected by Fusarium oxysporum show severe symptoms of dehydration due to the growth of the fungus in vascular tissues. As the disease develops, vascular browning and leaf yellowing can be observed. In the case of more virulent strains, plants die. The pathogen's attack starts with secretion of enzymes degrading the host cell wall. The main aim of the study was to evaluate the role of the cell wall polymers in the flax plant response to the infection in order to better understand the process of resistance and develop new ways to protect plants against infection. For this purpose, the expression of genes involved in cell wall polymer metabolism and corresponding polymer levels were investigated in flax seedlings after incubation with Fusarium oxysporum. RESULTS: This analysis was facilitated by selecting two groups of genes responding differently to the infection. The first group comprised genes strongly affected by the infection and activated later (phenylalanine ammonia lyase and glucosyltransferase). The second group comprised genes which are slightly affected (up to five times) and their expression vary as the infection progresses. Fusarium oxysporum infection did not affect the contents of cell wall polymers, but changed their structure. CONCLUSION: The results suggest that the role of the cell wall polymers in the plant response to Fusarium oxysporum infection is manifested through changes in expression of their genes and rearrangement of the cell wall polymers. Our studies provided new information about the role of cellulose and hemicelluloses in the infection process, the change of their structure and the expression of genes participating in their metabolism during the pathogen infection. We also confirmed the role of pectin and lignin in this process, indicating the major changes at the mRNA level of lignin metabolism genes and the loosening of the pectin structure.


Subject(s)
Biopolymers/metabolism , Cell Wall/metabolism , Flax/microbiology , Fusarium/physiology , Plant Diseases/microbiology , Cellulose/metabolism , Flax/metabolism , Lignin/metabolism , Pectins/metabolism , Polysaccharides/metabolism
11.
Int J Mol Sci ; 17(2): 160, 2016 Feb 18.
Article in English | MEDLINE | ID: mdl-26901191

ABSTRACT

Phenolic compounds constitute a group of secondary metabolites which have important functions in plants. Besides the beneficial effects on the plant host, phenolic metabolites (polyphenols) exhibit a series of biological properties that influence the human in a health-promoting manner. Evidence suggests that people can benefit from plant phenolics obtained either by the diet or through skin application, because they can alleviate symptoms and inhibit the development of various skin disorders. Due to their natural origin and low toxicity, phenolic compounds are a promising tool in eliminating the causes and effects of skin aging, skin diseases, and skin damage, including wounds and burns. Polyphenols also act protectively and help prevent or attenuate the progression of certain skin disorders, both embarrassing minor problems (e.g., wrinkles, acne) or serious, potentially life-threatening diseases such as cancer. This paper reviews the latest reports on the potential therapy of skin disorders through treatment with phenolic compounds, considering mostly a single specific compound or a combination of compounds in a plant extract.


Subject(s)
Phenols/pharmacology , Phenols/therapeutic use , Plant Extracts/pharmacology , Plant Extracts/therapeutic use , Skin Diseases/drug therapy , Animals , Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Anti-Infective Agents/therapeutic use , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/therapeutic use , Antioxidants/chemistry , Antioxidants/pharmacology , Antioxidants/therapeutic use , Burns/drug therapy , Burns/metabolism , Burns/pathology , Cellular Senescence/drug effects , Humans , Oxidative Stress/drug effects , Phenols/chemistry , Plant Extracts/chemistry , Skin/drug effects , Skin/metabolism , Skin/pathology , Skin Diseases/metabolism , Skin Diseases/pathology , Skin Diseases/prevention & control , Wound Healing/drug effects
12.
Oxid Med Cell Longev ; 2016: 7510759, 2016.
Article in English | MEDLINE | ID: mdl-26779302

ABSTRACT

Polyunsaturated fatty acids, sterols, and hydrophilic phenolic compounds are components of flax oil that act as antioxidants. We investigated the impact of flax oil from transgenic flax in the form of emulsions on stressed Chinese hamster pulmonary fibroblasts. We found that the emulsions protect V79 cells against the H2O2 and the effect is dose dependent. They reduced the level of intracellular reactive oxygen species and protected genomic DNA against damage. The rate of cell proliferation increased upon treatment with the emulsions at a low concentration, while at a high concentration it decreased significantly, accompanied by increased frequency of apoptotic cell death. Expression analysis of selected genes revealed the upregulatory impact of the emulsions on the histones, acetylases, and deacetylases. Expression of apoptotic, proinflammatory, and anti-inflammatory genes was also altered. It is thus suggested that flax oil emulsions might be useful as a basis for biomedical products that actively protect cells against inflammation and degeneration. The beneficial effect on fibroblast resistance to oxidative damage was superior in the emulsion made of oil from transgenic plants which was correlated with the quantity of antioxidants and squalene. The emulsions from transgenic flax are promising candidates for skin protection against oxidative damage.


Subject(s)
Cytoprotection/drug effects , Flax/chemistry , Oxidative Stress/drug effects , Plant Oils/pharmacology , Seeds/chemistry , Animals , Antioxidants/metabolism , Apoptosis/drug effects , Cell Line , Cell Proliferation/drug effects , Cricetinae , DNA/metabolism , Emulsions , Gene Expression Regulation/drug effects , Genome , Plants, Genetically Modified , Reactive Oxygen Species/metabolism , Statistics, Nonparametric
13.
Biomed Res Int ; 2015: 862391, 2015.
Article in English | MEDLINE | ID: mdl-26347154

ABSTRACT

Inflammation is the basis of many diseases, with chronic wounds amongst them, limiting cell proliferation and tissue regeneration. Our previous preclinical study of flax fiber applied as a wound dressing and analysis of its components impact on the fibroblast transcriptome suggested flax fiber hydrophobic extract use as an anti-inflammatory and wound healing preparation. The extract contains cannabidiol (CBD), phytosterols, and unsaturated fatty acids, showing great promise in wound healing. In in vitro proliferation and wound closure tests the extract activated cell migration and proliferation. The activity of matrix metalloproteinases in skin cells was increased, suggesting activation of extracellular components remodeling. The expression of cytokines was diminished by the extract in a cannabidiol-dependent manner, but ß-sitosterol can act synergistically with CBD in inflammation inhibition. Extracellular matrix related genes were also analyzed, considering their importance in further stages of wound healing. The extract activated skin cell matrix remodeling, but the changes were only partially cannabidiol- and ß-sitosterol-dependent. The possible role of fatty acids also present in the extract is suggested. The study shows the hydrophobic flax fiber components as wound healing activators, with anti-inflammatory cannabidiol acting in synergy with sterols, and migration and proliferation promoting agents, some of which still require experimental identification.


Subject(s)
Extracellular Matrix/metabolism , Fibroblasts/metabolism , Flax/chemistry , Keratinocytes/metabolism , Plant Extracts/pharmacology , Wound Healing/drug effects , Cannabidiol/chemistry , Cannabidiol/pharmacology , Cell Movement/drug effects , Cell Proliferation/drug effects , Fibroblasts/pathology , Humans , Keratinocytes/pathology , Plant Extracts/chemistry , Sitosterols/chemistry , Sitosterols/pharmacology
14.
BMC Biotechnol ; 15: 62, 2015 Jun 30.
Article in English | MEDLINE | ID: mdl-26123633

ABSTRACT

BACKGROUND: Flaxseed oil is characterized by high content of essential polyunsaturated fatty acids (PUFA) promoted as a human dietary supplement protecting against atherosclerosis. The disadvantage of the high PUFA content in flax oil is high susceptibility to oxidation, which can result in carcinogenic compound formation. Linola flax cultivar is characterized by high linoleic acid content in comparison to traditional flax cultivars rich in linolenic acid. The changes in fatty acid proportions increase oxidative stability of Linola oil and broaden its use as an edible oil for cooking. However one of investigated transgenic lines has high ALA content making it suitable as omega-3 source. Protection of PUFA oxidation is a critical factor in oil quality. The aim of this study was to investigate the impact of phenylpropanoid contents on the oil properties important during the whole technological process from seed storage to grinding and oil pressing, which may influence health benefits as well as shelf-life, and to establish guidelines for the selection of new cultivars. METHODS: The composition of oils was determined by chromatographic (GS-FID and LC-PDA-MS) methods. Antioxidant properties of secondary metabolites were analyzed by DPPH method. The stability of oils was investigated: a) during regular storage by measuring acid value peroxide value p-anisidine value malondialdehyde, conjugated dienes and trienes; b) by using accelerated rancidity tests by TBARS reaction; c) by thermoanalytical - differential scanning calorimetry (DSC). RESULTS: In one approach, in order to increase oil stability, exogenous substances added are mainly lipid soluble antioxidants from the isoprenoid pathway, such as tocopherol and carotene. The other approach is based on transgenic plant generation that accumulates water soluble compounds. Increased accumulation of phenolic compounds in flax seeds was achieved by three different strategies that modify genes coding for enzymes from the phenylpropanoid pathway. The three types of transgenic flax had different phenylpropanoid profiles detected in oil, highly increasing its stability. CONCLUSIONS: We found that hydrophilic phenylpropanoids more than lipophilic isoprenoid compounds determine oil stability however they can work synergistically. Among phenolics the caffeic acid was most effective in increasing oil stability.


Subject(s)
Flax/chemistry , Linseed Oil/chemistry , Phenols/analysis , Aniline Compounds/metabolism , Antioxidants/chemistry , Chromatography, Liquid , Linoleic Acid/chemistry , Linseed Oil/standards , Malondialdehyde/metabolism , Mass Spectrometry , Oxidation-Reduction , Peroxides/metabolism , Plants, Genetically Modified , Thiobarbituric Acid Reactive Substances
15.
Food Chem ; 188: 459-66, 2015 Dec 01.
Article in English | MEDLINE | ID: mdl-26041218

ABSTRACT

Two new commercially available high linolenic oils, pressed at low temperature from rose hip seeds, were characterised for their composition, quality and DPPH radical scavenging activity. The oxidative stability of oils was assessed using differential scanning calorimetry (DSC). Phytosterols, tocopherols and carotenoids contents were up to 6485.4; 1124.7; and 107.7 mg/kg, respectively. Phenolic compounds determined for the first time in rose hip oil totalled up to 783.55 µg/kg, with a predominant presence of p-coumaric acid methyl ester. Antiradical activity of the oils reached up to 3.00 mM/kg TEAC. The acid, peroxide and p-anisidine values as well as iron and copper contents indicated good quality of the oils. Relatively high protection against oxidative stress in the oils seemed to be a result of their high antioxidant capacity and the level of unsaturation of fatty acids.


Subject(s)
Antioxidants/analysis , Calorimetry, Differential Scanning/methods , Plant Oils/analysis , Plant Oils/chemistry , Rosa/chemistry , Biphenyl Compounds/chemistry , Carotenoids/analysis , Cold Temperature , Fatty Acids/analysis , Oxidation-Reduction , Phenols/analysis , Phytosterols/analysis , Picrates/chemistry , Plant Oils/standards , Pressure , Seeds/chemistry , Tocopherols/analysis
16.
Postepy Biochem ; 61(4): 416-29, 2015.
Article in Polish | MEDLINE | ID: mdl-27048096

ABSTRACT

Having vascular origin, flax fiber belongs to the sclerenchyma (steroids) and its structure is limited to the cell wall. What determines fiber properties is its composition, which in practice means the composition of the secondary cell wall. It consists of four main polymers which constitute approximately 90% of the fiber: cellulose, hemicellulose, pectin, lignin, and a variety of secondary metabolites, proteins, waxes and inorganic compounds. The cell wall is a structure with a high complexity of both the composition and interactions of the particular elements between themselves. It is determined by differentiation and cell growth as well as environmental factors, biotic and abiotic stresses. The molecular background of these processes and mechanisms regulating the synthesis and rearrangement of secondary cell walls components are being intensively studied. In this work we described the latest news about the development, composition and metabolism of flax fiber cell wall components together with the molecular explanation of these processes.


Subject(s)
Cell Differentiation , Cell Wall/metabolism , Flax/growth & development , Phloem/growth & development , Carbohydrate Metabolism , Cell Wall/chemistry , Cellulose/metabolism , Flax/metabolism , Lignin/metabolism , Lignin/physiology , Molecular Structure , Pectins/metabolism , Phloem/chemistry , Phloem/metabolism , Polysaccharides/metabolism , Polysaccharides/physiology
17.
Mol Breed ; 34(4): 1917-1932, 2014.
Article in English | MEDLINE | ID: mdl-25506258

ABSTRACT

Flavonoids are a large group of secondary plant metabolites with many important functions; they play a role in fruit, flower and seed pigmentation and are involved in multiple protective mechanisms. They are very active natural antioxidants, acting as antimicrobial compounds in defense against pathogens, and they protect the plant against various stress factors, including excessive solar radiation and temperature. They are also an animal deterrent. Flax is already a very useful crop plant with nutritional and biomedical applications. With increased phenylpropanoid content, flax plants could be used in the production of improved dietary supplements and antimicrobial agents. The main aim of this study was to engineer a flax variety with increased flavonoid content by crossing two transgenic flax varieties that have heightened flavonoid levels. A mother plant that over expresses genes encoding the flavonoid biosynthesis pathway enzymes chalcone synthase, chalcone isomerase and dihydroflavonol reductase was crossed with plants overexpressing the glucosyltransferase (GT) gene. It was expected that the progeny would display better properties thanks to the simultaneous increases in flavonoid synthesis and stability. In comparison to the control and parental plants, plants of the selected flax lines were found to have increased contents of flavonoids and other phenylpropanoids, including phenolic acids, in their stems and seeds. A significant increase in the secoisolariciresinol diglucoside content was found in the seeds. The antioxidative properties of extracts from W92 × GT crossbreed plants were higher than the control (non-transgenic) and parental plants. These results correlated with the increase in the susceptibility of the crossbreeds to Fusarium infection. The increased flavonoid content did not cause any negative phenotypic changes or reduce the yield of seeds.

18.
BMC Biotechnol ; 14: 70, 2014 Jul 29.
Article in English | MEDLINE | ID: mdl-25073883

ABSTRACT

BACKGROUND: The antibiotic resistance of pathogenic microorganisms is a worldwide problem. Each year several million people across the world acquire infections with bacteria that are antibiotic-resistant, which is costly in terms of human health. New antibiotics are extremely needed to overcome the current resistance problem. RESULTS: Transgenic flax plants overproducing compounds from phenylpropanoid pathway accumulate phenolic derivatives of potential antioxidative, and thus, antimicrobial activity. Alkali hydrolyzed seedcake extract containing coumaric acid, ferulic acid, caffeic acid, and lignan in high quantities was used as an assayed against pathogenic bacteria (commonly used model organisms and clinical strains). It was shown that the extract components had antibacterial activity, which might be useful as a prophylactic against bacterial infection. Bacteria topoisomerase II (gyrase) inhibition and genomic DNA disintegration are suggested to be the main reason for rendering antibacterial action. CONCLUSIONS: The data obtained strongly suggest that the seedcake extract preparation is a suitable candidate for antimicrobial action with a broad spectrum and partial selectivity. Such preparation can be applied in cases where there is a risk of multibacterial infection and excellent answer on global increase in multidrug resistance in pathogenic bacteria.


Subject(s)
Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Flax/chemistry , Plant Extracts/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antioxidants/chemistry , Bacteria/isolation & purification , Cell Line , Cell Survival/drug effects , DNA Topoisomerases, Type II/chemistry , DNA Topoisomerases, Type II/metabolism , Flax/metabolism , Gram-Negative Bacteria/drug effects , Gram-Negative Bacteria/isolation & purification , Gram-Positive Bacteria/drug effects , Gram-Positive Bacteria/isolation & purification , Humans , Microbial Sensitivity Tests , Phenols/chemistry , Phenols/isolation & purification , Phenols/pharmacology , Plant Extracts/chemistry , Plants, Genetically Modified/chemistry , Plants, Genetically Modified/metabolism , Seeds/chemistry , Seeds/metabolism , Skin/drug effects
19.
J Agric Food Chem ; 61(27): 6743-53, 2013 Jul 10.
Article in English | MEDLINE | ID: mdl-23692339

ABSTRACT

Potato (Solanum tuberosum) is considered to be one of the most important crops cultivated in Europe and the entire world. The tubers of the potato are characterized by rich starch and protein contents and high concentrations of antioxidants, such as vitamin C and flavonoids. Notably, the presence of the phenolic antioxidants is of high importance as they have health-related properties. They are known to reduce the incidence of atherosclerosis, prevent certain kinds of cancer, and aid with many other kinds of diseases. The aim of this study was to find the most efficient way to increase the content of phenolic antioxidants in potato tubers through transgenesis. The results showed that the most efficacious way to achieve this goal was the overexpression of the dihydroflavonol reductase gene (DFR). The produced transgenic potato plants served as a nutrition source for laboratory rats; the study has confirmed their nontoxicity and nutritional benefits on the tested animals.


Subject(s)
Alcohol Oxidoreductases/genetics , Petunia/enzymology , Plant Proteins/genetics , Plants, Genetically Modified/chemistry , Solanum tuberosum/chemistry , Alcohol Oxidoreductases/metabolism , Antioxidants/analysis , Antioxidants/metabolism , Gene Expression , Nutritive Value , Plant Proteins/metabolism , Plants, Genetically Modified/genetics , Plants, Genetically Modified/metabolism , Solanum tuberosum/genetics , Solanum tuberosum/metabolism
20.
BMC Biotechnol ; 13: 10, 2013 Feb 09.
Article in English | MEDLINE | ID: mdl-23394294

ABSTRACT

BACKGROUND: Recently, in order to improve the resistance of flax plants to pathogen infection, transgenic flax that overproduces ß-1,3-glucanase was created. ß-1,3-glucanase is a PR protein that hydrolyses the ß-glucans, which are a major component of the cell wall in many groups of fungi. For this study, we used fourth-generation field-cultivated plants of the Fusarium -resistant transgenic line B14 to evaluate how overexpression of the ß-1,3-glucanase gene influences the quantity, quality and composition of flax fibres, which are the main product obtained from flax straw. RESULTS: Overproduction of ß-1,3-glucanase did not affect the quantity of the fibre obtained from the flax straw and did not significantly alter the essential mechanical characteristics of the retted fibres. However, changes in the contents of the major components of the cell wall (cellulose, hemicellulose, pectin and lignin) were revealed. Overexpression of the ß-1,3-glucanase gene resulted in higher cellulose, hemicellulose and pectin contents and a lower lignin content in the fibres. Increases in the uronic acid content in particular fractions (with the exception of the 1 M KOH-soluble fraction of hemicelluloses) and changes in the sugar composition of the cell wall were detected in the fibres of the transgenic flax when compared to the contents for the control plants. The callose content was lower in the fibres of the transgenic flax. Additionally, the analysis of phenolic compound contents in five fractions of the cell wall revealed important changes, which were reflected in the antioxidant potential of these fractions. CONCLUSION: Overexpression of the ß-1,3-glucanase gene has a significant influence on the biochemical composition of flax fibres. The constitutive overproduction of ß-1,3-glucanase causes a decrease in the callose content, and the resulting excess glucose serves as a substrate for the production of other polysaccharides. The monosaccharide excess redirects the phenolic compounds to bind with polysaccharides instead of to partake in lignin synthesis. The mechanical properties of the transgenic fibres are strengthened by their improved biochemical composition, and the increased antioxidant potential of the fibres supports the potential use of transgenic flax fibres for biomedical applications.


Subject(s)
Dextranase/metabolism , Flax/metabolism , Pectins/metabolism , Phenols/metabolism , Antioxidants/chemistry , Antioxidants/metabolism , Cell Wall/chemistry , Cell Wall/metabolism , Cellulose/chemistry , Cellulose/metabolism , Dextranase/genetics , Flax/enzymology , Fusarium/pathogenicity , Glucans/analysis , Lignin/chemistry , Lignin/metabolism , Monosaccharides/analysis , Pectins/analysis , Phenols/analysis , Plants, Genetically Modified/enzymology , Plants, Genetically Modified/metabolism , Polysaccharides/chemistry , Polysaccharides/metabolism , Uronic Acids/analysis
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