Production Of Polyphenols Research Articles

Topical polyphenol treatment of sacrococcygeal pilonidal sinus disease: use of ultrasonography to evaluate response to treatment - clinical case series study.

IntroductionSacrococcygeal pilonidal sinus disease (SPSD) is a common disorder and encountered more frequently in hairy young males after puberty.AimTo assess effectiveness of topical polyphenol treatment of SPSD by using physical examination and ultrasonography (USG).Material and methodsFourteen patients with SPSD diagnosis were treated by natural polyphenol products and were retrospectively included in this study. All of the patients were assessed by superficial ultrasonography before and after treatment. Demographic and clinical information of the patients was obtained from medical records.ResultsPatients were aged 18–45 years and the median disease duration was 2 years. The most common findings in physical examination were sinus openings and subcutaneous nodules and the most common ultrasonographic findings were abscess/cyst formation and presence of fistula at the pre-treatment visit. All of the patients applied topical polyphenols for a median period of 3 months. Topical polyphenol treatment was effective in 92.9% of patients. Follow-up examinations at 18.3 months post-treatment revealed that 12 (85.7%) patients were free of disease. Control physical examination and ultrasonographic assessment were completely normal in 11 (78.6%) patients.ConclusionsTopical polyphenol therapy is a promising alternative treatment for SPSD and its effectiveness can be objectively evaluated by ultrasonography. It is advised that topical polyphenols should be tried first in every young and active patient with SPSD. Majority of these patients can avoid demanding and expensive alternative treatment methods such as complex surgical procedures. This topical therapy method makes surgical SPSD a dermatologically treatable disease.

Potential production of polyphenols, carotenoids and glycoalkaloids in Solanum villosum Mill. under salt stress

Changes in the antioxidant defence systems were investigated in many aromatic and medicinal plants grown under salinity; however, no study is available about its effects on Solanum villosum Mill. In this study, we investigated the response of S. villosum to sodium chloride (NaCl), especially the impacts of NaCl on secondary metabolites production (phenolic compounds, carotenoids, and glycol-alkaloids). For this purpose, a hydroponic culture experiment was conducted on seedlings subjected to 0, 50, 100, or 150 mM NaCl. NaCl affected the growth of S. villosum in terms of plant height and dry weight, however, it increased the water content of the leaves. Although leaf Na+ concentration was significantly increased under salt stress, the leaves K+, Ca2+ and Mg2+ concentration were enhanced and/ or not significantly affected. The adaptation of S. villosum to NaCl stress was also reflected by the maintain of chlorophyll levels under different NaCl treatments. Additionally, leaf caffeic acid, lutein, and beta-carotene contents were considerably increased under 100 mM NaCl treatment, along with the up regulation of some related phenolic (phenylalanine ammonialyase and flavonol synthase), and carotenoid genes (phytoene synthase 1, phytoene synthase 2, and b-lycopene cyclase). The leaf contents of β-solamargine and α-solasonine also increased significantly with increasing salinity. The present study is the first to through some light on the medicinal quality of S. villosum that would be quite helpful for production of secondary metabolites under salt-stressed conditions.

Photo-dependent somatic embryogenesis from non-embryogenic calli and its polyphenolics content in high-valued medicinal plant of Ajuga bracteosa

Ajuga bracteosa (A. bracteosa) is one of the critically endangered and high-valued medicinal plants worldwide. Light is one of the major factor or stimulus involved in the morphogenic responses and bioactive compounds production in various medicinal plants. In this study, unique properties of colored lights have been observed on induction of somatic embryos from non-embryonic calli cultures of A. bracteosa. The maximum callogenic response (92.32%) from leaf explants was observed on Murashige and Skoog (MS) medium augmented with benzyl adenine (BA; 2.0 l−1) and 2, 4-Dichlorophenoxy acetic acid (2.4-D; 1.0 mg l−1). Calli cultures with same hormonal concentrations were placed under different spectral lights for somatic embryogenesis and photochemical variations. Red lights were found effective for maximum somatic embryos induction (92.75%) with optimum biomass accumulation (152.64 g l−1) on day 40. Similarly, among all the spectral lights, red light exhibited the highest DPPH-radical scavenging activity (DRSA; 92.86%). In contrast, blue lights induced maximum biosynthesis of chemically important total phenolics content and total flavonoids content (TPC; 0.264 and TFC; 0.06 mg/g-DW), respectively. Furthermore, blue, green and red lights also enhanced phenolics and production, polyphenolics content and total polyphenolics production in somatic embryos. It is concluded that exposure of calli cultures to colored lights provides an effective and promising in vitro technique for conservation of endangered A. bracteosa species and enhancement of its bioactive compounds. Steps should be taken to adopt these strategies/ techniques at a larger scale in order to yield maximum benefits from this highly valued medicinal plant species.

273 - Dietary flavonoids as anti-cancer agents: what are the bioactive compounds?

We have comprehensively investigated the structure-stability relationship of natural polyphenols in DMEM medium without cells. Polyphenols with catechol or pyrogallol structure were evidently instable in DMEM medium without cells. Herein, we further investigate metabolites of quercetin and luteolin when incubated with several cells (cancer and normal) and its related mechanism. After incubated with SK-28, Caco-2, HepG2, MCF-7, A549, 231, LO2, and LX2 cells at 37 °C in 5% CO2 for 24-72 h, the new products of quercetin and luteolin were found to quite different from different cells. It is time to investigate what really happened for polyphenols and the new products of polyphenols in various cells, as well as the related mechanism. It is very important to further check the bioactivity of these new products, which will avoid erroneous conclusions for what’s the really bioactive compounds.

Mechanistic basis for the evolution of chalcone synthase catalytic cysteine reactivity in land plants

Flavonoids are important polyphenolic natural products, ubiquitous in land plants, that play diverse functions in plants' survival in their ecological niches, including UV protection, pigmentation for attracting pollinators, symbiotic nitrogen fixation, and defense against herbivores. Chalcone synthase (CHS) catalyzes the first committed step in plant flavonoid biosynthesis and is highly conserved in all land plants. In several previously reported crystal structures of CHSs from flowering plants, the catalytic cysteine is oxidized to sulfinic acid, indicating enhanced nucleophilicity in this residue associated with its increased susceptibility to oxidation. In this study, we report a set of new crystal structures of CHSs representing all five major lineages of land plants (bryophytes, lycophytes, monilophytes, gymnosperms, and angiosperms), spanning 500 million years of evolution. We reveal that the structures of CHS from a lycophyte and a moss species preserve the catalytic cysteine in a reduced state, in contrast to the cysteine sulfinic acid seen in all euphyllophyte CHS structures. In vivo complementation, in vitro biochemical and mutagenesis analyses, and molecular dynamics simulations identified a set of residues that differ between basal-plant and euphyllophyte CHSs and modulate catalytic cysteine reactivity. We propose that the CHS active-site environment has evolved in euphyllophytes to further enhance the nucleophilicity of the catalytic cysteine since the divergence of euphyllophytes from other vascular plant lineages 400 million years ago. These changes in CHS could have contributed to the diversification of flavonoid biosynthesis in euphyllophytes, which in turn contributed to their dominance in terrestrial ecosystems.

Integrated Approach for the Valorization of Red Grape Pomace: Production of Oil, Polyphenols, and Acetone–Butanol–Ethanol

Grape pomace (GP) is a major solid waste resulting from the wine industry. GP is rich in structural carbohydrates, lignin, and other components such as oil and polyphenols, products with potential value. One of the major challenges to GP valorization is the lack of technology to fully utilize GP components and minimize waste generation. To overcome this challenge, we developed a novel, integrated process to fully utilize each component of GP for the production of oil, polyphenols, and biochemicals (acetone, butanol, and ethanol; ABE). GP was first subjected to pressurized liquid extraction to recover grape oil and polyphenols sequentially. The solid residue was pretreated with NaOH to partially dissolve lignin and was then hydrolyzed with enzymes to obtain reducing sugars. Finally, those reducing sugars were fermented to ABE by Clostridium beijerinckii. The key process conditions, including polyphenol extraction and pretreatment conditions, were optimized. Under optimized conditions, approximately 71.9 g ...

Optimization of Polyphenol Extraction from Allium ampeloprasum var. porrum through Response Surface Methodology.

Allium ampeloprasum var. porrum has been recognized as a rich source of secondary metabolites, including phenolic acids, flavonoids and flavonoid polymers (proanthocyanidins or condensed tannins), with related health benefits. Both parts of Allium ampeloprasum var. porrum (white bulb and pseudostem) are traditionally consumed either as a vegetable or as a condiment in many Mediterranean countries. The aim of the present study was to optimize the extraction conditions of polyphenols from white leek stem and green leek leaf by implementing a Box-Behnken design (BBD). The optimization considered basic factors affecting extraction efficiency, including extraction time, solvent to plant material ratio and solvent mixture composition. Maximum polyphenol yield was achieved at an extraction time of 80 and 100 min for white leek stem and green leek leaf extracts respectively, solvent to plant material ratio of 5:1 (v/w) and methanol to water ratio of 40:60 (v/v), for both leek extracts. Interestingly, higher total phenolic content was found in green leek leaf extracts compared to white leek stem extracts, due to a possible relationship between polyphenol production and sunlight radiation. High correlation values were also observed between total phenolic content and antioxidant-antiradical activity of optimized leek extracts.

Engineering of Microbial Cell Factories for the Production of Plant Polyphenols with Health-Beneficial Properties.

Polyphenols form a group of important natural bioactive compounds with numerous ascribed healthbeneficial attributes (e.g. antioxidant, anti-inflammatory, anti-microbial and tumor-suppressing properties). Some polyphenols can also be used as natural dyes or plastic precursors. Notwithstanding their relevance, production of most of these compounds still relies on extraction from plant material, which for most of it is a costly and an inefficient procedure. The use of microbial cell factories for this purpose is an emerging alternative that could allow a more efficient and sustainable production. The most recent advances in molecular biology and genetic engineering, combined with the ever-growing understanding of microbial physiology have led to multiple success stories. Production of multiple polyphenolic compounds or their direct precursors has been achieved not only in the common production hosts, such as Escherichia coli and Saccharomyces cerevisiae, but also in Corynebacterium glutamicum and Lactococcus lactis. However, boosting production of native compounds or introduction of heterologous biosynthetic pathways also brings certain challenges, such as the need to express, balance and maintain efficient precursor supply. This review will discuss the most recent advances in the field of metabolic engineering of microorganisms for polyphenol biosynthesis and its future perspectives, as well as outlines their potential health benefits and current production methods.

Anti-Cancer and Radio-Sensitizing Effects of Curcumin in Nasopharyngeal Carcinoma.

Nasopharyngeal Cancer (NPC) is a rare type of head and neck cancer that is mainly treated by radiotherapy, but sometimes it is radioresistant. Curcumin is a polyphenolic natural product with established anticancer effects in various human cancers. Recent studies have shown that curcumin has therapeutic and radiosensitizing effects on NPC cells. In fact, it has been found that curcumin can sensitize NPC cells to radiation through different mechanisms, including modulation of ROS generation, Jab1/CSN5 and non-coding RNAs. As curcumin is safe and lacks systemic toxic effects in humans, it may be considered as a potential candidate to enhance the therapeutic effects of radiation and potentiate the efficacy of chemotherapy in the context of combination regimens.

Usage of Different Plants in the Production of Polyphenols with Ultrasonic Extraction

Antioxidants are compounds that neutralize and inactivate free radicals which are the main cause of diseases and aging in the bodies. There are a number of factors that influence the yield of extraction of these molecules. The purpose of this study was to optimize the ultrasonic extraction of polyphenols from Cinnamonum zeylaniccum and Rhus coriaria by response surface methodology. Experiments were performed using mode ultrasound waves and methanol as solvent. The parameters were solid-per-liquid ratio, extraction temperature and duration. As a result of the statistical analysis done by Design Expert software, the function which expresses the effect of the parameters on the quantity to be obtained in industrial polyphenol production was found as a quadratic model. The optimum conditions were determined as 30°C for temperature, 100 g of plant /50 ml methanol for solid-to-liquid ratio, and 15 minutes for extraction time. At the optimum conditions, cinnamon's ultrasonic extraction on sweep mode produced 2726.4 mg/100 g of plant gallic acid equivalent of polyphenols, whereas sumac produced 1211 mg/100 g of plant polyphenols at the same conditions, except the temperature of 50°C.

Cell suspension culture as a means to produce polyphenols from date palm (Phoenix dactylifera L.)

ABSTRACT Date palm accumulates a wide range of secondary metabolites high in nutritional and therapeutic value. In the present study, date palm (Phoenix dactylifera L., cv. Shaishi) shoot-tip-induced callus was used to establish cell suspension cultures in Murashige and Skoog (MS) liquid medium containing 1.5 mg L-1 2-isopentenyladenine (2iP) and 10 mg L-1 naphthaleneacetic acid (NAA). To study the growth kinetics, cultures were maintained for 12 weeks during which weekly measurements were carried out to determine the biomass accumulation based on packed cell volume (%), fresh weight and dry weight (g). In addition, weekly determination of polyphenols (catechin, caffeic acid, kaempferol, and apigenin) was carried out using high performance liquid chromatography (HPLC). The 11-week-old culture was found highest in the production of biomass (62.9 g L-1 fresh weight and 7.6 g L-1 dry weight) and polyphenols (catechin-155.9 µg L-1, caffeic acid-162.7 µg L-1, kaempferol-89.7 µg L-1, and apigenin-242.7 µg L-1) from the cell suspension cultures. This is the first report on the production of polyphenols from the cell suspension culture of date palm. This study facilitates further development of large-scale production of polyphenols and the utilization of bioreactors.

Polyphenolic natural products and natural product-inspired steroidal mimics as aromatase inhibitors.

The discovery of biologically active polyphenolic natural products, including chalcones, stilbenes, flavanones, and isoflavones as steroidal mimics has proven to be a subject of considerable importance in medicine. Some of these natural compounds have been shown to modulate key human metabolic processes via steroidal hormone receptors, or to inhibit crucial enzymes involved in the biosynthesis of steroidal hormones themselves. Isoflavone polyphenolics such as genistein are well known for this "phytoestrogenic" biological activity. This review focuses on the ability of select polyphenolics and their synthetic derivatives to function as steroidal mimics in the inhibition of the enzyme aromatase, thereby lowering production of endogenous estrogen growth hormones. The discovery of potent, natural product-based aromatase inhibitors (AIs) as hit compounds has led to the introduction of steroidal-based irreversible inhibitors, such as exemestane and reversible AIs such as anastrozole and letrozole, now standard therapy in the treatment of estrogen receptor-positive breast cancer and other hormone related indications. Pursuit of this strategy over the last few decades has been largely successful although complications and challenges remain. This review highlights the aromatase activity of natural stilbenes, chalcones, and flavanones and synthetically inspired versions thereof and draws attention to new and under-investigated areas within each class worthy of pursuit.

Small Molecules as SIRT Modulators.

Sirtuins are a family of NAD+-dependent deacetylases (class III histone deacetylases). Seven mammalian sirtuins, SIRT1-7, are identified, as the functions and locations differ greatly. SIRT1 and SIRT2 locate in nucleus and cytoplasm, while SIRT3-5 in mitochondria. Sirtuins are not only involved in many important biological processes such as apoptosis, cellular senescence, endocrine signaling, glucose homeostasis, aging, and longevity, it can also control circadian clocks and mitochondrial biogenesis. Small molecules that can modulate the sirtuins activity have been shown to have potentials for treating many human diseases such as type II diabetes, cancer, rheumatoid arthritis, cardiovascular and other age-relating diseases. Some polyphenolic natural products such as Resveratrol, Fisetin, and Quercetin have demonstrated health benefits due to their SIRT1 activation effects. Some structurally diverse synthetic compounds, such as SRT1720, SRT1460, Selisistat (EX 527), and AGK2 were used as small molecular SIRT modulators (IC50 = 0.04-100 μM) to treat ischemic stroke, myocardial infarction, neurodegenerative diseases, cancer, aging, and obesity. In order to get better understanding of how the small molecules interact with the sirtuin, the small molecules that having SIRT inhibitory or activation effect, found by HTS or other modern medicinal chemistry techniques, are reviewed in this article.

Composition of unfermented, unroasted, roasted cocoa beans and cocoa shells from Peninsular Malaysia

Composition of cocoa beans depends on origin and cocoa processing such as fermentation, drying and roasting. However, less research has been conducted to analyse the composition of Peninsular Malaysia cocoa bean at different processing stages. Thus, the purpose of this study was to determine the proximate, phytosterol level, antioxidant content and activity of Peninsular Malaysia unfermented, unroasted, roasted cocoa beans and cocoa shells. Analysis involved was proximate analysis, total phenolic compound (Folin–Ciocalteu reagent assay), antioxidant activity (2,2-diphenyl-1-picrylhydrazyl scavenging assay) and phytosterol composition. Results show that the crude fiber of unroasted cocoa beans and cocoa shells increased from 17.19 to 28.45% and 13.86 to 16.06% respectively after roasting process. The roasting process is suspected to increase the dietary fiber content of cocoa products due to the interaction between polysaccharides, protein, polyphenolic and Maillard products at high temperature. The total phenolic content in cocoa bean and cocoa shells ranged from 2.42 to 10.82 µg GAE/ml. The unfermented cocoa beans contain significantly (p < 0.05) higher antioxidant activity (92.3%) compared to other samples. This study shows that cholesterol, stigmasterol and β-sitosterol were present in roasted cocoa beans and cocoa shells. Hence, the information on the composition of Malaysia unfermented, unroasted, roasted cocoa beans and cocoa shells are needed to enrich the databases composition as a reference for the cocoa industry.

One-Pot Multienzyme Cofactors Recycling (OPME-CR) System for Lactose and Non-natural Saccharide Conjugated Polyphenol Production.

A one-pot multienzyme cofactors recycling (OPME-CR) system was designed for the synthesis of UDP-α-d-galactose, which was combined with LgtB, a β-(1,4) galactosyltransferase from Neisseria meningitidis, to modify various polyphenol glycosides. This system recycles one mole of ADP and one mole of UDP to regenerate one mole of UDP-α-d-galactose by consuming two moles of acetylphosphate and one mole of d-galactose in each cycle. The ATP additionally used to generate UDP from UMP was also recycled at the beginning of the reaction. The engineered cofactors recycling system with LgtB efficiently added a d-galactose unit to a variety of sugar units such as d-glucose, rutinose, and 2-deoxy-d-glucose. The temperature, pH, incubation time, and divalent metal ions for the OPME-CR system were optimized. The maximum number of UDP-α-d-galactose regeneration cycles (RCmax) was 18.24 by fed batch reaction. The engineered system generated natural and non-natural polyphenol saccharides efficiently and cost-effectively.

Selection criteria for high-value biomass: seasonal and morphological variation of polyphenolic content and antioxidant capacity in two brown macroalgae

The total polyphenolic content (TPC) and antioxidant capacity (AC) of brown macroalgae Macrocystis pyrifera and Lessonia spicata were studied due to the current interest of alginate industries and emerging high-value product industries. The aim of this study was to compare the morphology, TPC, and AC of these species in different seasons for establishing a selection criterion of adequate biomass. The differences between AC and TPC in different seasons and morphological structures were demonstrated by ANOVA. The results showed that M. pyrifera had great variations in both, season and morphological structure, where high concentrations in stipes and fronds were detected in winter. Regarding L. spicata, decrease of TPC and AC was observed only in spring. Significant correlation was observed between both variables using type II regression analysis, indicating that polyphenols are the main compounds responsible for antioxidant capacity in the analyzed species. It has been concluded that L. spicata shows the highest TPC and AC. Regarding morphology, the stipe in M. pyrifera is the most sustainable and abundant structure for adequate use in the food industry. Winter was the season that showed the highest polyphenolic content in both species. Finally, compatibility of alginate industries with polyphenol production was demonstrated through alginate and polyphenolic sequential extractions. In addition to this, recycling of alginate biomass was simulated in the context of bioeconomy. The impact of this study concerns macroalgae collectors, as well as chemical, pharmaceutical, and food industries, adding value to this natural resource and diversifying its use.

Enrichment of (−) epigallocatechin gallate (EGCG) from aqueous extract of green tea leaves by hollow fiber microfiltration: Modeling of flux decline and identification of optimum operating conditions

Abstract Polyphenols are the important phytochemicals available in green tea leaves and epigallocatechin gallate (EGCG) is the most active one. A scalable method to enhance purity of EGCG from two stage aqueous extract from green tea leaves using hollow fiber microfiltration is reported in this work. Experiments were conducted in the range of 35 to 172 kPa transmembrane pressure drop and cross flow rate 10 to 30 l/h. The flux decline during filtration was quantified using a simple resistance in series model. A first order kinetic model adequately described the growth of fouling layer with time of filtration. A generalized criterion on locus of limiting flux with operating conditions (limiting transmembrane pressure and Reynolds number) was derived and the envelope of optimum operating conditions was identified. Limiting transmembrane pressure was 147 kPa at Reynolds number 282 and the limiting permeate flux at these conditions was 93 l/m2 h. About 80% purity of total polyphenol content and 75% purity of EGCG were attained in the permeate. This work provided a basis for production and purification of green tea polyphenols in industrial scale.

Micropropagation of Baccharis antioquensis (Asteraceae) and photoinduction of polyphenols by UV radiation

Polyphenols are a large diversity of chemical types and interactions that can be responsible for a multiplicity of protective functions ranging from toxicity and light/UV shielding to signal transduction. Bacharis antioquensis has been described as a potential source of new photoprotective compounds with antioxidant capacity associated to polyphenols compounds. The aim of the present work was to develop a micropropagation protocol of B. antioquensis and evaluate the production of polyphenols by in vitro plants exposure to UVB radiation. Branches in juvenile stage of B. antioquensis were collected, desinfected and cultured on half strength Murashige and Skoog medium, supplemented or not with growth regulators (TDZ, BA or GA3) on light/darkness conditions and liquid/solid media. After UV treatments, the absorption coefficient in the UVA-UVB range, the antioxidant capacity and the total phenol content (TPC) from all tissue cultures and the wild tissue were evaluated. Growth regulators, light conditions and type of culture medium (solid or liquid) had a favorable effect on the response of explants. Treatments containing BA + GA3 regulators (2 and 0.5 mg/L respectively) and TDZ (0.5 mg/L) showed positive results in bud growth in liquid medium and darkness. Results showed that UVR exhibited promoting effects on the accumulation of polyphenols, enhancing the absorption coefficient in the UVA-UVB range, the antiradical capacity and the TPC of B. antioquensis in vitro plants. Rev. Biol. Trop. 66(2): 754-764. Epub 2018 June 01.

Metal-free oxidative esterification of benzylated monosaccharides

Methyl glyconates have been attracting considerable attention as intermediates for the preparation of aryl C-glycosides, polyphenolic products, aliphatic polyesters, SGLT2 inhibitors, antibiotics etc … In view of the interest in those compounds, we report herein our work on the synthesis of methyl glyconates using an oxidative esterification carried out by molecular iodine. This reaction is catalyzed by non-toxic K4Fe(CN)6 that releases a small amount of cyanide ion into the reaction mixture. Four benzylated carbohydrates which contain a hemiacetalic functional group have been tested successfully.

Comparative Pharmacokinetics of Gallic Acid After Oral Administration of Gallic Acid Monohydrate in Normal and Isoproterenol-Induced Myocardial Infarcted Rats.

Gallic acid (GA) is a polyphenolic natural product widely distributed in food, beverage, and traditional Chinese herbs with beneficial effects on the cardiovascular system. In this research, a comparative study was conducted to investigate the possible difference of pharmacokinetic process in normal and isoproterenol-induced myocardial infarcted rats after oral administration of GA monohydrate with the dose of 50 and 100 mg/kg, respectively. Quantification of GA in rat plasma was achieved by using a simple and rapid high-performance liquid chromatographic method. The results revealed that pharmacokinetics of GA were greatly different between normal and pathological state. GA exhibited slower absorption into the bloodstream, and yielded 1.7-fold (50 mg/kg GA) and 1.3-fold (100 mg/kg GA) less values of area under concentration–time curve as well as 2.5-fold lower of maximum blood concentration (Cmax) in MI rats than those in normal rats. In addition, significant prolonged T1/2 and MRT as well as decreased CL were also registered in MI rats. Our findings suggest that myocardial infarction could alter the pharmacokinetic process of GA, and thus the potential pharmacokinetic differences of herbal preparations (or dietary nutrition) containing GA between normal and pathological conditions should be brought to the forefront seriously in clinical practice.