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1.
Int J Mol Sci ; 25(11)2024 May 22.
Article in English | MEDLINE | ID: mdl-38891825

ABSTRACT

This study aimed to investigate the availability of flavonoids, anthocyanins, and phenolic acids in mutant bean seeds, focusing on M7 mutant lines, and their corresponding initial and local cultivars. HPLC-DAD-MS/MS and HPLC-MS/MS were used to analyze twenty-eight genotypes of common bean. The obtained results suggest that the mutations resulted in four newly synthesized anthocyanins in the mutant bean seeds, namely, delphinidin 3-O-glucoside, cyanidin 3-O-glucoside, pelargonidin 3-O-glucoside, and petunidin 3-O-glucoside, in 20 accessions with colored seed shapes out of the total of 28. Importantly, the initial cultivar with white seeds, as well as the mutant white seeds, did not contain anthocyanins. The mutant lines were classified into groups based on their colors as novel qualitative characteristics. Five phenolic acids were further quantified: ferulic, p-coumaric, caffeic, sinapic, and traces of chlorogenic acids. Flavonoids were represented by epicatechin, quercetin, and luteolin, and their concentrations in the mutant genotypes were several-fold superior compared to those of the initial cultivar. All mutant lines exhibited higher concentrations of phenolic acids and flavonoids. These findings contribute to the understanding of the genetics and biochemistry of phenolic accumulation and anthocyanin production in common bean seeds, which is relevant to health benefits and might have implications for common bean breeding programs and food security efforts.


Subject(s)
Anthocyanins , Mutation , Phaseolus , Polyphenols , Seeds , Seeds/genetics , Seeds/metabolism , Seeds/chemistry , Phaseolus/genetics , Phaseolus/metabolism , Polyphenols/biosynthesis , Anthocyanins/biosynthesis , Flavonoids/biosynthesis , Flavonoids/metabolism , Genotype , Hydroxybenzoates/metabolism , Chromatography, High Pressure Liquid , Tandem Mass Spectrometry
2.
Hereditas ; 161(1): 19, 2024 Jun 21.
Article in English | MEDLINE | ID: mdl-38907290

ABSTRACT

The Balanophorae are not only traditional Chinese herbal medicines but also functional foods with diverse sources. This study aimed to distinguish pharmacognostic characteristics and secondary metabolites among different species of Balanophorae. Eight species of Balanophorae herbs were harvested, including 21 batches with 209 samples. Ultra-high-performance liquid chromatography-quadrupole time-of-flight mass spectrometry was used to analyze secondary metabolites of Balanophorae from 21 sources. Targeted metabolomic analysis was performed to compare differences among the groups. Rhopalocnemis phalloide and B. indica can be identified by their pharmacognostic characteristics. Then, 41 secondary metabolites were identified or characterized in the mixed extracts of the 209 samples, mainly phenolic acids, flavonoids, and their derivatives. The distribution of these secondary metabolites revealed apparent differences among different species. In addition, targeted metabolomic analysis suggested that the secondary metabolite profiles of seven species of Balanophorae showed noticeable differences, and differences were also observed among different growing regions. Finally, five important metabolic markers were screened to successfully distinguish B. laxiflora, B. harlandii, and B. polyandra, including three phenolic acids and two flavonoids. This is the first study to systematically compare both the morphology and secondary metabolites among different sources of Balanophorae, which could provide effective information for identifying diverse species.


Subject(s)
Metabolomics , Metabolomics/methods , Chromatography, High Pressure Liquid , Flavonoids/metabolism , Drugs, Chinese Herbal , Pharmacognosy , Metabolome , Secondary Metabolism , Mass Spectrometry , Hydroxybenzoates/metabolism , Plant Extracts
3.
Biomacromolecules ; 25(6): 3542-3553, 2024 Jun 10.
Article in English | MEDLINE | ID: mdl-38780531

ABSTRACT

Lignocellulosic biomass is a highly sustainable and largely carbon dioxide neutral feedstock for the production of biofuels and advanced biomaterials. Although thermochemical pretreatment is typically used to increase the efficiency of cell wall deconstruction, genetic engineering of the major plant cell wall polymers, especially lignin, has shown promise as an alternative approach to reduce biomass recalcitrance. Poplar trees with reduced lignin content and altered composition were previously developed by overexpressing bacterial 3-dehydroshikimate dehydratase (QsuB) enzyme to divert carbon flux from the shikimate pathway. In this work, three transgenic poplar lines with increasing QsuB expression levels and different lignin contents were studied using small-angle neutron scattering (SANS) and wide-angle X-ray scattering (WAXS). SANS showed that although the cellulose microfibril cross-sectional dimension remained unchanged, the ordered organization of the microfibrils progressively decreased with increased QsuB expression. This was correlated with decreasing total lignin content in the QsuB lines. WAXS showed that the crystallite dimensions of cellulose microfibrils transverse to the growth direction were not affected by the QsuB expression, but the crystallite dimensions parallel to the growth direction were decreased by ∼20%. Cellulose crystallinity was also decreased with increased QsuB expression, which could be related to high levels of 3,4-dihydroxybenzoate, the product of QsuB expression, disrupting microfibril crystallization. In addition, the cellulose microfibril orientation angle showed a bimodal distribution at higher QsuB expression levels. Overall, this study provides new structural insights into the impact of ectopic synthesis of small-molecule metabolites on cellulose organization and structure that can be used for future efforts aimed at reducing biomass recalcitrance.


Subject(s)
Cellulose , Populus , Cellulose/chemistry , Populus/genetics , Populus/metabolism , Populus/chemistry , Hydroxybenzoates/chemistry , Hydroxybenzoates/metabolism , Lignin/chemistry , Plants, Genetically Modified , Hydro-Lyases/metabolism , Hydro-Lyases/genetics , Biomass , Cell Wall/metabolism , Cell Wall/chemistry , Resorcinols
4.
Int J Mol Sci ; 25(10)2024 May 09.
Article in English | MEDLINE | ID: mdl-38791194

ABSTRACT

MicroRNAs (miRNAs) are a group of endogenous small non-coding RNAs in plants. They play critical functions in various biological processes during plant growth and development. Salvia miltiorrhiza is a well-known traditional Chinese medicinal plant with significant medicinal, economic, and academic values. In order to elucidate the role of miRNAs in S. miltiorrhiza, six small RNA libraries from mature roots, young roots, stems, mature leaves, young leaves and flowers of S. miltiorrhiza and one degradome library from mixed tissues were constructed. A total of 184 miRNA precursors, generating 137 known and 49 novel miRNAs, were genome-widely identified. The identified miRNAs were predicted to play diversified regulatory roles in plants through regulating 891 genes. qRT-PCR and 5' RLM-RACE assays validated the negative regulatory role of smi-miR159a in SmMYB62, SmMYB78, and SmMYB80. To elucidate the function of smi-miR159a in bioactive compound biosynthesis, smi-miR159a transgenic hairy roots were generated and analyzed. The results showed that overexpression of smi-miR159a caused a significant decrease in rosmarinic acid and salvianolic acid B contents. qRT-PCR analysis showed that the targets of smi-miR159a, including SmMYB62, SmMYB78, and SmMYB80, were significantly down-regulated, accompanied by the down-regulation of SmPAL1, SmC4H1, Sm4CL1, SmTAT1, SmTAT3, SmHPPR1, SmRAS, and SmCYP98A14 genes involved in phenolic acid biosynthesis. It suggests that smi-miR159a is a significant negative regulator of phenolic acid biosynthesis in S. miltiorrhiza.


Subject(s)
Gene Expression Regulation, Plant , Hydroxybenzoates , MicroRNAs , Salvia miltiorrhiza , Salvia miltiorrhiza/genetics , Salvia miltiorrhiza/metabolism , MicroRNAs/genetics , Hydroxybenzoates/metabolism , Plant Roots/genetics , Plant Roots/metabolism , RNA, Plant/genetics , Genome, Plant
5.
Plant Physiol Biochem ; 211: 108671, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38703500

ABSTRACT

Salvia castanea Diels, a close wild relative to the medicinal plant, Salvia miltiorrhiza Bunge, primarily grows in high-altitude regions. While the two species share similar active compounds, their content varies significantly. WRKY transcription factors are key proteins, which regulate plant growth, stress response, and secondary metabolism. We identified 46 ScWRKY genes in S. castanea and found that ScWRKY35 was a highly expressed gene associated with secondary metabolites accumulation. This study aimed to explore the role of ScWRKY35 gene in regulating the accumulation of secondary metabolites and its response to UV and cadmium (Cd) exposure in S. miltiorrhiza. It was found that transgenic S. miltiorrhiza hairy roots overexpressing ScWRKY35 displayed upregulated expression of genes related to phenolic acid synthesis, resulting in increased salvianolic acid B (SAB) and rosmarinic acid (RA) contents. Conversely, tanshinone pathway gene expression decreased, leading to lower tanshinone levels. Further, overexpression of ScWRKY35 upregulated Cd transport protein HMA3 in root tissues inducing Cd sequestration. In contrast, the Cd uptake gene NRAMP1 was downregulated, reducing Cd absorption. In response to UV radiation, ScWRKY35 overexpression led to an increase in the accumulation of phenolic acid and tanshinone contents, including upregulation of genes associated with salicylic acid (SA) and jasmonic acid (JA) synthesis. Altogether, these findings highlight the role of ScWRKY35 in enhancing secondary metabolites accumulation, as well as in Cd and UV stress modulation in S. miltiorrhiza, which offers a novel insight into its phytochemistry and provides a new option for the genetic improvement of the plants.


Subject(s)
Cadmium , Depsides , Gene Expression Regulation, Plant , Plant Proteins , Salvia miltiorrhiza , Salvia miltiorrhiza/genetics , Salvia miltiorrhiza/metabolism , Plant Proteins/genetics , Plant Proteins/metabolism , Cadmium/metabolism , Depsides/metabolism , Secondary Metabolism/genetics , Stress, Physiological/genetics , Transcription Factors/genetics , Transcription Factors/metabolism , Benzofurans/metabolism , Rosmarinic Acid , Cinnamates/metabolism , Plants, Genetically Modified/metabolism , Plants, Genetically Modified/genetics , Ultraviolet Rays , Plant Roots/metabolism , Plant Roots/genetics , Abietanes/metabolism , Abietanes/biosynthesis , Hydroxybenzoates/metabolism
6.
Zhongguo Zhong Yao Za Zhi ; 49(10): 2654-2665, 2024 May.
Article in Chinese | MEDLINE | ID: mdl-38812166

ABSTRACT

This study established an ultrasound-assisted extraction-high performance liquid chromatography method for simulta-neously determinining the content of 11 bioactive compounds including iridoids, phenolic acids, and flavonoids in Lonicera japonica flowers. The flowers at six stages from the rice bud stage(ML) to the golden flower stage(JH) of L. japonica varieties 'Sijuhua' and 'Beihua No.1' in two planting bases in Shandong province were collected. The established method was employed to determine the content of 11 target compounds, on the basis of which the dynamics of active components in L. japonica sampels during different development stages was investigated. The correlation analysis was carried out to reveal the correlations of the content of iridoids, phenolic acids, and flavonoids. Furthermore, the antioxidant activities of samples at different developmental stages were determined, and the relationship between antioxidant activity and chemical components was analyzed by the correlation analysis. The results showed that the total content of the 11 components in 'Sijihua' changed in a "W" pattern from the ML to JH, being the highest at the ML and the second at the slight white stage(EB). The total content of 11 compounds in 'Beihua No.1' was the highest at the ML and decreased gra-dually from the ML to JH. The samples of 'Sijihua' had higher content of iridoids and lower content of phenolic acids than those of 'Beihua No.1'. The content of flavonoids and phenolic acids showed a positive correlation(R~2=0.90, P<0.05) in 'Sijihua' but no obvious correlation in 'Beihua No.1'. The antioxidant activity and phenolic acid content showed positive correlations, with the determination coefficients(R~2) of 0.84(P<0.05) in 'Beihua No.1' and 0.73(P<0.05) in 'Sijihua'. The antioxidant activity of both varieties was the strongest at the ML and the second at the EB. This study revealed that the content dynamics of iridoids, phenolic acids, and flavonoids in 'Sijihua' and 'Beihua No.1' cultivated in Shandong province during different developmental stages. The results indicated that the antioxidant activity of L. japonica flowers was significantly correlated with the content of phenolic acids at different deve-lopmental stages, which provided a basis for determining the optimum harvest time of L. japonica flowers.


Subject(s)
Antioxidants , Flavonoids , Flowers , Lonicera , Lonicera/chemistry , Lonicera/growth & development , Lonicera/metabolism , Flowers/chemistry , Flowers/growth & development , Flowers/metabolism , Antioxidants/metabolism , Antioxidants/analysis , Antioxidants/chemistry , China , Flavonoids/analysis , Flavonoids/chemistry , Flavonoids/metabolism , Hydroxybenzoates/analysis , Hydroxybenzoates/metabolism , Secondary Metabolism , Chromatography, High Pressure Liquid , Drugs, Chinese Herbal/chemistry , Iridoids/metabolism , Iridoids/analysis , Iridoids/chemistry
7.
Plant Physiol Biochem ; 212: 108734, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38781636

ABSTRACT

The development of quinoa-based functional foods with cost-effective methods has gained considerable attention. In this study, the effects of magnetic field pretreatment on the germination characteristics, phenolic synthesis, and antioxidant system of quinoa (Chenopodium quinoa Willd.) were investigated. The results showed that the parameters of magnetic field pretreatment had different effects on the germination properties of five quinoa varieties, in which Sanjiang-1 (SJ-1) was more sensitive to magnetic field pretreatment. The content of total phenolics and phenolic acids in 24-h germinated seeds increased by 20.48% and 26.54%, respectively, under the pretreatment of 10 mT magnetic fields for 10 min compared with the control. This was closely related to the activation of the phenylpropanoid pathway by increasing enzyme activities and gene expression. In addition, magnetic field improved 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) free radicals scavenging capacities and increased peroxidase (POD), catalase (CAT), superoxide dismutase (SOD), ascorbate peroxidase (APX) and glutathione peroxidase (GSH-Px) activities. This study suggests that magnetic field pretreatment enhanced gene expression of phenylalanine ammonia lyase (PAL), 4-coumarate-CoA ligase (4CL), chalcone synthase (CHS) and chalcone isomerase (CHI), increased antioxidant enzyme activity and phenolics content. Thereby lead to an increase in the antioxidative capacity of quinoa.


Subject(s)
Antioxidants , Chenopodium quinoa , Germination , Magnetic Fields , Phenols , Chenopodium quinoa/metabolism , Chenopodium quinoa/genetics , Chenopodium quinoa/growth & development , Phenols/metabolism , Antioxidants/metabolism , Seeds/metabolism , Seeds/growth & development , Hydroxybenzoates/metabolism , Plant Proteins/metabolism , Plant Proteins/genetics , Gene Expression Regulation, Plant
8.
Arch Microbiol ; 206(6): 254, 2024 May 10.
Article in English | MEDLINE | ID: mdl-38727835

ABSTRACT

Phthalic acid esters (PAEs) are human made chemicals widely used as plasticizers to enhance the flexibility of plastic products. Due to the lack of chemical bonding between phthalates and plastics, these materials can easily enter the environment. Deleterious effects caused by this chemo-pollutant have drawn the attention of the scientific community to remediate them from different ecosystem. In this context, many bacterial strains have been reported across different habitats and Sphingobium yanoikuyae strain P4 is among the few psychrotolerant bacterial species reported to biodegrade simple and complex phthalates. In the present study, biodegradation of three structurally different PAEs viz., diethyl phthalate (DEP), di-isobutyl phthalate (DIBP), and butyl benzyl phthalate (BBP) have been investigated by the strain P4. Quantitative analyses through High-performance liquid chromatography (HPLC) revealed that the bacterium completely degraded 1 g/L of DEP, DIBP, and BBP supplemented individually in minimal media pH 7.0 within 72, 54, and 120 h of incubation, respectively, at 28 °C and under shake culture condition (180 rpm). In addition, the strain could grow in minimal media supplemented individually with up to 3 g/L of DEP and 10.0 g/L of DIBP and BBP at 28 °C and pH 7.0. The strain also could grow in metabolites resulting from biodegradation of DEP, DIBP, and BBP, viz. n-butanol, isobutanol, butyric acid, ethanol, benzyl alcohol, benzoic acid, phthalic acid, and protocatechuic acid. Furthermore, phthalic acid and protocatechuic acid were also detected as degradation pathway metabolites of DEP and DIBP by HPLC, which gave an initial idea about the biodegradation pathway(s) of these phthalates.


Subject(s)
Biodegradation, Environmental , Phthalic Acids , Sphingomonadaceae , Phthalic Acids/metabolism , Sphingomonadaceae/metabolism , Sphingomonadaceae/genetics , Dibutyl Phthalate/metabolism , Plasticizers/metabolism , Chromatography, High Pressure Liquid , Hydroxybenzoates/metabolism
9.
Food Res Int ; 187: 114426, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38763676

ABSTRACT

Germination is a process that enhances the content of health-promoting secondary metabolites. However, the bioaccessibility of these compounds depends on their stability and solubility throughout the gastrointestinal tract. The study aimed to explore how germination time influences the content and bioaccessibility of γ-aminobutyric acid and polyphenols and antioxidant capacity of lupin (Lupinus angustifolius L.) sprouts during simulated gastrointestinal digestion. Gamma-aminobutyric acid showed a decrease following gastrointestinal digestion (GID) whereas phenolic acids and flavonoids exhibited bioaccessibilities of up to 82.56 and 114.20%, respectively. Although the digestion process affected the profile of phenolic acids and flavonoids, certain isoflavonoids identified in 7-day sprouts (G7) showed resistance to GID. Germination not only favored antioxidant activity but also resulted in germinated samples exhibiting greater antioxidant properties than ungerminated counter parts after GID. Intestinal digests from G7 did not show cytotoxicity in RAW 264.7 macrophages, and notably, they showed an outstanding ability to inhibit the production of reactive oxygen species. This suggests potential benefit in mitigating oxidative stress. These findings contribute to understand the dynamic interplay between bioprocessing and digestion in modulating the bioaccessibility of bioactive compounds in lupin, thereby impacting health.


Subject(s)
Antioxidants , Biological Availability , Digestion , Germination , Lupinus , Lupinus/metabolism , Lupinus/chemistry , Antioxidants/metabolism , Germination/drug effects , Mice , RAW 264.7 Cells , Animals , Polyphenols/metabolism , Flavonoids/analysis , Flavonoids/metabolism , gamma-Aminobutyric Acid/metabolism , Reactive Oxygen Species/metabolism , Hydroxybenzoates/metabolism , Hydroxybenzoates/analysis , Gastrointestinal Tract/metabolism
10.
Biol Direct ; 19(1): 40, 2024 May 28.
Article in English | MEDLINE | ID: mdl-38807240

ABSTRACT

Our study aims to identify the mechanisms involved in regulating the response of Rhodoendron Chrysanthum Pall. (R. chrysanthum) leaves to UV-B exposure; phosphorylated proteomics and metabolomics for phenolic acids and plant hormones were integrated in this study. The results showed that UV-B stress resulted in the accumulation of salicylic acid and the decrease of auxin, jasmonic acid, abscisic acid, cytokinin and gibberellin in R. chrysanthum. The phosphorylated proteins that changed in plant hormone signal transduction pathway and phenolic acid biosynthesis pathway were screened by comprehensive metabonomics and phosphorylated proteomics. In order to construct the regulatory network of R. chrysanthum leaves under UV-B stress, the relationship between plant hormones and phenolic acid compounds was analyzed. It provides a rationale for elucidating the molecular mechanisms of radiation tolerance in plants.


Subject(s)
Hydroxybenzoates , Plant Growth Regulators , Rhododendron , Ultraviolet Rays , Hydroxybenzoates/metabolism , Plant Growth Regulators/metabolism , Rhododendron/metabolism , Stress, Physiological , Plant Leaves/metabolism , Plant Leaves/radiation effects , Plant Leaves/drug effects , Proteomics , Signal Transduction/radiation effects , Metabolomics/methods , Phosphorylation
11.
Food Chem ; 452: 139584, 2024 Sep 15.
Article in English | MEDLINE | ID: mdl-38735110

ABSTRACT

Rosehips are a prominent source of numerous bioactive compounds. However, despite their extensive potential, the metabolic profiles among different rosehip species have not been fully elucidated. In this study, 523 secondary metabolites from rosehips of 12 Rosa species were identified using ultra-high-performance liquid chromatography-tandem mass spectrometry. They were primarily composed of flavonoids and phenolic acids. A K-means analysis revealed the characteristic metabolites in different rosehips. For example, R. persica contained a more abundant supply of phenolic acids, while R. roxburghii harbored a richer array of terpenoids. A total of 73 key active ingredients were screened from traditional Chinese medicine databases, and they indicated that R. persica is more promising for use in functional foods or health supplements compared with the other fruits. Moreover, a differential analysis identified 47 compounds as potential contributors to the astringent taste of rosehips, including ellagic acid 4-O-glucoside and cadaverine. This study provides valuable information to develop new functional foods of rosehips and improve the quality of their fruits.


Subject(s)
Fruit , Metabolomics , Rosa , Taste , Rosa/chemistry , Rosa/metabolism , Chromatography, High Pressure Liquid , Fruit/chemistry , Fruit/metabolism , Plant Extracts/chemistry , Plant Extracts/metabolism , Plant Extracts/analysis , Tandem Mass Spectrometry , Flavonoids/analysis , Flavonoids/metabolism , Humans , Hydroxybenzoates/analysis , Hydroxybenzoates/metabolism , Flavoring Agents/chemistry , Flavoring Agents/metabolism
12.
J Agric Food Chem ; 72(20): 11549-11560, 2024 May 22.
Article in English | MEDLINE | ID: mdl-38718199

ABSTRACT

Corinthian currants are dried fruits produced from Vitis vinifera L. var. Apyrena grape. This study investigated the distribution of phenolic compounds in male Wistar rat livers following two distinct Corinthian currant long-term dietary intake protocols (3 and 10% w/w). Method optimization, comparing fresh and lyophilized tissues, achieved satisfactory recoveries (>70%) for most analytes. Enzymatic hydrolysis conditions (37 °C, pH 5.0) minimally affected phenolics, but enzyme addition showed diverse effects. Hydrolyzed lyophilized liver tissue from rats consuming Corinthian currants (3 and 10% w/w) exhibited elevated levels of isorhamnetin (20.62 ± 2.27 ng/g tissue and 33.80 ± 1.38 ng/g tissue, respectively), along with similar effects for kaempferol, quercetin, and chrysin after prolonged Corinthian currant intake. This suggests their presence as phase II metabolites in the fasting-state liver. This study is the first to explore phenolic accumulation in rat liver, simulating real conditions of dried fruit consumption, as seen herein with Corinthian currant.


Subject(s)
Flavonoids , Fruit , Liver , Rats, Wistar , Tandem Mass Spectrometry , Vitis , Animals , Flavonoids/metabolism , Flavonoids/chemistry , Male , Rats , Vitis/chemistry , Vitis/metabolism , Liver/metabolism , Liver/chemistry , Fruit/chemistry , Fruit/metabolism , Hydroxybenzoates/metabolism , Hydroxybenzoates/analysis , Hydroxybenzoates/chemistry , Plant Extracts/chemistry , Plant Extracts/metabolism , Plant Extracts/administration & dosage , Chromatography, High Pressure Liquid
13.
Int J Mol Sci ; 25(10)2024 May 15.
Article in English | MEDLINE | ID: mdl-38791442

ABSTRACT

Acorn flour is a rich source of nutrients and is beneficial to human health due to, among other things, its low glycemic index and polyphenol content. In order to obtain more accurate data on the levels and activities of the substances tested after ingestion and digestion, it may be beneficial to use a simulated in vitro digestion method. Therefore, the objective of the present study was to elucidate the content of polyphenols, individual phenolic acids, flavonoids and antiradical properties of acorn flour and pasta enriched with acorn flour before and after simulated in vitro gastrointestinal digestion. The results indicate that the total polyphenol content (TPC), flavonoid content and radical scavenging activity exhibited an increasing trend following the initial digestion stage and a decreasing trend following the second stage. Nevertheless, the levels of phenolic acids demonstrated an increase in both digestion phases. The digestion processes of polyphenols in acorn flour differ significantly from those in pasta. In the case of pasta, total polyphenols, phenolic acids and flavonoids, as well as free radical scavenging properties, demonstrated a decreasing trend following each digestion stage.


Subject(s)
Antioxidants , Digestion , Flavonoids , Flour , Polyphenols , Polyphenols/chemistry , Polyphenols/metabolism , Polyphenols/analysis , Flour/analysis , Antioxidants/pharmacology , Antioxidants/chemistry , Flavonoids/metabolism , Flavonoids/analysis , Humans , Hydroxybenzoates/metabolism
14.
Arch Microbiol ; 206(5): 239, 2024 Apr 30.
Article in English | MEDLINE | ID: mdl-38689148

ABSTRACT

Camellia sinensis is an important economic plant grown in southern subtropical hilly areas, especially in China, mainly for the production of tea. Soil acidification is a significant cause of the reduction of yield and quality and continuous cropping obstacles in tea plants. Therefore, chemical and microbial properties of tea growing soils were investigated and phenolic acid-degrading bacteria were isolated from a tea plantation. Chemical and ICP-AES investigations showed that the soils tested were acidic, with pH values of 4.05-5.08, and the pH negatively correlated with K (p < 0.01), Al (p < 0.05), Fe and P. Aluminum was the highest (47-584 mg/kg) nonessential element. Based on high-throughput sequencing, a total of 34 phyla and 583 genera were identified in tea plantation soils. Proteobacteria and Acidobacteria were the main dominant phyla and the highest abundance of Acidobacteria was found in three soils, with nearly 22% for the genus Gp2. Based on the functional abundance values, general function predicts the highest abundance, while the abundance of amino acids and carbon transport and metabolism were higher in soils with pH less than 5. According to Biolog Eco Plate™ assay, the soil microorganisms utilized amino acids well, followed by polymers and phenolic acids. Three strains with good phenolic acid degradation rates were obtained, and they were identified as Bacillus thuringiensis B1, Bacillus amyloliquefaciens B2 and Bacillus subtilis B3, respectively. The three strains significantly relieved the inhibition of peanut germination and growth by ferulic acid, p-coumaric acid, p-hydroxybenzoic acid, cinnamic acid, and mixed acids. Combination of the three isolates showed reduced relief of the four phenolic acids due to the antagonist of B2 against B1 and B3. The three phenolic acid degradation strains isolated from acidic soils display potential in improving the acidification and imbalance in soils of C. sinensis.


Subject(s)
Camellia sinensis , Hydroxybenzoates , Soil Microbiology , Soil , Hydroxybenzoates/metabolism , Soil/chemistry , Hydrogen-Ion Concentration , Camellia sinensis/microbiology , Camellia sinensis/metabolism , China , Bacteria/classification , Bacteria/metabolism , Bacteria/genetics , Bacteria/isolation & purification , Bacteria/drug effects , Tea/microbiology , Tea/chemistry , Acidobacteria/metabolism , Acidobacteria/genetics , Acidobacteria/isolation & purification
15.
J Biotechnol ; 388: 59-71, 2024 Jun 10.
Article in English | MEDLINE | ID: mdl-38636845

ABSTRACT

Withania somnifera (L.) Dunal is an important indigenous medicinal plant with extensive pharmaceutical potential. The root is the main source of major bioactive compounds of this plant species including withanolides, withanine, phenolic acids, etc. Hairy root culture (HRC) is a crucial method for low-cost production of active compounds on a large scale. Four different Agrobacterium rhizogenes strains have been used for the hairy root induction. Maximum transformation efficiency (87.34 ± 2.13%) was achieved with A4 bacterial strain-mediated transformed culture. The genetic transformation was confirmed by using specific primers of seven different genes. Seven HR (Hairy root) lines were selected after screening 29 HR lines based on their fast growth rate and high accumulation of withanolides and phenolic acids content. Two biotic and three abiotic elicitors were applied to the elite root line to trigger more accumulation of withanolides and phenolic acids. While all the elicitors effectively increased withanolides and phenolic acids production, among the five different elicitors, salicylic acid (4.14 mg l-1) induced 11.49 -fold increase in withanolides (89.07 ± 2.75 mg g-1 DW) and 5.34- fold increase in phenolic acids (83.69 ± 3.11 mg g- 1 DW) after 5 days of elicitation compared to the non-elicited culture (7.75 ± 0.63 mg g-1 DW of withanolides and 15.66 ± 0.92 mg g-1 DW of phenolic acids). These results suggest that elicitors can tremendously increase the biosynthesis of active compounds in this system; thus, the HRC of W. somnifera is cost-effective and can be efficiently used for the industrial production of withanolides and phenolic acids.


Subject(s)
Agrobacterium , Hydroxybenzoates , Plant Roots , Withania , Withanolides , Withania/metabolism , Withania/genetics , Withania/growth & development , Hydroxybenzoates/metabolism , Withanolides/metabolism , Plant Roots/metabolism , Plant Roots/growth & development , Plant Roots/genetics , Agrobacterium/genetics , Agrobacterium/metabolism , Transformation, Genetic
16.
Food Funct ; 15(10): 5439-5449, 2024 May 20.
Article in English | MEDLINE | ID: mdl-38650575

ABSTRACT

Barley, rich in bioactive components including dietary fiber, polyphenolic compounds and functional proteins, exhibits health benefits such as regulating glucose and lipid metabolism. Previous studies have found that the content and composition of free phenolic acids in barley may be significantly changed by fermentation with the laboratory patented strain Lactobacillus plantarum dy-1 (L. p dy-1), but the mechanism of enzymatic release of phenolic acid remains to be elucidated. Based on this, this study aimed to identify the key enzyme in L. p dy-1 responsible for releasing the bound phenolic acid and to further analyze its enzymatic properties. The Carbohydrate-Active enZYmes database revealed that L. p dy-1 encodes 7 types of auxiliary enzymes, among which we have identified a membrane sulfatase. The enzyme gene LPMS05445 was heterologous to that expressed in E. coli, and a recombinant strain was induced to produce the target protein and purified. The molecular weight of the purified enzyme was about 59.9 kDa, with 578.21 U mg-1 enzyme activity. The optimal temperature and pH for LPMS05445 expression were 40 °C and 7.0, respectively. Furthermore, enzymatic hydrolysis by LPMS05445 can obviously change the surface microstructure of dietary fiber from barley bran and enhance the release of bound phenolic acid, thereby increasing the free phenolic acid content and improving its physiological function. In conclusion, sulfatase produced by Lactobacillus plantarum dy-1 plays a key role in releasing bound phenolic acids during the fermentation of barley.


Subject(s)
Lactobacillus plantarum , Sulfatases , Lactobacillus plantarum/enzymology , Lactobacillus plantarum/metabolism , Lactobacillus plantarum/genetics , Sulfatases/metabolism , Sulfatases/genetics , Sulfatases/chemistry , Hordeum , Bacterial Proteins/metabolism , Bacterial Proteins/genetics , Bacterial Proteins/chemistry , Fermentation , Hydroxybenzoates/metabolism , Hydrogen-Ion Concentration , Escherichia coli/genetics , Temperature , Dietary Fiber/metabolism
17.
J Hazard Mater ; 469: 133896, 2024 May 05.
Article in English | MEDLINE | ID: mdl-38428300

ABSTRACT

Paralytic shellfish toxins (PSTs) produced by some marine dinoflagellates can cause severe human intoxication via vectors like bivalves. Toxic dinoflagellate Gymnodinium catenatum produce a novel group of hydroxybenzoate PSTs named GC toxins, but their biokinetics in bivalves haven't been well examined. In this experiment, we analyzed PSTs in bay scallops Argopecten irradians exposed to G. catenatum (strain MEL11) to determine their accumulation, elimination, anatomical distribution, and biotransformation. To our surprise, up to 30% of the PSTs were accumulated in the adductor muscle of scallops at the end of the experiment, and the toxicity of adductor muscle exceeded the regulatory limit of 800 µg STXeq/kg in only 6 days. High concentration of toxins in the adductor muscle are likely linked to the rapid transfer of GC toxins from viscera to other tissues. Moreover, most GC toxins in scallops were found rapidly transformed to decarbamoyl toxins through enzyme-mediated hydrolysis, which was further supported by the in vitro incubation experiments. Our study demonstrates that GC toxins actively participate in toxin distribution and transformation in scallops, which may increase the risks of food poisoning associated with the consumption of scallop adductor muscle. ENVIRONMENTAL IMPLICATION: The negative impacts of harmful algal blooms (HABs) have become a global environmental concern under the joint effects of cultural eutrophication and climate change. Our study, targeted on the biokinetics of paralytic shellfish toxins in scallops exposed to Gymnodinium catenatum producing unique GC toxins, aims to elucidate potential risks of seafood poisoning associated with GC toxins. The findings of this study will help us to understand the roles of GC toxins in seafood poisoning, and to develop effective management strategies against toxic algal blooms and phycotoxins.


Subject(s)
Bivalvia , Dinoflagellida , Pectinidae , Shellfish Poisoning , Animals , Humans , Marine Toxins/toxicity , Shellfish Poisoning/etiology , Pectinidae/metabolism , Bivalvia/metabolism , Hydroxybenzoates/metabolism , Seafood , Shellfish
18.
J Agric Food Chem ; 72(8): 4217-4224, 2024 Feb 28.
Article in English | MEDLINE | ID: mdl-38356383

ABSTRACT

Vanillic acid (VA), as a plant-derived phenolic acid compound, has widespread applications and good market prospects. However, the traditional production process cannot meet market demand. In this study, Pseudomonas putida KT2440 was used for de novo biosynthesis of VA. Multiple metabolic engineering strategies were applied to construct these P. putida-based cell factories, including the introduction of a Hs-OMTopt, engineering the cofactor S-adenosylmethionine supply pathway through the overexpression of metX and metH, reforming solubility of Hs-OMTopt, increasing a second copy of Hs-OMTopt, and the optimization of the fermentation medium. The resulting strain, XCS17, de novo biosynthesized 5.4 g/L VA from glucose in a fed-batch fermentation system; this is the highest VA production titer reported up to recently. This study showed that P. putida KT2440 is a robust platform for achieving the effective production of phenolic acids.


Subject(s)
Pseudomonas putida , Pseudomonas putida/genetics , Pseudomonas putida/metabolism , Vanillic Acid/metabolism , Metabolic Engineering , Hydroxybenzoates/metabolism
19.
J Sci Food Agric ; 104(9): 5350-5359, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38329450

ABSTRACT

BACKGROUND: Phenolic acid exhibits a variety of well-known physiological functions. In this study, optimal germination conditions to ensure total phenolic acid enrichment in barley sprouts induced by salicylic acid treatment and its effects on sprout physiology and activity, as well as the gene expression of key enzymes for phenolic acid biosynthesis, were investigated. RESULTS: When sprouts were treated with 1 mmol L-1 salicylic acid during germination and germinated at 25 °C for 4 days, the phenolic acid content was 1.82 times that of the control, reaching 1221.54 µg g-1 fresh weight. Salicylic acid significantly increased the activity of phenylalanine aminolase and cinnamic acid-4-hydroxylase and the gene expression of phenylalanine aminolase, cinnamic acid-3-hydroxylase, cinnamic acid-4-hydroxylase, 4-coumaric acid-coenzyme A, caffeic acid O-methyltransferase, and ferulate-5-hydroxylase in barley sprouts. However, salicylic acid treatment significantly increased malondialdehyde and H2O2 content, H2O2 and O2 - fluorescence intensity, as well as significantly decreasing sprout length and fresh weight. Salicylic acid treatment markedly increased the activity of peroxidase and catalase and the gene expression of peroxidase, catalase, and ascorbate peroxidase in barley sprouts. CONCLUSION: Salicylic acid treatment during barley germination significantly promoted the enrichment of total phenolic acid by increasing the activities and gene expression levels of enzymes involved in the phenolic acid biosynthesis pathway. Salicylic acid induced the accumulation of reactive oxygen species, inhibited sprout growth, and activated the antioxidant system. This study provides a basis for the future development of functional foods using phenol acid-rich plants as raw materials. © 2024 Society of Chemical Industry.


Subject(s)
Germination , Hordeum , Hydroxybenzoates , Plant Proteins , Salicylic Acid , Hordeum/growth & development , Hordeum/metabolism , Hordeum/drug effects , Hordeum/genetics , Salicylic Acid/pharmacology , Salicylic Acid/metabolism , Hydroxybenzoates/metabolism , Germination/drug effects , Plant Proteins/metabolism , Plant Proteins/genetics , Gene Expression Regulation, Plant/drug effects , Seedlings/growth & development , Seedlings/metabolism , Seedlings/drug effects , Seeds/growth & development , Seeds/metabolism , Seeds/drug effects , Seeds/chemistry , Hydrogen Peroxide/metabolism , Catalase/metabolism , Catalase/genetics
20.
J Agric Food Chem ; 72(9): 4538-4551, 2024 Mar 06.
Article in English | MEDLINE | ID: mdl-38377566

ABSTRACT

Phenolic acids are important natural bioactive compounds with varied physiological functions. They are extensively used in food, pharmaceutical, cosmetic, and other chemical industries and have attractive market prospects. Compared to plant extraction and chemical synthesis, microbial fermentation for phenolic acid production from renewable carbon sources has significant advantages. This review focuses on the structural information, physiological functions, current applications, and biosynthesis pathways of phenolic acids, especially advances in the development of metabolically engineered microbes for the production of phenolic acids. This review provides useful insights concerning phenolic acid production through metabolic engineering of microbial cell factories.


Subject(s)
Hydroxybenzoates , Metabolic Engineering , Hydroxybenzoates/metabolism , Biosynthetic Pathways , Food
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