1,2-Benzenedicarboxylic acid

The herbs of Salvia yunnanensis

The action mechanism and biocontrol potentiality of novel isolates of Saccharomyces cerevisiae against the aflatoxigenic Aspergillus flavus.[Pubmed:30554415]

Lett Appl Microbiol. 2019 Feb;68(2):104-111.

Inhibition of Aspergillus flavus growth and its aflatoxins production using the biocontrol agent Saccharomyces cerevisiae as well as to explore its mode of action was studied. Eight strains of S. cerevisiae strains were able to suppress the growth of A. flavus Z103. The maximum growth inhibition of A. flavus Z103 was obtained by living cells of S. cerevisiae EBF101 and S. cerevisiae 117 with 85 and 83%, respectively. The sporulation inhibition and hyphae deterioration of A. flavus Z103 by S. cerevisiae cells adhesion were observed under SEM; up to 99.8% inhibition of aflatoxins biosynthesis by A. flavus Z103 was resulted when the fungus was treated by autoclaved extracellular crude of S. cerevisiae. Also, the tested strains are potential to produce exo-chitinase which could be suggested as another mode of action for its antifungal activity. GC-MS analysis of S. cerevisiae 117 extracellular secondary metabolites revealed the existence of 4-Hydroxyphenethyl alcohol (46.32%), 4, 4-Dimethyloxazole (9.14%) and 1,2-Benzenedicarboxylic acid dioctyl ester (2.8%). Significance and Impact of the Study: The use of Saccharomyces cerevisiae instead of chemical preservatives in fermented food, animal and fish feed and storage cereal grains could encourage the food industry to produce organic food free of chemical additives. Overall, our data suggest the possibility of using S. cerevisiae as an alternative treatment in the food industries to control the dispersion and aflatoxins production by Aspergillus flavus during storage. This method could provide an additional probiotic effect in the digestive tract of consumers after ingestion of the treated food. So, our study clarifies the exact mechanisms responsible for the reduction of the aflatoxin contents by S. cerevisiae.

The formation pattern of off-flavor compounds induced by water migration during the storage of sea cucumber peptide powders (SCPPs).[Pubmed:30372913]

Food Chem. 2019 Feb 15;274:100-109.

The formation pattern of off-flavor compounds induced by water migration in sea cucumber peptide powders (SCPPs) stored at 25 degrees C and 75% RH for 24h and 80days were investigated. Water migration characteristic of SCPPs was monitored by LF-NMR. The effect of water migration on structure and morphology were analyzed by SEM, CD, and FTIR, respectively. The antioxidant activity of SCPPs was detected by EPR. Volatiles generated from SCPPs were detected by P&T-GC-MS. The antioxidant activity of SCPPs declined and structure exhibited abnormalities during the storage. After 24h of storage, kinds of aldehydes decreased and the content of alcohols increased obviously. After 80days, (Z)-3,5-dimethyl-2-(1-propenyl)-pyrazine and 1,2-Benzenedicarboxylic acid-bis(2-methylpropyl) ester were identified as the characteristic off-flavor. These off-flavor compounds were probably formed through Maillard reaction. esterification, and microbial metabolism. This study can provide a basis for further exploration of the off-flavor formation mechanism.

Induced Aggregation and Synergistic Coordination Strategy in Cluster Organic Architectures.[Pubmed:30299080]

Acc Chem Res. 2018 Nov 20;51(11):2888-2896.

Developments in strategies for the synthesis of oxo-hydroxo lanthanide (Ln) clusters during the past few decades have resulted in abundant relevant crystalline materials that exhibit attractive structures and interesting properties. The combination of these oxo-hydroxo Ln clusters and organic ligands has led to the formation of new extended arrays of Ln cluster organic frameworks (LnCOFs). In contrast to metal-organic frameworks, the incorporation of particular characteristics of clusters provides the opportunity to develop performances not available in single-metal compounds. Even with steady advances in oxo-hydroxo Ln clusters, progress in LnCOFs is less developed. To obtain LnCOFs, one premise is to induce the oxophilic Ln ions undergoing aggregation. Meanwhile, the organic ligands should have extra coordination sites for further expansion. Multidentate organic ligands like pyrazinecarboxylic acid and pyridinecarboxylic acid containing O and N donors will meet these two requirements. Their carboxyl groups will induce the aggregation of Ln ions, while the N donors can serve as potential extension sites. To make more open frameworks or if the oxo-hydroxo Ln clusters fail to be congregated or connected, then a second ligand is necessary. The introduction of the suitable second ligand may occupy a partial coordination sphere of Ln ions and ultimately benefit the connection process. In this Account, we introduce the origin and evolution of the induced aggregation and synergistic coordination strategy. According to the attributes of the organic ligands in the documented LnCOFs, we classify them into linear and nonlinear groups in the second and third parts. From the aspect of ligand-induced aggregation, isonicotinic acid (HIN) and lengthened 4-(4-pyridyl)benzoic acid (HPBA) ligands as well as their nonlinear analogues are settled as typical models. From the aspect of synergistic coordination, chelating ligands like 1,2-Benzenedicarboxylic acid (1,2-H2BDC) and acetic acid (HOAc) play significant roles. Moreover, three types of synergistic coordination are discussed in detail: synergistic coordination between two types of organic ligands, synergistic coordination between organic and inorganic ligands, and simultaneous synergistic coordination of aforementioned two types. From the aspect of LnCOF products, in addition to traditional pure LnCOFs, new types of heterometallic frameworks containing two types of cluster building units have been developed. Although this Account focuses on the nuclearity and coordination aspects of LnCOFs, we anticipate that it will stimulate more efforts in the further study of their properties beyond the exploratory synthesis. More importantly, synergistic coordination may be applied to other systems and inspire crystal design and targeted assembly of new functional materials.

Preservative effect of Chinese cabbage (Brassica rapa subsp. pekinensis) extract on their molecular docking, antioxidant and antimicrobial properties.[Pubmed:30281596]

PLoS One. 2018 Oct 3;13(10):e0203306.

This study aimed at investigating the antimicrobial activity of different solvent extracts of Chinese cabbage Brassica rapa subsp. pekinensis (BRARP) and their antioxidant and cytotoxicity properties. Of the different solvents extracts, the chloroform extracts (CE) were significantly inhibited the bacterial pathogens at minimum inhibitory concentration (MIC) of 16.5 mg.mL-1. Biochemical analysis revealed that total phenol (62.6 +/- 0.05 mg GAE.g-1) and flavonoids (27.6 +/- 0.04 mg QE.g-1) were higher in the extracts of BRARP, which resulted in enhanced antioxidant activity in CE. A total of eight dominant compounds were detected in the potent antimicrobial extract from BRARP based on GC-MS analysis. The molecular interactions study revealed that, among the screened compounds the 1,2-Benzenedicarboxylic acid and 2,3-dicyanopropionamide interacted with the active site of pathogenicity and survival related protein with lipopolysaccharide (LpxC) with higer binding energy. This work concluded that the 1, 2-Benzenedicarboxylic acid and 2, 3-Dicyanopropionamide from BRARP was reported to be good non-cytotoxic and antioxidant antimicrobials against bacterial pathogens.

Anti-quorum sensing and antibiofilm potential of Alternaria alternata, a foliar endophyte of Carica papaya, evidenced by QS assays and in-silico analysis.[Pubmed:30227935]

Fungal Biol. 2018 Oct;122(10):998-1012.

In the present study, secondary metabolites from an endophytic fungus, Alternaria alternata, colonizing Carica papaya, demonstrated antiquorum sensing properties against Pseudomonas aeruginosa. This study reports the antagonistic effects of fungal crude extract of A. alternata against the various quorum sensing (QS) associated virulent factors such as percentage decrease in production of pyocyanin, alginate, chitinase and rhamnolipid; significant decrease in proteases activity such as LasA protease activity, staphylolytic activity, Las B elastase; and a marked decrease in biofilm formation and associated factors such as exopolysaccharide (EPS) production and cell surface hydrophobicity (CSH). Further, motility pattern i.e., swimming and swarming was also found to be inhibited. This down regulation of QS and associated factors are further supported by in-silico analysis of interaction between QS receptor LasR and bioactive molecules viz., sulfurous acid, 2-propyl tridecyl ester and 1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester present in fungal crude extract, found based on GCMS analysis, sketches the modulating ability of QS expression. This is the first report on an endophytic fungus of C. papaya having a role in QS inhibition against P. aeruginosa and lays a platform to explore further the endophytes for potent therapeutic agents in QS.

Evaluation of the Antimicrobial Activity of Endophytic Bacterial Populations From Chinese Traditional Medicinal Plant Licorice and Characterization of the Bioactive Secondary Metabolites Produced by Bacillus atrophaeus Against Verticillium dahliae.[Pubmed:29867835]

Front Microbiol. 2018 May 9;9:924.

Endophytic bacteria associated with medicinal plants possess unique strategies that enhance growth and suvival of host plants, many of which are mediated by distinctive secondary metabolites. These bacteria and their secondary metabolites are important subjects for both basic and applied research aimed at sustainable agriculture. In the present study, 114 endophytic strains isolated from the wild ethnomedicinal plant Glycyrrhiza uralensis (licorice) were screened for their in vitro antimicrobial activities against common fungal pathogens of tomato (Fusarium oxysporum f. sp., Fulvia fulva, Alternaria solani), cotton (Fusarium oxysporum f. sp. Vesinfectum, Verticillium dahliae), pomegranite (Ceratocystis fimbriata), Cymbidinium (Colletotrichum gloeosporioides), and Tsao-ko (Pestalotiopsis microspora and Fusarium graminearum) and the common bacteria Staphylococcus aureus, Bacillus cereus, Salmonella enteritidis, and Escherichia coli. Several Bacillus strains, particularly Bacillus atrophaeus and Bacillus mojavensis, had a broad spectrum of antifungal and antibacterial activity. A total of 16 strains, selected based on broad antimicrobial activity, were shown to contain at least one putative secondary metabolite-encoding gene (i.e., polyketide synthase or non-ribosomal peptide synthetase) and/or one lytic enzyme (i.e., protease, cellulase, lipase, chitinase), which may be important mediators of antagonistic activity against pathogens. Five strains, representing Bacillus atrophaeus and Bacillus mojavensis, were selected for plant growth chamber experiments based on strong in vitro antifungal activities. All five strains significantly reduced disease severity in Arabidopsis thaliana plants challenged with V. dahlia infection. Gas-chromatography/mass-spectrometry analysis of cell-free extracts of Bacillus atrophaeus strain XEGI50 showed that at least 13 compounds were produced only during co-cultivation with V. dahlia, including putative compounds known to have antimicrobial activity, such as 1,2-Benzenedicarboxylic acid, bis (2-methylpropyl) ester; 9,12-octadecadienoic acid (Z,Z)-, methyl ester; 9-octadecenoic acid, methyl ester, (E)-; and decanedioic acid, bis(2-ethylhexyl) ester. To our knowledge, this study is the first to report that bacteria isolated from G. uralensis have biocontrol abilities. Our findings provide new insights into the antimicrobial activities of natural endophytes, particularly B. atrophaeus, and suggest this species may a promising candidate as a biocontrol agent to confer resistance to Verticillium wilt disease and other phytopathogens in cotton and other crops.

Effect of Gestational and Lactational Exposure to DEHP, DINP, and DEP on Intestinal Morphology, Disaccharidases, and Alkaline Phosphatase in Rats during Postnatal Development.[Pubmed:29715699]

Am J Perinatol. 2018 Nov;35(13):1251-1259.

INTRODUCTION: The diesters of 1,2-Benzenedicarboxylic acid (phthalic acid), commonly known as phthalates, are used primarily as plasticizers of polyvinyl chloride and as additives in consumer and personal care products. OBJECTIVE: This study was designed to evaluate the impact of in utero and postnatal exposure to diisononyl phthalate (DINP), diethylhexyl phthalate (DEHP), and diethyl phthalate (DEP) on gut maturation in a Wistar rat model. MATERIALS AND METHODS: Pregnant females were gavaged from day 8 of gestation through postnatal day (pd) 30 with 0 (vehicle control), DEHP (380 mg/kg/d), DINP (380 mg/kg/d), or DEP (800 mg/kg/d) dissolved in corn oil. Intestinal samples have been collected at 0, 7, 14, 21, and 30 pd for histological and biochemical analysis. The mitotic index has been evaluated based on the expression of Ki-67 antigen. RESULTS: All tested phthalate treatments have significantly decreased the body as well as the organ's weight (p < 0.001). DINP exposure resulted in severe villous atrophy, while DEHP treated group was characterized by lymphoepithelial lesions. In addition, a significant decrease of the Ki-67 proliferation index was observed in the youngest rats (0 and 7 days) upon the various treatments (p < 0.0001): , whereas at day 30, an increased numbers of Ki-67 positive cells were observed in DEHP and DEP but bot DINP group. Lactase and sucrase activities were inhibited by DEP in contrast to DINP and DEHP which increased enzymes activity (p < 0.05). CONCLUSION: Our results suggest that exposure to phthalates during gestational and lactational phases negatively impacts the development of the small intestine.

Volatile oil composition of Carthamus Tinctorius L. flowers grown in Kazakhstan.[Pubmed:29575869]

Ann Agric Environ Med. 2018 Mar 14;25(1):87-89.

INTRODUCTION: Carthamus tinctorius L. is commonly known as Safflower. C. tinctorius extracts and oil are important in drug development with numerous pharmacological activities in the world. This plant is cultivated mainly for its seed which is used as edible oil. For a long time, C. tinctorius has been used in traditional medicines as a purgative, analgesic, antipyretic and an antidote to poisoning. It is a useful plant in painful menstrual problems, post-partum haemorrhage and osteoporosis. OBJECTIVE: The subject of this study is the seeds of Kazakhstan species of 'Akmai' safflower, collected in the flowering stage in Southern Kazakhstan. Volatile oil was carry out to study the component composition of Kazakhstan 'AkMai' safflower flowers. MATERIALS AND METHOD: Pale yellow oily extracts were obtain by varying the process parameters. The volatile oil obtained by hydrodistillation of the petals Carthamus tinctorius L. was analyzed by gas chromatography/mass spectrometry (GC/MS). The yield of the oil was 0.175 % (v/w). 20 compounds representing 99.81% of the oil were characterized. The volatile oil was found to be rich in undecanoic acid, octane, 2-nonen -1-ol, hexadecanal, dodecanal, dec-2-en-1-ol, nonanoic acid, tetradecanoic acid, 2 pentadecanone, 6,10,14-trimethyl, 1,2-Benzenedicarboxylic acid, isobutyl-beta-phenylpropionate, 1.3-cyclohexadiene, myrtenoic acid, octadecanoic acid, heneicosanoic acid, 2(3H)-furanone, 4,4-dipropylheptane, hexcosane,1-eicosanol, as well as heptocosane. RESULTS: Volatile oil from the flowers of the Kazakhstan safflower species 'Ak-Mai' were investigated by GC/MS which allowed the detection of 20 compounds. Biologically active complex of the flower of the Kazakhstan safflower species 'Ak-Mai' was released for the first time by using this oil.

Quality markers of animal medicinal materials: Correlative analysis of musk reveals distinct metabolic changes induced by multiple factors.[Pubmed:29551642]

Phytomedicine. 2018 May 15;44:258-269.

BACKGROUND: Common farming environmental elements, such as longitude, latitude, and altitude, and physiological conditions, such as age and body weight, are thought to influence medicinal animal homeostasis and material quality by altering endocrine functions for primary and secondary metabolite formation. However, the currently available methods for evaluating complex components of traditional Chinese animal medicines have insufficient sensitivity and specificity. PURPOSE: Characterizing the primary/secondary metabolomes of medicinal animals is essential for understanding their material basis, controlling product quality, and reflecting on distribution interactions. Therefore, this study aimed to screen ecological- and physiological-related metabolites in captive Moschus berezovskii throughout the collection period based on the quality marker (Q-marker) concept. STUDY DESIGN AND METHODS: Fifty-one musk deer samples from 12 different distribution farms ranging in age from 2 to 11 years were enrolled. Differentially expressed musk metabolites were assessed via chromatography-tandem mass spectrometry technologies. A metabolome that mapped connections among these factors was established using chemometric and topological calculations. RESULTS: Statistical analysis revealed that muscone, cis-9-hexadecenal, antioxidant 2264, prasterone-3-sulfate, androstan-17-one, and 1,2-Benzenedicarboxylic acid showed significantly altered expression. Partial least squares (PLS) regression analysis of qualified data for these 6 secondary metabolites (active components) demonstrated that age is the most important factor underlying the varying levels of muscone, androstan-17-one and 1,2-Benzenedicarboxylic acid. Furthermore, weight was the most important factor for cis-9-hexadecenal, longitude was important for antioxidant 2264, latitude was important for prasterone-3-sulfate, and altitude was important for antioxidant 2264, androstan-17-one and 1,2-benzenedicarboxylic. Metabolite analysis within the MetaboAnalyst (MetPA) suite showed that 18 candidate biomarker metabolites were screened, including allantoin, glycine, serine, creatine, alanine, taurine, lactate, 2-oxoglutarate (2-OG), fumarate, proline, xanthine, cytosine, carnitine, arginine, threonine, aspartate, and urea. Metabolic network analysis showed 4 important pathways that were involved: arginine and proline metabolism, the urea cycle, aspartate metabolism, and glycine, serine and threonine metabolism. CONCLUSION: Using this combined metabolomic and chemometric approach, this study was successful in screening Q-markers for musk quality control and provided new insights into correlations among "ecological & physiological factors-->Q-markers-->metabolites", which potentially provides crucial information for musk breeding and material quality control.

Prospecting Ammoniphilus sp. JF isolated from agricultural fields for butachlor degradation.[Pubmed:29527451]

3 Biotech. 2018 Mar;8(3):164.

Butachlor is a chloroacetamide herbicide used worldwide for controlling weeds in plants of rice, corn, soybean and other crops. In this study, indigenous bacterial species Ammoniphilus sp. JF was isolated from the agricultural fields of Punjab and identified using 16S ribosomal RNA analysis. The bacteria utilized butachlor as the sole carbon source and showed complete degradation (100 mg/L) within 24 h of incubation. Two intermediate products, namely 1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester and 2,4-bis(1,1-dimethylethyl)-phenol were observed at the end of butachlor degradation. To the best of author's knowledge, biodegradation of butachlor by indigenous Ammoniphilus sp. JF from the agricultural fields of Punjab has not been reported so far.

Chemical Composition, Antimicrobial and Antioxidant Activities of the Flower Volatile Oils of Fagopyrum esculentum, Fagopyrum tataricum and Fagopyrum Cymosum.[Pubmed:29361741]

Molecules. 2018 Jan 22;23(1). pii: molecules23010182.

The purpose of this study was to investigate the chemical composition and biological activity of the volatile oils (VOs) from the flowers of three buckwheat species, Fagopyrum esculentum, Fagopyrum tataricum and Fagopyrum cymosum. The VOs were obtained from the fresh buckwheat flowers by hydrodistillation, and were analyzed for their chemical composition by gas chromatography-mass spectrometry (GC-MS). Nonanoic acid (7.58%), (E)-3-hexen-1-ol (6.52%), and benzothiazole (5.08%) were the major constituents among the 28 identified components which accounted for 92.89% of the total oil of F. esculentum. 2-Pentadecanone (18.61%), eugenol (17.18%), 1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester (13.19%), and (E,E)-farnesylacetone (7.15%) were the major compounds among the 14 identified components which accounted for 88.48% of the total oil of F. tataricum. Eugenol (12.22%), (E)-3-hexen-1-yl acetate (8.03%), linalool oxide (7.47%), 1-hexanol (7.07%), and benzothiazole (6.72%) were the main compounds of the 20 identified components which accounted for 90.23% of the total oil of F. cymosum. The three VOs were screened to have broad spectrum antibacterial activity with minimum inhibitory concentration (MIC) values ranged from 100.0 mug/mL to 800.0 mug/mL against the tested bacteria, and their median inhibitory concentration (IC50) values were from 68.32 mug/mL to 452.32 mug/mL. Xanthomonas vesicatoria was the most sensitive bacterium. Moreover, the flower VOs of F. esculentum, F. tataricum and F. cymosum also exhibited noteworthy antioxidant capacity with the IC50 value of 354.15 mug/mL, 210.63 mug/mL, and 264.92 mug/mL for the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay, and the value of 242.06 mug/mL, 184.13 mug/mL, and 206.11 mug/mL respectively for the beta-carotene-linoleic bleaching test. These results suggested the volatile oils of buckwheat flowers could be potential resource of natural antimicrobial and antioxidant agents.

Characterization and Identification of Recalcitrant Organic Pollutants (ROPs) in Tannery Wastewater and Its Phytotoxicity Evaluation for Environmental Safety.[Pubmed:29243159]

Arch Environ Contam Toxicol. 2018 Aug;75(2):259-272.

Tannery wastewater (TWW) is of serious environmental concern to pollution control authorities, because it contains highly toxic, recalcitrant organic and inorganic pollutants. The nature and characteristics of recalcitrant organic pollutants (ROPs) are not fully explored to date. Hence, the purpose of this study was to characterize and identify the ROPs present in the treated TWW. Gas chromatography-mass spectrometry data analysis showed the presence of a variety of ROPs in the treated TWW. Results unfolded that benzyl chloride, butyl octyl phthalate, 2,6-dihydroxybenzoic acid 3TMS, dibutyl phthalate, benzyl alcohol, benzyl butyl phthalate, 4-chloro-3-methyl phenol, phthalic acid, 2'6'-dihydroxyacetophenone, diisobutyl phthalate, 4-biphenyltrimethylsiloxane, di-(-2ethy hexyl)phthalate, 1,2-Benzenedicarboxylic acid, dibenzyl phthalate, and nonylphenol were present in the treated TWW. Due to endocrine disrupting nature and aquatic toxicity, the U.S. Environmental Protection Agency classified many of these as "priority pollutants" and restricted their use in leather industries. In addition, the physicochemical analysis of the treated TWW also showed very high BOD, COD, and TDS values along with high Cr and Pb content beyond the permissible limits for industrial discharge. Furthermore, phytotoxicity assessment unfolds the inhibitory effects of TWW on the seed germination, seedling growth parameters, and alpha-amylase activity in Phaseolus aureus L. This indicates that the TWW discharged even after secondary treatment into the environment has very high pollution parameters and may cause a variety of serious health threats in living beings upon exposure. Overall, the results reported in this study will be helpful for the proper treatment and management of TWW to combat the environmental threats.

Phthalic acid is the final common metabolite of phthalic acid esters (PAEs). Phthalic acid can be used for the synthesis of synthetic agents, such as isophthalic acid (IPA), and terephthalic acid (TPA). Phthalic acid has applications in the preparation of phthalate ester plasticizers.

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