Search Results (23)

In order to develop a new environmentally friendly microbial herbicide for the field of weed control, this study used the metabolite butyl hydroxybenzoate (BP) of the HY-02 strain of Alternaria as the research object. The BP emulsion formula was determined to be a mixture of BP, methanol, and Tween-20 in a ratio of 1:1:2 g/mL. The seed germination inhibition effect, the phytotoxicity of living plants, crop safety, and the field effect of the emulsion were studied. Research has found that adding 0.75% BP emulsion to the seed culture medium inhibits the germination of weed seeds such as Amaranthus retroflexus L., Malva verticillata L. var., and Chenopodium album L. While Brassica campestris L. seeds were unaffected, Triticum aestivum L and Hordeum vulgare L. stem and leaf growth were inhibited. Cucumis sativus L., Lactuca sativa L. var. asparagina, Spinacia oleracea L., and Capsicum annuum L. seeds are significantly inhibited, with germination rates below 20%. We sprayed 0.75% BP emulsion onto live potted plants; among the weeds, the incidence of Amaranthus retroflexus L., Lepyrodiclis holosteoides, Thlaspi arvense L, Galium spurium L., Malva verticillata L. var. Crispa, Chenopodium album L., and Avena fatua L reached 100%. The Pisum sativum L. and Triticum aestivum L. crops were not affected (NS), and they had slight plant height inhibition and slight susceptibility (LS) to highland Hordeum vulgare L. and peppers. They were highly phytotoxicity to Cucumis sativus L. and Spinacia oleracea L. Some plant leaves became infected and died, with incidences of 85% and 82%, respectively. The field experiment showed that after diluting the BP emulsifiable concentrate, the seedling stage spray was inoculated into the Triticum aestivum L. field, and it was found that the BP emulsifiable concentrate at the concentration of 1.00%~0.75% had a herbicidal effect on weeds such as Chenopodium album L., Elsholtzia densa Benth, and Amaranthus retroflexus L. in the Triticum aestivum L. field, and it was safe for Triticum aestivum L. crops in the field. These results indicate that BP emulsion could be developed into a new environmentally friendly microbial herbicide for field application in grass (Triticum aestivum L. and Hordeum vulgare L.) crops. At the same time, BP’s excellent antibacterial, low-toxicity, hydrolysis, and other effects can promote diversification in herbicide development. Full article

Background: Syzygium aromaticum is a tree whose aromatic dried flower buds are known as cloves. When it comes to phenolic chemicals, such as flavonoids, hydroxybenzoic acids, hydroxycinnamic acids, and hydroxyphenyl propane, clove is a major plant source of these substances. Finding out how effective clove buds are as antioxidants was the driving force behind this study’s GC-MS investigation and computational discoveries. Methods: This inquiry into clove pods focused on the chemical composition of clove using the GC-MS technique, as well as its antioxidant qualities and computational modeling. Results: This antioxidant may be more effective in lower doses than ascorbic acid (A.A.), butylate hydroxytoluene (BHT), and β-carotene, with 57.22 ± 0.41 mg QE/g of total phenols and flavonoids and 7.25 ± 0.12 mg GAE/g of clove extract. Phenols destroy free radicals, which boosts antioxidant activity. Flavonoids defend against ROS, which also boosts antioxidant activity. Clove pod GC-MS analysis identified 21 components, of which eugenol accounted for 58.86%. The absence of nitrogen and chlorine molecules emphasizes the composition’s organic nature. Eugenol, the major component of clove oil, is a phenolic molecule that binds strongly to bacterial enzymes such as DNA gyrase and dihydrofolate reductase. Docking experiments have shown that clove chemicals interact with acetylcholinesterase, a crucial enzyme in insect larvae, paralyzing and killing them. Conclusions: This study demonstrates the immense potential of plants in providing novel therapeutic and environmental solutions. We must support further research into nature’s inherent benefits. The extensive knowledge that can be gained from botany can be used to improve health, ecology, and sustainability. Full article

In this study, the homogeneous carboxylation of potassium, sodium, and lithium phenolates in DMSO solution at 100 °C by the Kolbe–Schmitt reaction was investigated. The impact of water, phenolate concentration, and cation nature on the yield of products and reaction selectivity was demonstrated. Based on the patterns observed, it was concluded that a complex cluster mechanism governs the carboxylation reaction in the solution. The use of a homogeneous reaction medium allowed for convenient testing of various additives to assess their impact on the reaction. Basic additives such as sodium salts of mesitol, tert-butylcalix[4]arene, sodium isopropyl, and tert-butyl cabonates were found to enhance the reaction, increasing the yield of hydroxybenzoic acids by 20% (to 61.6%). The main product in the DMSO solution was identified as 4-hydroxybenzoic acid, in contrast to the classical Kolbe–Schmitt method which typically yields 2-hydroxybenzoic (salicylic) acid. The use of ¹³C NMR spectroscopy enabled the observation of a “carbonate complex” in the solution for the first time, with the carbonate carbon displaying a chemical shift value of 142 ppm, an unusual finding for stable carbonates, and located between the signals of free dissolved CO₂ and carboxylate derivatives. Full article

The research on new compounds against plant pathogens is still socially and economically important. It results from the increasing resistance of pests to plant protection products and the need to maintain high yields of crops, particularly oilseed crops used to manufacture edible and industrial oils and biofuels. We tested thirty-five semi-synthetic hydrazide–hydrazones with aromatic fragments of natural origin against phytopathogenic laccase-producing fungi such as Botrytis cinerea, Sclerotinia sclerotiorum, and Cerrena unicolor. Among the investigated molecules previously identified as potent laccase inhibitors were also strong antifungal agents against the fungal species tested. The highest antifungal activity showed derivatives of 4-hydroxybenzoic acid and salicylic aldehydes with 3-tert-butyl, phenyl, or isopropyl substituents. S. sclerotiorum appeared to be the most susceptible to the tested compounds, with the lowest IC₅₀ values between 0.5 and 1.8 µg/mL. We applied two variants of phytotoxicity tests for representative crop seeds and selected hydrazide–hydrazones. Most tested molecules show no or low phytotoxic effect for flax and sunflower seeds. Moreover, a positive impact on seed germination infected with fungi was observed. With the potential for application, the cytotoxicity of the hydrazide–hydrazones of choice toward MCF-10A and BALB/3T3 cell lines was lower than that of the azoxystrobin fungicide tested. Full article

Amides containing methyl esters of γ-aminobutyric acid (GABA), L-proline and L-tyrosine, and esters containing 3-(pyridin-3-yl)propan-1-ol were synthesized by conjugation with 3,5-di-tert-butyl-4-hydroxybenzoic, an NSAID (tolfenamic acid), or 3-phenylacrylic (cinnamic, (E)-3-(3,4-dimethoxyphenyl)acrylic and caffeic) acids. The rationale for the conjugation of such moieties was based on the design of structures with two or more molecular characteristics. The novel compounds were tested for their antioxidant, anti-inflammatory and hypolipidemic properties. Several compounds were potent antioxidants, comparable to the well-known antioxidant, Trolox. In addition, the radical scavenging activity of compound 6 reached levels that were slightly better than that of Trolox. All the tested compounds demonstrated remarkable activity in the reduction in carrageenan-induced rat paw edema, up to 59% (compound 2, a dual antioxidant and anti-inflammatory molecule, with almost 2.5-times higher activity in this experiment than the parent NSAID). Additionally, the compounds caused a significant decrease in the plasma lipidemic indices in Triton-induced hyperlipidemic rats. Compound 2 decreased total cholesterol by 75.1% and compound 3 decreased triglycerides by 79.3% at 150 μmol/kg (i.p.). The hypocholesterolemic effect of the compounds was comparable to that of simvastatin, a well-known hypocholesterolemic drug. Additionally, all compounds lowered blood triglycerides. The synthesized compounds with multiple activities, as designed, may be useful as potential candidates for conditions involving inflammation, lipidemic deregulation and oxygen toxicity. Full article

A new binuclear "paddle-wheel" complex, [Co₂(bhbz)₄(EtOH)₂]·4EtOH (1, Hbhbz-3,5-di(tert-butyl)-4-hydroxybenzoic acid); an isostructural zinc complex (2); a and magnetically diluted sample of [Zn_1.93Co_0.07(bhbz)₄(EtOH)₂]·4EtOH (3) were obtained. Molecular structures of 1 and 2 were determined by single-crystal X-ray diffraction. DFT calculations for 1 indicate strong Co-Co antiferromagnetic exchange interactions in the binuclear fragment. It was shown that when one paramagnetic ion in the binuclear molecule is replaced by a diamagnetic zinc(II) ion, the remaining cobalt(II) ion can be considered as an isolated center with magnetic anisotropy, the parameters of which are determined by ab initio calculations. Magnetic properties for samples 1 and 3 were investigated and analyzed in detail. Full article

Plant-based therapies are widely utilized for treating diseases in approximately 80% of the global population, including Colombia’s Chocó Department. This study aimed to identify and evaluate plants with significant therapeutic value for obesity and diabetes in Chocó. The inhibitory effects of these plants on pancreatic lipase (PL), α-glucosidase (AG), and α-amylase (AA) were assessed, and the most promising species were selected to isolate and identify bioactive components. Artocarpus altilis, Momordica balsamina, Bauhinia picta, Neurolaena lobata, and Vismia macrophylla emerged as key species based on their traditional usage among the Chocó population. Notably, the extract derived from Vismia macrophylla demonstrated the most encouraging outcomes as a digestive enzyme inhibitor, exhibiting IC₅₀ values of 0.99 ± 0.21 μg/mL, 5.61 ± 0.82 mg/mL, and 28.91 ± 2.10 μg/mL for AG, AA, and PL, respectively. Further chemical analysis led to the isolation of three bioactive compounds: 5′-demethoxycadensin G 1, para-hydroxybenzoic acid methyl ester 2, and para-hydroxybenzoic acid butyl ester 3. Compound 1 displayed the highest activity against AG (IC₅₀ = 164.30 ± 0.11 μM), while compounds 2 (IC₅₀ = 28.50 ± 4.07 μM) and 3 (IC₅₀ = 10.15 ± 3.42 μM) exhibited potent inhibitory effects on PL. Molecular docking and enzymatic kinetics studies indicate that these bioactive compounds primarily act as mixed inhibitors of AG and non-competitive inhibitors of PL. These findings underscore the potential of V. macrophylla and its compounds as effective inhibitors of digestive enzymes associated with obesity and type 2 diabetes. Full article

The research presented in this paper aims to investigate the performance of several newly synthesized ionic liquids during ²¹⁰Pb/²¹⁰Bi detection in water on a liquid scintillation spectrometer Quantulus 1220 via Cherenkov counting. These experiments have been triggered by the recent reports that certain ionic liquids can act as wavelength shifters, thus significantly increasing the detection efficiency of Cherenkov radiation. The benefit of ionic liquid’s addition to the analysed samples is reflected in the detection limit’s decrement during ²¹⁰Pb quantification, which is pertinent considering naturally low levels of ²¹⁰Pb in aqueous samples. Firstly, it was discovered that ionic liquid, 1-butyl-3-methylimidazolium salicylate, is more efficient than the previously explored 2-hydroxypropylammonium salicylate. Consequently, the impact of a few other ionic liquids on Cherenkov counting efficiency with the same cation group (1-butyl-3-methylimidazolium benzoate, 1-butyl-3-methylimidazolium 3-hydroxybenzoate and 1-butyl-3-methylimidazolium 4-hydroxybenzoate) was also explored to test their potential influence. Molecular simulations have been carried out to reveal which structures of ionic liquids assure wavelength-shifting behavior. The obtained results confirmed that, among the investigated ones, only ionic liquids with the salicylate anion exhibited a wavelength shifting effect. Full article

Wendlandia tinctoria var. grandis (Roxb.) DC. (Family: Rubiaceae) is a semi-evergreen shrub distributed over tropical and subtropical Asia. The present research intended to explore the pharmacological potential of the stem extract of W. tinctoria, focusing on the antioxidant, hypoglycemic, and antidiarrheal properties, and to isolate various secondary metabolites as mediators of such activities. A total of eight phenolic compounds were isolated from the dichloromethane soluble fraction of the stem extract of this plant, which were characterized by electrospray ionization (ESI) mass spectrometric and ¹H NMR spectroscopic data as liquiritigenin (1), naringenin (2), apigenin (3), kaempferol (4), glabridin (5), ferulic acid (6), 4-hydroxybenzoic acid (7), and 4-hydroxybenzaldehyde (8). The dichloromethane soluble fraction exhibited the highest phenolic content (289.87 ± 0.47 mg of GAE/g of dried extract) and the highest scavenging activity (IC₅₀ = 18.83 ± 0.07 µg/mL) against the DPPH free radical. All of the isolated compounds, except 4-hydroxybenzaldehyde, exerted a higher antioxidant effect (IC₅₀ = 6.20 ± 0.10 to 16.11 ± 0.02 μg/mL) than the standard butylated hydroxytoluene (BHT) (IC₅₀ = 17.09 ± 0.01 μg/mL). Significant hypoglycemic and antidiarrheal activities of the methanolic crude extract at both doses (200 mg/kg bw and 400 mg/kg bw) were observed in a time-dependent manner. Furthermore, the computational modeling study supported the current in vitro and in vivo findings, and the isolated constituents had a higher or comparable binding affinity for glutathione reductase and urase oxidase enzymes, glucose transporter 3 (GLUT 3), and kappa-opioid receptor, inferring potential antioxidant, hypoglycemic, and antidiarrheal properties, respectively. This is the first report of all of these phenolic compounds being isolated from this plant species and even the first demonstration of the plant stem extract’s antioxidant, hypoglycemic, and antidiarrheal potentials. According to the current findings, the W. tinctoria stem could be a potential natural remedy for treating oxidative stress, hyperglycemia, and diarrhea. Nevertheless, further extensive investigation is crucial for thorough phytochemical screening and determining the precise mechanisms of action of the plant-derived bioactive metabolites against broad-spectrum molecular targets. Full article

Aspergillus section Circumdati encompasses several species that express both beneficial (e.g., biochemical transformation of steroids and alkaloids, enzymes and metabolites) and harmful compounds (e.g., production of ochratoxin A (OTA)). Given their relevance, it is important to analyze the genetic and metabolic diversity of the species of this section. We sequenced the genome of Aspergillus affinis CMG 70, isolated from sea water, and compared it with the genomes of species from section Circumdati, including A. affinis’s strain type. The A. affinis genome was characterized considering secondary metabolites biosynthetic gene clusters (BGCs), carbohydrate-active enzymes (CAZymes), and transporters. To uncover the biosynthetic potential of A. affinis CMG 70, an untargeted metabolomics (LC-MS/MS) approach was used. Cultivating the fungus in the presence and absence of sea salt showed that A. affinis CMG 70 metabolite profiles are salt dependent. Analyses of the methanolic crude extract revealed the presence of both unknown and well-known Aspergillus compounds, such as ochratoxin A, anti-viral (e.g., 3,5-Di-tert-butyl-4-hydroxybenzoic acid and epigallocatechin), anti-bacterial (e.g., 3-Hydroxybenzyl alcohol, l-pyroglutamic acid, lecanoric acid), antifungal (e.g., lpyroglutamic acid, 9,12,13-Trihydroxyoctadec-10-enoic acid, hydroxyferulic acid), and chemotherapeutic (e.g., daunomycinone, mitoxantrone) related metabolites. Comparative analysis of 17 genomes from 16 Aspergillus species revealed abundant CAZymes (568 per species), secondary metabolite BGCs (73 per species), and transporters (1359 per species). Some BGCs are highly conserved in this section (e.g., pyranonigrin E and UNII-YC2Q1O94PT (ACR toxin I)), while others are incomplete or completely lost among species (e.g., bikaverin and chaetoglobosins were found exclusively in series Sclerotiorum, while asperlactone seemed completely lost). The results of this study, including genome analysis and metabolome characterization, emphasize the molecular diversity of A. affinis CMG 70, as well as of other species in the section Circumdati. Full article

In consideration of the endocrine disrupting effects caused by the butyl paraben (BP), a portable visual sensor has been developed based on the photonic crystal and molecular imprinting technology for the rapid screen of BP in toner sample which is a type of aqueous cosmetic to soften the face skin. By integrating the self-reporting and molecular recognition properties, the molecular imprinting photonic crystal (MIPC) sensor can display obvious color changes regularly according to the concentration of BP. Based on the “color guide”, the content of BP in toner sample can be estimated directly with the naked eye. In addition, the Bragg diffraction spectrum of MIPC can red shift linearly with the increase of the concentration of BP in sample solution with correlation coefficient as 0.9968. The quantitative determination of BP can be achieved through the optical fiber spectrometer with detection limit as 0.022 mmol·L⁻¹. With good selectivity, this MIPC film can recognize BPs against the complex sample matrix, showing a standard addition recovery of 107% for the real samples. Full article

Oxidative stress and inflammation are two conditions that coexist in many multifactorial diseases such as atherosclerosis and neurodegeneration. Thus, the design of multifunctional compounds that can concurrently tackle two or more therapeutic targets is an appealing approach. In this study, the basic NSAID structure was fused with the antioxidant moieties 3,5-di-tert-butyl-4-hydroxybenzoic acid (BHB), its reduced alcohol 3,5-di-tert-butyl- 4-hydroxybenzyl alcohol (BHBA), or 6-hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid (Trolox), a hydrophilic analogue of α-tocopherol. Machine learning algorithms were utilized to validate the potential dual effect (anti-inflammatory and antioxidant) of the designed analogues. Derivatives 1–17 were synthesized by known esterification methods, with good to excellent yields, and were pharmacologically evaluated both in vitro and in vivo for their antioxidant and anti-inflammatory activity, whereas selected compounds were also tested in an in vivo hyperlipidemia protocol. Furthermore, the activity/binding affinity of the new compounds for lipoxygenase-3 (LOX-3) was studied not only in vitro but also via molecular docking simulations. Experimental results demonstrated that the antioxidant and anti-inflammatory activities of the new fused molecules were increased compared to the parent molecules, while molecular docking simulations validated the improved activity and revealed the binding mode of the most potent inhibitors. The purpose of their design was justified by providing a potentially safer and more efficient therapeutic approach for multifactorial diseases. Full article

A series of L-serine amides of antioxidant acids, such as Trolox, (E)-3-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylic acid (phenolic derivative of cinnamic acid) and 3,5-di-tert-butyl-4-hydroxybenzoic acid (structurally similar to butylated hydroxytoluene), was synthesized. The hydroxy group of serine was esterified with two classical NSAIDs, ibuprofen and ketoprofen. The Trolox derivatives with ibuprofen (7) and ketoprofen (10) were the most potent inhibitors of lipid peroxidation (IC₅₀ 3.4 μΜ and 2.8 μΜ), several times more potent than the reference Trolox (IC₅₀ 25 μΜ). Most of the compounds decreased carrageenan-induced rat paw edema (37–67% at 150 μmol/kg). They were moderate inhibitors of soybean lipoxygenase, with the exception of ibuprofen derivative 8 (IC₅₀ 13 μΜ). The most active anti-inflammatory compounds exhibited a significant decrease in lipidemic indices in the plasma of Triton-induced hyperlipidemic rats, e.g., the most active compound 9 decreased triglycerides, total cholesterol and low-density lipoprotein cholesterol by 52%, 61% and 70%, respectively, at 150 μmol/kg (i.p.), similar to that of simvastatin, a well-known hypocholesterolemic drug. Since the designed compounds seem to exhibit multiple pharmacological actions, they may be of use for the development of agents against inflammatory and degenerative conditions. Full article

We synthesized a series of polystyrene derivatives modified with precursors of liquid crystal (LC) molecules via polymer modification reactions. Thereafter, the orientation of the LC molecules on the polymer films, which possess part of the corresponding LC molecular structure, was investigated systematically. The precursors and the corresponding derivatives used in this study include ethyl-p-hydroxybenzoate (homopolymer P2BO and copolymer P2BO#, where # indicates the molar fraction of ethylbenzoate-p-oxymethyl in the side chain (# = 20, 40, 60, and 80)), n-butyl-p-hydroxybenzoate (P4BO), n-hexyl-p-hydroxybenzoate (P6BO), and n-octyl-p-hydroxybenzoate (P8BO). A stable and uniform vertical orientation of LC molecules was observed in LC cells fabricated with P2BO#, with 40 mol% or more ethylbenzoate-p-oxymethyl side groups. In addition, the LC molecules were oriented vertically in LC cells fabricated with homopolymers of P2BO, P4BO, P6BO, and P8BO. The water contact angle on the polymer films can be associated with the vertical orientation of the LC molecules in the LC cells fabricated with the polymer films. For example, vertical LC orientation was observed when the water contact angle of the polymer films was greater than ~86°. Good orientation stability was observed at 150 °C and with 20 J/cm² of UV irradiation for LC cells fabricated with the P2BO film. Full article

A new hybrid compound of chalcone-salicylate (title compound) has been successfully synthesized using a linker mode approach under reflux condition. The structure of the title compound has been established by spectroscopic analysis including UV-Vis, FT-IR, HRMS, 1D, and 2D NMR. Then, computational approach was also applied in this study through molecular docking and MD simulation to explore its potency against breast cancer. The results of the molecular docking study showed that the title compound exhibited more negative value of binding free energy (−8.15 kcal/mol) than tamoxifen (−7.00 kcal/mol). In addition, no striking change in the positioning of the interacting residues was recorded before and after the MD simulations. Based on the studies, it can be predicted that the title compound has a cytotoxic activity potency against breast cancer through ERα inhibition and it presumably can be developed as anticancer agent candidate. Full article