Anisic Acid Research Articles

Elicitor-Induced Metabolomics Analysis of Halodule pinifolia Suspension Culture for an Alternative Antifungal Screening Approach against Candida albicans.

Elicitors are the agents that stimulate the defense responses of plants, and accumulate specialized metabolites in plant tissue culture. This study investigated the elicitor-feeding response of H. pinifolia suspension cell cultures (SCC) for metabolomics analysis and screening of specialized compounds against Candida albicans. Methyl jasmonate (MeJA) was used as an elicitor, and treatment of SCC at a concentration of 20 µM MeJA resulted in the maximum rosmarinic acid (RA) accumulation (117 mg/g dry weight), with transcript levels of RA biosynthetic genes HpPAL, HpC4H, and Hp4CL being 4.2, 2.5, and 3.7-fold higher, respectively, than the controls. GC-MS-based metabolomics analysis revealed a total of 47 metabolites, including 30 organic acids, six amino acids, six flavonoids, two sugars, two plant growth regulators, and one vitamin, which were significantly different between control and MeJA-treated cells. Furthermore, five phenolic acids were discovered at higher concentrations, including p-anisic acid, p-coumaric acid, caffeic acid, vanillic acid, and rosmarinic acid, and were purified and structurally elucidated for alternative antifungal screening against C. albicans and the evaluation of ADMET properties. The results from antifungal screening revealed that RA at MIC of 31.25 mg/L exhibited the lowest growth percentage of C. albicans (1.99%), with higher inhibition of isocitrate lyase 1 (ICL 1) enzyme (93.1%), followed by p-anisic acid (86.2%) and caffeic acid (85.1%), respectively. The drug likeliness and ADMET properties of RA exhibited promising results, with a bioactivity score of 0.57, 0.15, and 0.24 for nuclear receptor ligand, protease inhibitor, and enzyme inhibitor, respectively. Therefore, MeJA appears to have a significant effect on enhanced RA accumulation in H. pinifoia cells with phenylpropanoid transcript expression, and acts as an ICL1 inhibitor of C. albicans.

Nematicidal activity of furanoeremophilenes against Meloidogyne incognita and Nacobbus aberrans.

While searching for novel small molecules for new organic pesticide agents against plant-parasitic nematodes, we found that the hexane extract from the roots of Senecio sinuatos and its main secondary metabolite, 3β-angeloyloxy-6β-hydroxyfuranoeremophil-1(10)-ene (1), possess nematicidal activity against the second stage juvenile (J2) of Meloidogyne incognita and Nacobbus aberrans. Both species reduce yield of various vegetable crops. These results encouraged us to synthesize esters 3-9 formed by diol 2, obtained by alkaline hydrolysis of 1 and acetic anhydride, benzoic acid, 2-nitrobenzoic acid, 2-bromobenzoic acid, 4-nitrobenzoic acid, 4-bromobenzoic acid, and 4-methoxybenzoic acid, respectively. The nematicidal activity of these esters was evaluated and compared with that of the free benzoic acids. Natural product 1 and derivatives 2-9 were obtained and characterized by their physical and spectroscopic properties, including one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) experiments; X-ray diffraction analysis established their absolute configuration. The nematicidal activity of compounds 1-9 was assessed in vitro against M. incognita and N. aberrans J2 and was compared to activity shown by benzoic acid, 2-nitrobenzoic acid, 2-bromobenzoic acid, 4-nitrobenzoic acid, 4-bromobenzoic acid, and 4-methoxybenzoic acid. The esters suppressed nematodes more than free benzoic acid. Nacobbus aberrans J2 were suppressed, with compounds 5, 6, and 8 being the most active. Esters formed by 3β,6β-dihydroxyfuranoeremophil-1(10)-ene and ortho- or para-substituted benzoic acids containing electron acceptor groups had nematicidal activity against N. aberrans. These compound can potentially serve as a model for the development of new organic nematicidal agents. © 2022 Society of Chemical Industry.

Biotransformation of Ferulic acid to Vanillin by the fungus, Schizophyllum commune Fr.

The abundant and readily available precursor Ferulic acid (4-hydroxy-3-methoxycinnamic acid) was utilized to evaluate the biotransformation potential of S. commune in catabolizing the precursor Ferulic acid, Ferulic acid metabolism is expected to occur via. propanoic chain degradation to form Vanillic acid which was further metabolized to Protocatechuic aldehyde (3,4-dihydroxybenzaldehyde) via. Protocatechuic acid (3, 4-dihydroxybenzoic acid) or by reductive pathway forming Vanillin (4-hydroxy-3- methoxybenzaldehyde) The percentage of biotransformation was found to be 93 in production of Vanillic acid (4-hydroxy-3- methoxybenzoic acid) from Ferulic acid for biomass of 0.025gms (fresh weight) at a concentration of 02.5mM Ferulic acid in 50ml. Minimal media, at 370 C, pH (6.0) and an incubation period of 10 days. The presence of Vanillin is detected. along with Protocatechuic acid. Vanillin accumulation was found to be in remarkable amounts when Vanillic acid was fed as sole carbon source. Vanillic acid is an intermediate metabolite of Ferulic acid and immediate precursor of Vanillin. The potential of the fungus to convert Vanillic acid (10.0mM) concentration was explored and an yield of 4.5gl-1 was found on 12th day of incubation. Formation of Protocatechuic acid alone from Ferulic acid was noticed at pH (8.0) under static experimental conditions. This indicates that S. commune follows an entirely novel path of catabolism in alkaline conditions in comparison to acidic environment.

Solid-liquid equilibrium measurements using DSC for three binary mixtures of 2-methylbenzoic acid + 3-methylbenzoic acid, 2-methoxybenzoic acid + 3-methylbenzoic acid, and N-phenylacetamide + benzamide

This study reports the solid-liquid equilibrium (SLE) data for three binary mixtures of 2-methylbenzoic acid + 3-methylbenzoic acid, 2-methoxybenzoic acid + 3-methylbenzoic acid, and N-phenylacetamide + benzamide. These phase equilibrium data were measured using the Differential Scanning Calorimetry (DSC). The solidus and liquidus temperatures for each binary mixture at various compositions are presented. All three binary mixtures show the simple eutectic behavior. The eutectic temperatures and compositions for these binary mixtures were determined using the fractional transformation method. The fractional transformation is defined as the fraction of the mixture that is liquefied during the heating process using DSC. The fractional transformation data at the eutectic point, denoted as the eutectic fraction, were evaluated from the experimental DSC results over various time intervals during the measurements. A triangular plot of the eutectic fractions against various compositions of a binary mixture effectively illustrated the eutectic point condition. The liquidus curves for each binary system were correlated using the Wilson and NRTL (Non-Random Two-Liquid) activity coefficient models. The optimally fitted model parameters for each binary mixture are presented in this study. Satisfactory correlation results are also demonstrated for all binary systems.

Quantitative 1H-NMR analysis reveals steric and electronic effects on the substrate specificity of benzoate dioxygenase in Ralstonia eutropha B9.

The cis-dihydroxylation of arenes by Rieske dearomatizing dioxygenases (RDDs) represents a powerful tool for the production of chiral precursors in organic synthesis. Here, the substrate specificity of the RDD benzoate dioxygenase (BZDO) in Ralstonia eutropha B9 whole cells was explored using quantitative 1H nuclear magnetic resonance spectroscopy (q1H-NMR). The specific activity, specific carbon uptake, and regioselectivity of the dihydroxylation reaction were evaluated in resting cell cultures for a panel of 17 monosubstituted benzoates. Two new substrates of this dioxygenase system were identified (2-methyl- and 3-methoxybenzoic acid) and the corresponding cis-diol metabolites were characterized. Higher activities were observed for benzoates with smaller substituents, predominantly at the 3-position. Elevated activities were also observed in substrates bearing greater partial charge at the C-2 position of the benzoate ring. The regioselectivity of the reaction was directly measured using q1H-NMR and found to have positive correlation with increasing substituent size. These results widen the pool of cis-diol metabolites available for synthetic applications and offer a window into the substrate traits that govern specificity for BZDO.

Ficus benghalensis promotes the glucose uptake- Evidence with in silico and in vitro.

Ficus benghalensis L. is traditionally used to manage diabetes; also used in various herbal formulations, and is indicated as an insulin sensitizer. Hence, present work attempted in identifying the probable lead hits to promote glucose uptake via computational approach followed by experimental evaluation of hydroalcoholic extract of Ficus benghalensis L. bark in yeast cells. The in vitro assay for glucose uptake was performed in the baker yeast whereas in-silico study involved retrieving the phytoconstituents from open sources, and predicting for probable targets of diabetes followed by drug-likeness score, probable side effects, and ADMET profile. Homology modeling was performed to construct the target protein glucose transporter-2. In addition, the binding affinity of each ligand with glucose transporter was predicted using AutoDock 4.2. A total of 17 phytoconstituents from F. benghalensis were identified to possess the anti-diabetic effects. Among them, 4-methoxybenzoic acid scored the highest drug-likeness score and lupeol acetate had the maximum binding affinity of -8.02kcal/mol with 9 pi-interactions via Tyr324, Phe323, Ile319, Ile200, Ile28, Phe24, and Ala451. Similarly, the extract showed the highest glucose uptake efficacy in yeast cells at 500µg/mL. Herein the present study reflected the probable activity of the phytoconstituents from F. benghalensis in promoting the glucose uptake via the in silico and in vitro approaches.

The Response Surface Optimization of Supercritical CO2 Modified with Ethanol Extraction of p-Anisic Acid from Acacia mearnsii Flowers and Mathematical Modeling of the Mass Transfer.

A widely disseminated native species from Australia, Acacia mearnsii, which is mainly cultivated in Brazil and South Africa, represents a rich source of natural tannins used in the tanning process. Many flowers of the Acacia species are used as sources of compounds of interest for the cosmetic industry, such as phenolic compounds. In this study, supercritical fluid extraction was used to obtain non-volatile compounds from A. mearnsii flowers for the first time. The extract showed antimicrobial activity and the presence of p-anisic acid, a substance with industrial and pharmaceutical applications. The fractionation of the extract was performed using a chromatographic column and the fraction containing p-anisic acid presented better minimum inhibitory concentration (MIC) results than the crude extract. Thus, the extraction process was optimized to maximize the p-anisic acid extraction. The response surface methodology and the Box–Behnken design was used to evaluate the pressure, temperature, the cosolvent, and the influence of the particle size on the extraction process. After the optimization process, the p-anisic acid yield was 2.51% w/w and the extraction curve was plotted as a function of time. The simulation of the extraction process was performed using the three models available in the literature.

Phenolic compounds recovered from ora-pro-nobis leaves by microwave assisted extraction

Ora-pro-nobis is an ornamental plant, often used as food in some regions of Brazil, and Pereskia grandifolia is one of the less explored specie of this nutritional plant. To understand the antioxidant potential and phenolic profile of ora-pro-nobis leaves, the micro-wave assisted extraction (MAE) was held using the green solvents ethanol and water. An optimization was made using Box-Behnken experimental design (3 2 ), with process time, temperature and solvent (% of water/ethanol) as variables. The evaluated responses were the process yield, combined with antioxidant capacity (DPPH, ABTS and FRAP methods) and total phenolic content (TPC) of the recovered extracts. Soxhlet method with ethanol was performed for comparison purpose. The phenolic profile of extract samples was assessed by LC-ESI-MS/MS analysis. High yield values were provided by 50% ethanol as solvent at 150 °C. Best antioxidant potential from DPPH and FRAP methods were provided by ethanolic extracts at 110 °C, while water extracts at 150 °C provided best ABTS results. High TPC recovery was found in 50% ethanol samples at 70 °C. Overall, 24 phenolic compounds were identified, within caffeic acid, ellagic acid, p -anisic acid, p-coumaric acid kaempferol and quercetin as the main components. Ellagic acid and p-anisic acid were firstly reported associated to ora-pro-nobis leaves. The optimization of the results indicates that 150 °C, 12.5 min of MAE and ethanol as solvent provided the best combined responses. The use of MAE for ora-pro-nobis leaves is a novelty that must be followed to explore green methods to value natural products. • MAE was efficient to recover phenolic-rich extracts from ora-pro-nobis. • MAE water extracts provided phenolic-rich and flavonoid-rich fraction. • Ellagic acid and p -anisic acid were firstly identified from ora-pro-nobis leaves.

Bioactive (CO) - Oligoesters as Efficient Delivery Systems of P-Anisic Acid for Application in Cosmetics

In the present study has been conducted on p-Anisic acid and its application in biological systems. The high performance liquid chromatography has been used to analyse the effect of p-anisic acid. The principal moment of inertia and thermodynamic functions were calculated by adopting the following procedure of formulae by using spectroscopic data and structural parameters. The studies related to the realease of p-anisic acid from both (p-AA-CH2-HP)n oligoester (a) and [(p-AA-CH2-HP)x-co-(HB)y] (co)oligoesters (b) were performed in water solution. Biological comparioson of in vitro studies presented that the synthesized (co)oligoesters were found to non-toxic in nature non-toxic and were found to tolerant by the HaCaT cells. Both (homo) and (co)oligoesters showed a positive effect on keratinocyte growth, specifically at moderate concentrations.

Evaluation of the Physico-Chemical Properties of Liposomes Assembled from Bioconjugates of Anisic Acid with Phosphatidylcholine.

The aim of this work was the evaluation of the physico-chemical properties of a new type of liposomes that are composed of DPPC and bioconjugates of anisic acid with phosphatidylcholine. In particular, the impact of modified anisic acid phospholipids on the thermotropic parameters of liposomes was determined, which is crucial for using them as potential carriers of active substances in cancer therapies. Their properties were determined using three biophysical methods, namely differential scanning calorimetry (DSC), steady-state fluorimetry and attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR). Moreover, temperature studies of liposomes composed of DPPC and bioconjugates of anisic acid with phosphatidylcholine provided information about the phase transition, fluidity regarding chain order, hydration and dynamics. The DSC results show that the main phase transition peak for conjugates of anisic acid with phosphatidylcholine molecules was broadened and shifted to a lower temperature in a concentration- and structure-dependent manner. The ATR-FTIR results and the results of measurements conducted using fluorescent probes located at different regions in the lipid bilayer are in line with DSC. The results show that the new bioconjugates with phosphatidylcholine have a significant impact on the physico-chemical properties of a membrane and cause a decrease in the temperature of the main phase transition. The consequence of this is greater fluidity of the lipid bilayer.

Substituted Organotin Complexes of 4-Methoxybenzoic Acid for Reduction of Poly(vinyl Chloride) Photodegradation.

Poly(vinyl chloride) suffers from degradation through oxidation and decomposition when exposed to radiation and high temperatures. Stabilizers are added to polymeric materials to inhibit their degradation and enable their use for a longer duration in harsh environments. The design of new additives to stabilize poly(vinyl chloride) is therefore desirable. The current study includes the synthesis of new tin complexes of 4-methoxybenzoic acid and investigates their potential as photostabilizers for poly(vinyl chloride). The reaction of 4-methoxybenzoic acid and substituted tin chlorides gave the corresponding substituted tin complexes in good yields. The structures of the complexes were confirmed using analytical and spectroscopic methods. Poly(vinyl chloride) was doped with a small quantity (0.5%) of the tin complexes and homogenous thin films were made. The effects of the additives on the stability of the polymeric material on irradiation with ultraviolet light were assessed using different methods. Weight loss, production of small polymeric fragments, and drops in molecular weight were lower in the presence of the additives. The surface of poly(vinyl chloride), after irradiation, showed less damage in the films containing additives. The additives, in particular those containing aromatic (phenyl groups) substitutes, inhibited the photodegradation of polymeric films significantly. Such additives act as efficient ultraviolet absorbers, peroxide quenchers, and hydrogen chloride scavengers.

Synthesis, characterization, and antioxidant material activities of organotin (IV) carboxylates with tin-para methoxy benzoic acid

This study compares whether the antioxidant activity of Para Methoxy Benzoic Acid (L) and its organotin complexes has increased or decreased using methods of: 2,2-diphenyl-1-picrylhydrazyl (DPPH) and CUPRAC technique for di and tri-organotin(IV) compounds. The condensation reactions of Tin-Para Methoxy Benzoic Acid as a ligand with di and tri-organotin(IV) compounds yielded four organotin complexes (1–4). Infrared spectroscopy (FTIR), 119Sn nuclear magnetic resonance (NMR), and 1H NMR techniques were utilized to investigate the resultant complexes. Because of the metal moiety, the ensuing organic tin(IV) complexes exhibited stronger antioxidant activity than the ligands produced from it, and compound 3 had higher antioxidant activity than the others.

Asaronic acid inhibits ER stress sensors and boosts functionality of ubiquitin-proteasomal degradation in 7β-hydroxycholesterol-loaded macrophages

BackgroundMisfolded proteins are formed in the endoplasmic reticulum (ER) due to diverse stimuli including oxidant production, calcium disturbance, and inflammatory factors. Accumulation of these non-native proteins in the ER evokes cellular stress involving the activation of unfolded protein response (UPR) and the execution of ER-associated degradation (ERAD). Naturally-occurring plant compounds are known to interfere with UPR due to their antioxidant and anti-inflammatory activities, leading to inhibition of ER stress. However, there are few studies dealing with the protective effects of natural compounds on the functionality of ERAD. PurposeThe current study examined whether asaronic acid enhanced ubiquitin-proteasomal degradation in J774A.1 murine macrophages exposed to 7β-hydroxycholesterol, a risk factor for atherosclerosis. Asaronic acid (2,4,5-trimethoxybenzoic acid), identified as one of purple perilla constituents, has anti-diabetic and anti-inflammatory effects. Little is known regarding the effects of asaronic acid on the ERAD process and the ubiquitin-proteasomal degradation. Methods and resultsMurine macrophages were incubated with 28 μM 7β-hydroxycholesterol in absence and presence of 1–20 μΜ asaronic acid for up to 24 h. Nontoxic asaronic acid in macrophage diminished the activation of the ER stress sensors of ATF6, IRE1 and PERK stimulated by 7β-hydroxycholesterol. This methoxybenzoic acid down-regulated the oxysterol-induced expression of EDEM1, OS9, Sel1L-Hrd1 and p97/VCP1, all required for the recognition, recruitment and dislocation of misfolded proteins. On the other hand, asaronic acid enhanced the ubiquitin-proteasomal degradation of non-native proteins dislocated to the cytosol by 7β-hydroxycholesterol, which entailed the induction of the chaperones of Hsp70 and CHIP and the increased colocalization of ubiquitin and proteasomes. Taken together, asaronic acid attenuated the induction of the UPR-associated sensors and the dislocation-linked transmembrane components in the ER. Conversely, this compound enhanced the proteasomal degradation of dislocated non-native proteins in concert with the chaperones of Hsp70 and CHIP through ubiquitination. ConclusionThese observations demonstrate that asaronic acid may be a potent atheroprotective agent as a natural chaperone targeting ER stress-associated macrophage injury.

Fabrication of 2D Metal–Organic Framework Nanosheets with Highly Colloidal Stability and High Yield through Coordination Modulation

2D metal-organic frameworks (MOFs) are promising 2D materials with a wide range of applications due to their unique physical and chemical properties. However, 2D MOFs are prone to stacking due to their ultrathin thickness, and the high-yield preparation method of 2D MOFs is highly demanded. In this work, a rapid and scalable method is novelistically presented to prepare 2D MOFs with highly colloidal stability and high yield through coordination modulation at room temperature. A well-ordered CuBDC-MBA nanosheet (BDC, 1,4-benzenedicarboxylic; MBA, 4-methoxybenzoic acid) fabricated by introducing MBA as a modulator exhibits extremely stable colloid suspension for 6 months and the yield of well-dispersed CuBDC-MBA is higher than 88.6%. As MBA successfully participates in synthetic coordination of CuBDC-MBA and is presumably installed on the edge of 2D MOFs with low MBA content due to anisotropic growth, CuBDC-MBA and CuBDC are similar with respect to nanosheet morphology, integrated crystal structure, and porosity. Moreover, well-dispersed CuBDC-MBA shows higher catalytic effectiveness for the cycloaddition reaction of CO2 with 1.5 times higher yield than CuBDC. Thus, this method can provide a new idea based on coordination modulation to directly fabricate 2D MOFs with purposeful properties.

Development of Abraham model correlations for solute transfer into cyclopentanol from both water and the gas phase based on measured solubility ratios

ABSTRACT Experimental mole fraction solubilities are reported for acenaphthene, benzoin, salicylamide, o-acetoacetanisidide, benzoic acid, 4-chlorobenzoic acid, 3,4-dichlorobenzoic acid, 4-methoxybenzoic acid, 3,4-dimethoxybenzoic acid, 2-hydroxybenzoic acid, 2-methylbenzoic acid, 3-methylbenzoic acid and 4-nitrobenzoic acid dissolved in cyclopentanol at 298.15 K. Results of experimental measurements, combined with published solubility data and activity coefficient data taken from the published literature, were used to derive Abraham model correlations for solute transfer into anhydrous cyclopentanol solvent from both water and from the gas phase. The derived Abraham model correlations back-calculate the observed experimental data to within 0.11 log units (or less).

Chemical constituents from the leaves and branches of Annona coriacea Mart. (Annonaceae)

The phytochemical investigation of the leaves and branches of Annona coriacea Mart. (Annonaceae) led to the isolation and characterization of eight compounds: five isoquinoline-derived alkaloids, including pukateine (1), liriodenine (4), anonaine (5), obovanine (6), and norisocorydine (7); one terpene lactone known as loliolide (3); one benzoic acid derivative, 2-methoxybenzoic acid (2), and 3,4,5-trimethoxyphenol (8). All compounds, except liriodenine, are being described for the first time in the species A. coriacea, and their chemophenetics relationships were discussed. The structures were elucidated by extensive analyses of 1D and 2D NMR (COSY, HSQC, and HMBC) spectroscopy in combination with MS, and the data were compared with literature values. The NMR dataset of pukateine and obovanine was reviewed. Our results showed that A. coriacea is a typical species of the Annonaceae family and an important source of aporphine alkaloids with chemophenetic relationships with Xylopia, Duguetia, Guatteria, Artabotrys, and Goniothalamus genera.

The changes in density, flavor compounds, and sensory description of vanilla extract after expiration

The transformation of sensory description of vanilla extract after it reaches the expiration date is caused by the changes in its flavor compounds. The aim of this study is to analyze the density, flavor compounds and sensory description in vanilla extract before and after the expiration date, quantitatively. Densities were measured using density meter, flavor compounds were measured using gas chromatography-mass spectrometry (GC-MS) and sensory descriptions of vanilla extract were observed using the sensory analysis of Quantitative Descriptive Analysis (QDA) by trained panellist. The results showed that the density of vanilla oleoresin increased during storage. Moreover, the GC-MS results showed that there were several flavor components that only existed on expired samples, such as 4-methyl guaiacol, anisyl ethyl ether, and anisic acid. However, there was no significant difference in vanilla extract sensory description, except for anisic attribute, where the expired vanilla extract was more anisic.

Isolation of a Morphinan Alkaloid and a Methoxybenzoic Acid with The Investigation on The Antibacterial Effect of Alphonsea cylindrica King Leaves

Alphonsea cylindrica King belongs to the family Annonaceae, which is traditionally used to treat rheumatism, bruises, and edema. Investigation of its antibacterial properties was carried out on hexane and dichloromethane crude extracts using agar diffusion method and minimum inhibitory concentration against ESKAPE pathogens. Both extracts showed positive results in inhibiting E. faecium, S. aureus, and K. pneumoniae, while the dichloromethane extract showed further inhibition against P. aeruginosa. A morphinan alkaloid, O-methylpallidinine (1), along with a methoxybenzoic acid, isovanillic acid (2), were isolated from the dichloromethane leaf extract of the plant and elucidated via NMR spectroscopy, FTIR spectroscopy, UV-vis spectroscopy, and GC-MS, and compared with the reported data. Both compounds are reported for the first time from A. cylindrica, while O-methylpallidinine was isolated as natural product for the first time from the family Annonaceae. Both 1 and 2 showed low activity against S. aureus with an IC50 value of 371.82 μg/mL and 385.37 μg/mL, respectively. This is the first report on the antibacterial activity of compound 1. The results can be used as future references for the discovery of morphinans and the potential of A. cylindrica as an antibacterial source.

Monofloral Honeys as a Potential Source of Natural Antioxidants, Minerals and Medicine.

Background: vegetative diversity is based on different climate and geographical origins. In terms of beekeeping, herbal diversity is strongly correlated to the production of a wide variety of honey. Therefore, based on the existing plant diversity in each country, multiple honey varieties are produced with different health characteristics. While beekeeping potential and consumption preferences are reflected in products’ variety, this leads to an increase in the region’s economy and extensive export. In the last years, monofloral honey has gained interest from consumers and especially in the medicinal field due to the presence of phytochemicals which are directly linked to health benefits, wound healing, antioxidant, anticancer and anti-inflammatory activities. Scope and approach: this review aims to highlight the physicochemical properties, mineral profiles and antioxidant activities of selected monofloral honeys based on their botanical and geographical origin. Moreover, this review focuses on the intercorrelation between monofloral honey’s antioxidant compounds and in vitro and in vivo activities, focusing on the apoptosis and cell proliferation inhibition in various cell lines, with a final usage of honey as a potential therapeutic product in the fight towards reducing tumor growth. Key findings and conclusions: multiple studies have demonstrated that monofloral honeys have different physicochemical structures and bioactive compounds. Useful chemical markers to distinguish between monofloral honeys were evidenced, such as: 2-methoxybenzoic acid and trimethoxybenzoic acid are distinctive to Manuka honey while 4-methoxyphenylacetic acid is characteristic to Kanuka honey. Furthermore, resveratrol, epigallocatechin and pinostrobin are markers distinct to Sage honey, whereas carvacrol and thymol are found in Ziziphus honey. Due to their polyphenolic profile, monofloral honeys have significant antioxidant activity, as well as antidiabetic, antimicrobial and anticancer activities. It was demonstrated that Pine honey decreased the MDA and TBARS levels in liver, kidney, heart and brain tissues, whereas Malicia honey reduced the low-density lipoprotein level. Consumption of Clover, Acacia and Gelam honeys reduced the weight and adiposity, as well as trygliceride levels. Furthermore, the antiproliferative effect of chrysin, a natural flavone in Acacia honey, was demonstrated in human (A375) and murine (B16-F1) melanoma cell lines, whereas caffeic acid, a phenolic compound found in Kelulut honey, proves to be significant candidate in the chemoprevention of colon cancer. Based on these features, the use of hiney in the medicinal field (apitherapy), and the widespread usage of natural product consumption, is gaining interest by each year.

Aromatic compounds that attract Meloidogyne species second-stage juveniles in soil.

Nematode attractants could serve in nematode control strategies by combining with chemical or biological nematicides or by interrupting the nematodes' host-finding process. The attractiveness of some benzenoid aromatic compounds, mainly benzoic acids, alcohols, aldehydes and phenols, to second-stage juveniles (J2) of four Meloidogyne species (M. hapla, M. incognita, M. javanica and M. marylandi) was evaluated by using trap tubes and balls filled with washed dune sand buried in nematode-inoculated sand in Petri dishes. Two-methoxybenzaldehyde, 2-methoxycinnamaldehyde, 2-hydroxybenzoic acid (salicylic acid), 2-hydroxy-3-methoxybenzaldehyde (o-vanillin), 3-methoxybenzoic acid, 4-methoxybenzoic acid and trans-cinnamic acid effectively attracted J2 of all or most of the four Meloidogyne species to trap tubes in a one-compound assay. When nematodes were exposed to three different compounds simultaneously in the three-compound assay, J2 of all Meloidogyne species were attracted mainly to 2-methoxycinnamaldehyde, salicylic acid and 4-methoxybenzoic acid. Exceptions were M. hapla J2, which were not attracted to salicylic acid. In the soil column assay, M. javanica and M. incognita J2 were attracted upward to 4-methoxybenzoic acid in a trap ball located 4 or 8cm above the inoculation point, whereas salicylic acid and 3-methoxybenzoic acid demonstrated slight, if any attraction. Although some of the tested compounds exist in root exudates, it is not clear whether they are involved in the nematode host-searching process in nature. The attractants found in the study have potential for use in Meloidogyne species control, probably as a nematode trap constituent or as compounds that disrupt the nematodes' host-finding process. © 2021 Society of Chemical Industry.