Acetic Acid Derivatives Research Articles

A Tricyclic Aromatic Polyketide Isolated from the Marine-Derived Fungus Curvularia aeria.

A novel tricyclic polyketide, curvulanone (1), was isolated from the marine-derived fungus Curvularia aeria. The structure of 1 was determined by NMR and single-crystal X-ray crystallography. 1 had a cyclopentabenzopyranone with 3-acetic acid structure that is rarely found in natural compounds. Monoamine oxidase and sirtuin 1 inhibitory test was exhibited and 1 showed their inhibitory activity.

CHROMATOGRAPHIC AND PHYTOBIOLOGICAL ASSESSMENT OF SOME NATURAL BORON-CONTAINING COMPOUNDS

Boron (B) has many roles in the plant kingdom, being an essential element for fundamental metabolic pathways, with reference to carbohydrates, ribonucleic acid, phenolic compounds, indole acetic acid derivatives, respiration, as well as for the structure of cell wall and integrity of plasma membrane, cell division, differentiation, and elongation at the level of meristematic tissues, growth of the pollen tube, grain maturation. It has also been shown that the low amount of B can cause sterility during herbal reproductive stage.For identification and quantitative determination of some natural B-containing compounds (BCCs), such as boric acid, fructoboric acid and its derivatives (Ca–fructose–B complex and Zn–fructose–B complex), sodium tetraborate, high-performance thin-layer chromatography (HPTLC)–ultraviolet (UV) densitometry method was used, based on the following experimental conditions: stationary phase HPTLC silica gel G 60 F254 precoated glass plates, mobile phase 2-propanol–water 8:2 (v/v), derivatization with chlorogenic acid.The phytobiological assessment of natural BCCs was carried out using Triticum test. A slight stimulation of the mean radicular elongation of wheat-germinated caryopses, compared to the reference, was recorded for fructoboric acid and its derivatives at a concentration of 0.1% expressed in B.

ВОЗМОЖНОСТЬ ИСПОЛЬЗОВАНИЯ ТРИХЛОРУКСУСНОЙ КИСЛОТЫ ДЛЯ АЦЕТОЛИЗА ПЫЛЬЦЕВЫХ ЗЕРЕН ПРИ МЕЛИССОПАЛИНОЛОГИЧЕСКОМ АНАЛИЗЕ

The possibility of using trichloroacetic acid instead of the classical mixture of acetic anhydride with sulfuric acid for acetolysis of pollen grains in the melissopalynological analysis of honey is demonstrated. This substance in comparison with other derivatives of acetic acid allows holding the sample in a boiling water bath that improves the result of acetolysis of pollen grains. The possibility of using various solvents for transferring acetolyzed pollen grains to glass slides for further microscopy was also investigated. The optimal reagents and parameters for this analysis were studied and identified during the experiments.

Synthesis, antibacterial, and antibiofilm activities of pulmonarin B analogues

New analogues of pulmonarin B were synthesized from (3,5-dibromo-4-hydroxyphenyl)acetic acid derivatives, and their antibacterial and antibiofilm activities against E. coli, S. aureus, and P. aeruginosa were evaluated. The antibacterial activity of synthesized ammonium salts against the methicillin-resistant strain of S. aureus 222 depends on the length of the alkyl chain. Bis-quaternary ammonium salt 5 demonstrated better activity against S. aureus 222, E. coli 311, and P. aeruginosa 449 compared to mono-alkylated derivatives. Analogues of pulmonarin B 5 and 4d reduced S. aureus 222 biofilm formation by 74.5% and 89.4%, respectively. In addition, compound 4c turned out to be the most active against the biofilm formation of P. aeruginosa 449 (biomass decreased by 39.8%).

Synthetic macromolecular peptide-mimetics with amino acid substructure residues as protein stabilising excipients.

The clinical use of protein and peptide biotherapeutics requires fabrication of stable products. This particularly concerns stability towards aggregation of proteins or peptides. Here, we tested a hypothesis that interactions between a synthetic peptide, which is an aggregation-prone region analogue, and its homologous sequence on a protein of interest, could be exploited to design excipients which stabilise the protein against aggregation. A peptide containing the analogue of lysozyme aggregation-prone region (GILQINSRW) was conjugated to a RAFT agent and used to initiate the polymerisation of N-hydroxyethyl acrylamide, generating a GILQINSRW-HEA90 polymer, which profoundly reduced lysozyme aggregation. Substitution of tryptophan in GILQINSRW with glycine, to form GILQINSRG, revealed that tryptophan is a critical amino acid in the protein stabilisation by GILQINSRW-HEA90. Accordingly, polymeric peptide-mimetics of tryptophan, phenylalanine and isoleucine, which are often present in aggregation-prone regions, were synthesized. These were based on synthetic oligomers of acrylamide derivatives of indole-3 acetic acid (IND), phenylacetic acid (PHEN), or 2-methyl butyric acid (MBA), respectively, conjugated with hydrophilic poly(N-hydroxyethyl acrylamide) blocks to form amphiphilic copolymers denoted as INDm-, PHENm- and MTBm-b-HEAn. These materials were tested as protein stabilisers and it was shown that solution properties and the abilities of these materials to stabilise insulin and the peptide IDR 1018 towards aggregation are dependent on the chemical nature of their side groups. These data suggest a structure-activity relationship, whereby the indole-based INDm-b-HEAn peptide-mimetic displays properties of a potential stabilising excipient for protein formulations.

Oxidase-like manganese oxide nanoparticles: a mechanism of organic acids/aldehydes as electron acceptors and potential application in cancer therapy.

Identifying the underlying catalytic mechanisms of synthetic nanocatalysts or nanozymes is important in directing their design and applications. Herein, we revisited the oxidation process of 4,4'-diamino-3,3',5,5'-tetramethylbiphenyl (TMB) by Mn3O4 nanoparticles and revealed that it adopted an organic acid/aldehyde-triggered catalytic mechanism at a weakly acidic or neutral pH, which is O2-independent and inhibited by the pre-addition of H2O2. Importantly, similar organic acid/aldehyde-mediated oxidation was applied to other substrates of peroxidase in the presence of nanoparticulate or commercially available MnO2 and Mn2O3 but not MnO. The selective oxidation of TMB by Mn3O4 over MnO was further supported by density functional theory calculations. Moreover, Mn3O4 nanoparticles enabled the oxidation of indole 3-acetic acid, a substrate that can generate cytotoxic singlet oxygen upon single-electron transfer oxidation, displaying potential in nanocatalytic tumor therapy. Overall, we revealed a general catalytic mechanism of manganese oxides towards the oxidation of peroxidase substrates, which could boost the design and various applications of these manganese-based nanoparticles.

Discovery of a Novel Benzothiadiazine-Based Selective Aldose Reductase Inhibitor as Potential Therapy for Diabetic Peripheral Neuropathy.

Aldose reductase2 (ALR2), an activated enzyme in polyol pathway by hyperglycemia, has long been recognized as one of the most promising targets for diabetic complications especially in diabetic peripheral neuropathy (DPN). However, lots of ALR2 inhibitors showed serious sideeffects due to poor selectivity over aldehyde reductase (ALR1). Herein, we described the discovery of a series of benzothiadiazine acetic acid derivatives as potent and selective inhibitors against ALR2 and evaluation of their anti-DPN activities in vivo. Compound 15c carrying carbonyl group at the 3-position of thiadiazine ring showed high potent inhibition against ALR2 (IC50 = 33.19 nM) and about 16109-fold selectivity for ALR2 over ALR1. Cytotoxicity assays ensured the primary biosafety of 15c. Further pharmacokinetic assay in rats indicated 15c had a good pharmacokinetic feature (T1/2 = 5.60 h, AUC(0-t) = 598.57±216.5 μg/mL*h), which was superior to Epalrestat (T1/2 = 2.23 h, AUC(0-t) = 20.43±3.7 μg/mL*h). Finally, in streptozotocin (STZ)-induced diabetic rat model, 15c significantly increased the nerve conduction velocities (NCVs) of impaired sensory and motor nerve, achieved potent inhibition of D-sorbitol production in the sciatic nerves, and significantly increased the paw withdrawal mechanical threshold (PWMT). Combined the above investigations, we proposed that 15c might represent a promising lead compound for discovery of anti-diabetic peripheral neuropathy drug.

NIT24 and NIT29-mediated IAA synthesis of Xanthomonas oryzae pv. oryzicola suppresses immunity and boosts growth in rice.

Auxin plays a pivotal role in the co-evolution of plants and microorganisms. Xanthomonas oryzae pv. oryzicola (Xoc) stands as a significant factor that affects rice yield and quality. However, the current understanding of Xoc's capability for indole 3-acetic acid (IAA) synthesis and its mechanistic implications remains elusive. In this study, we performed a comprehensive genomic analysis of Xoc strain RS105, leading to the identification of two nitrilase enzyme family (NIT) genes, designated as AKO15524.1 and AKO15829.1, subsequently named NIT24 and NIT29, respectively. Our investigation unveiled that the deletion of NIT24 and NIT29 resulted in a notable reduction in IAA synthesis capacity within RS105, thereby impacting extracellular polysaccharide production. This deficiency was partially ameliorated through exogenous IAA supplementation. The study further substantiated that NIT24 and NIT29 have nitrilase activity and the ability to catalyse IAA production invitro. The lesion length and bacterial population statistics experiments confirmed that NIT24 and NIT29 positively regulated the pathogenicity of RS105, suggesting that NIT24 and NIT29 may regulate Xoc invasion by affecting IAA synthesis. Furthermore, our analysis corroborated mutant strains, RS105_ΔNIT24 and RS105_ΔNIT29, which elicited the outbreak of reactive oxygen species, the deposition of callose and the upregulation of defence-related gene expression in rice. IAA exerted a significant dampening effect on the immune responses incited by these mutant strains in rice. In addition, the absence of NIT24 and NIT29 affected the growth-promoting effect of Xoc on rice. This implies that Xoc may promote rice growth by secreting IAA, thus providing a more suitable microenvironment for its own colonization. In summary, our study provides compelling evidence for the existence of a nitrilase-dependent IAA biosynthesis pathway in Xoc. IAA synthesis-related genes promote Xoc colonization by inhibiting rice immune defence response and affecting rice growth by increasing IAA content in Xoc.

Variovorax soli mediated growth amelioration and abiotic stress alleviation in Capsicum annuum

In present study, rhizobacterial strains were isolated from soil sample and screened for plant growth promoting and antagonistic potential in vitro condition. The isolate exhibiting maximum plant growth promoting and antagonistic potential was subjected to biochemical characterization and 16S rDNA gene sequencing. Based on molecular characterization, the isolate was identified as Variovorax soli with NCBI accession number LC372534. The PGP potential of Variovorax soli was established as it augmented plant growth in control and under salt, drought, heavy metal stress conditions. Positive results for in-vitro tests viz. amylase, hydrogen cyanide, lipase, catalase, protease and chitinase production confirmed the antagonistic efficacy of Variovorax soli. Nutrient acquisition enhancing efficiency of V. soli was established as positive results were recorded for PGP tests viz. siderophore production, nitrogen fixation, phosphate solubilization and exopolysaccharide production. Plants inoculated with V. soli induced phytohormonal modulation (viz. increase in IAA level and reduction in stress ethylene level) for enhanced shoot, root length, increased plant fresh and dry weight, chlorophyll and proline content for extensive root system, plant growth and alleviation of salt, drought, arsenic stress impact as compared to uninoculated plants, thus confirming its ability as biological fertilizers. Along with (IAA) indole 3-acetic acid and (ACC deaminase) 1-aminocyclopropane 1-carboxylic acid deaminase, certain other extracellular exudates of PGPR serve as signaling molecules to trigger abiotic stress responsive pathway. V. soli is therefore a promising green alternative to chemical fertilizers to induce abiotic stress tolerance and reclaim soil fertility to elevate agricultural productivity.

An Efficient Synthesis of PARP Inhibitors Containing a 4-Trifluoromethyl Substituted 3,6,7,7a-Tetrahydro- 1H-pyrrolo[3,4-d]pyrimidine-2,5-dione Scaffold

Poly(ADP-ribose) polymerases (PARPs) are key enzymes in the DNA repair pathway. Inhibitors of these enzymes belong to a new type of anticancer drugs that selectively kill cancer cells by targeting the homologous recombination genetic defects. This study presents a new synthetic approach to PARP inhibitors containing a 4-trifluoromethyl substituted 3,6,7,7a-tetrahydro-1H-pyrrolo[3,4-d]pyrimidine-2,5-dione scaffold. The method is based on a practical one-step cyclocondensation of 2-(2-oxo-1,2,3,4-tetrahydropyrimidin-4-yl)acetic acid derivatives via the Curtius rearrangement of the corresponding acyl azides formed in situ upon the treatment with diphenylphosphoryl azide. The resulting products have been found to possess a potent inhibitory effect on PARP-1 and PARP-2 isoforms of poly(ADP-ribose) polymerases. The structure–activity analysis has revealed that the N1-aryl substituent is crucial to the selectivity and high potency towards PARP-2, and that the p-fluorobenzyl group is the optimal group for the non-selective and potent PARP-1 and PARP-2 inhibition.

Association between Dental Scores and Saliva Uremic Toxins.

Dental health is frequently altered in patients with chronic kidney disease. We conducted a prospective study on dental health in CKD patients with a specific interest in the association between dental health issues and the accumulation of uremic toxins in the saliva. A total of 88 patients were included in the study, with chronic kidney disease stage 2 to 5 (without kidney replacement). We analysed the total concentrations of eight uremic toxins (trimethylamine N-oxide -TMAO-, Indoxyl Sulfate, P-cresyl-sulfate, Indole 3-acetic acid, 3-carboxy-4-methyl-5-propyl-2-furanpropanoic acid -CMPF-, Kynurenine, Hippuric acid and Phenylacetylglutamine) and three precursors of uremic toxins (Tyrosine, Phenylalanine and Tryptophan) in the saliva using LC-MS/MS. We observed, for the first time, the association between various dental scores: DMFT, FST, CPITN, and OHIS, and saliva uremic toxins and precursors: TMAO, indoxyl sulfate, or hippuric acid. Further prospective interventional studies are required to confirm our results.

Synthesis of 2-Amino Aromatic Acetic Acid Derivatives via Rhodium-Catalyzed C–H Carboxymethylation

Synthesis of 2-Amino Aromatic Acetic Acid Derivatives via Rhodium-Catalyzed C–H Carboxymethylation

Accurate Computation of Aqueous pKas of Biologically Relevant Organic Acids: Overcoming the Challenges Posed by Multiple Conformers, Tautomeric Equilibria, and Disparate Functional Groups with the Fully Black-Box pK-Yay Method.

The use of static electronic structure calculations to compute solution-phase pKas offers a great advantage in that a macroscopic bulk property could be computed via microscopic computations involving very few molecules. There are various sources of errors in the quantum chemical calculations though. Overcoming these errors to accurately compute pKas of a plethora of acids is an active area of research in physical chemistry pursued by both computational as well as experimental chemists. We recently developed the pK-Yay method in our attempt to accurately compute aqueous pKas of strong and weak acids. The method is fully black-box, computationally inexpensive, and is very easy for even a nonexpert to use. However, the method was thus far tested on very few molecules (only 16 in all). Herein, in order to assess the future applicability of pK-Yay, we study the effect of multiple conformers, the presence of tautomers under equilibrium, and the impact of a wide variety of functional groups (derivatives of acetic acid with substituents at various positions, dicarboxylic acids, aromatic carboxylic acids, amines and amides, phenols and thiols, and fluorine bearing organic acids). Starting with more than 1000 conformers and tautomers, this study establishes that overall errors of ∼ 1.0 pKa units are routinely obtained for a majority of the molecules. Larger errors are noted in cases where multiple charges, intramolecular hydrogen bonding, and several ionizable functional groups are simultaneously present. An important conclusion to emerge from this work is that, the computed pKas are insensitive (difference <0.5) to whether we consider multiple conformers/tautomers or only choose the most stable conformer/tautomer. Further, pK-Yay captures the stereoelectronic effects arising due to differing axial vs equatorial pattern, and is useful to predict the dominant acid-base equilibrium in a system featuring several equilibria. Overall, pK-Yay may be employed in several chemical applications featuring organic molecules and biomonomers.

The Impact of Photosynthetic Characteristics and Metabolomics on the Fatty Acid Biosynthesis in Tea Seeds.

The synthesis of tea fatty acids plays a crucial role in determining the oil content of tea seeds and selecting tea tree varieties suitable for harvesting both leaves and fruits. However, there is limited research on fatty acid synthesis in tea trees, and the precise mechanisms influencing tea seed oil content remain elusive. To reveal the fatty acid biosynthesis mechanism, we conducted a photosynthetic characteristic and targeted metabolomics analysis in comparison between Jincha 2 and Wuniuzao cultivars. Our findings revealed that Jincha 2 exhibited significantly higher net photosynthetic rates (Pn), stomatal conductance (Gs), and transpiration rate (Tr) compared with Wuniuzao, indicating the superior photosynthetic capabilities of Jincha 2. Totally, we identified 94 metabolites with significant changes, including key hormone regulators such as gibberellin A1 (GA1) and indole 3-acetic acid (IAA). Additionally, linolenic acid, methyl dihydrojasmonate, and methylthiobutyric acid, precursors required for fatty acid synthesis, were significantly more abundant in Jincha 2 compared with Wuniuzao. In summary, our research suggests that photosynthetic rates and metabolites contribute to the increased yield, fatty acid synthesis, and oil content observed in Jincha 2 when compared with Wuniuzao.

Biocontrol rhizobacteria enhances growth and yield of wheat (Triticum aestivum) under field conditions against Fusarium oxysporum

ABSTRACTThe current study aimed to identify the survival of bio-control bacteria with antifungal activity against Fusarium oxysporum and assess their growth promoting activity in wheat crop field conditions. To evaluate the fungicidal activities of isolated bacteria using the dual culture method, both qualitative and quantitative bioassays were performed. Plant Growth Promoting activities such as Indole 3-Acetic Acid (IAA), phosphate solubilization, Hydrogen cyanide (HCN), and Siderophore production were assessed for three biocontrol bacterial isolates (BCB 07, BCB16, and BCB 83) out of 180 with 70% antagonistic activity against Fusarium oxysporum. Chitinase, protease, and cellulase interaction in isolates was also tested. BCB16 was selected as it had 70% antagonist activity against F. oxysporum but also had the highest PGPR (Plant Growth Promoting Rhizobacteria) traits when compared to the other two isolates. BCB16 was also tested for survival in talc powder and in wheat crop field conditions. Even after 4 months in talc powder, the survival rate remained stable. In a wheat crop field, BCB16 reduced the disease incidence of Fusarium oxysporum by 54.38%. When compared to fungus alone treatment, BCB16 increased average yield by 57% alone and 32% in challenged conditions. BCB16 was identified molecularly using the 16s rRNA gene. Bacillus amyloliquefaciens shared 97% of the deduced sequence. The sequence was submitted to genbank and assigned the accession number OM333889. Bacillus amyloliquefaciens has the potential to be used in the field as an alternative to synthetic fungicides against Fusarium oxysporum.

Design, synthesis, molecular docking, ADMET studies, and biological activity evaluation of new 2-({[3-aryl-1,2,4-oxadiazol-5-yl)methyl]thio}-1H-benzimidazoles and 6-amino-6-aryl-5,6-dihydro[1,6,2,4]oxathiadiazocino[4,5-a]benzimidazol-3(2H)-ones

Aryl amidoximes are active binucleophilic compounds used as a powerful and versatile reagent in synthesizing diverse heterocyclic compounds with pharmacological interest. Thus, a new series of 2-({[3-aryl-1,2,4-oxadiazol-5-yl)methyl]thio}-1H-benzimidazoles 5a-g was successfully synthesized from the reaction of (1,3-benzimidazol-2-ylthio)acetic acid (2) with aryl amidoximes 4a-g, respectively. The reaction is proceeded in dimethylformamide (DMF) in the presence of 1,1′-carbonyldiimidazole (CDI) as a coupling reagent. The unexpected products 6-amino-6-aryl-5,6-dihydro[1,6,2,4]oxathiadiazocino[4,5-a]benzimidazol-3(2H)-one 6a-c were formed through the reaction of acetic acid derivative 2 with arylamidoxime 4b,c,g in acetonitrile at room temperature or under reflux, using CDI as coupling reagent. Compounds 5g and 6a proved the most potent hypocholesterolemic agents, with significant hypolipidemic and hypotriglyceridemic influence. They represent promising candidates for establishing novel hypolipidemic derivatives and anti-atherosclerotic. Compounds 5g and 6a demonstrated the highest antioxidant effect, reaching 77 and 81% radical scavenging activity, respectively. Docking studies were also performed on the synthesized members to examine their binding interactions with their target enzyme, Niemann-Pick C1-like 1 (NPC1L1). Finally, physicochemical properties of the synthesized compounds were investigated in silico. The obtained results showed that most synthesized members had a positive drug-likeness profile.

Intrinsic disorder and conformational coexistence in auxin coreceptors

AUXIN/INDOLE 3-ACETIC ACID (Aux/IAA) transcriptional repressor proteins and the TRANSPORT INHIBITOR RESISTANT 1/AUXIN SIGNALING F-BOX (TIR1/AFB) proteins to which they bind act as auxin coreceptors. While the structure of TIR1 has been solved, structural characterization of the regions of the Aux/IAA protein responsible for auxin perception has been complicated by their predicted disorder. Here, we use NMR, CD and molecular dynamics simulation to investigate the N-terminal domains of the Aux/IAA protein IAA17/AXR3. We show that despite the conformational flexibility of the region, a critical W-P bond in the core of the Aux/IAA degron motif occurs at a strikingly high (1:1) ratio of cis to trans isomers, consistent with the requirement of the cis conformer for the formation of the fully-docked receptor complex. We show that the N-terminal half of AXR3 is a mixture of multiple transiently structured conformations with a propensity for two predominant and distinct conformational subpopulations within the overall ensemble. These two states were modeled together with the C-terminal PB1 domain to provide the first complete simulation of an Aux/IAA. Using MD to recreate the assembly of each complex in the presence of auxin, both structural arrangements were shown to engage with the TIR1 receptor, and contact maps from the simulations match closely observations of NMR signal-decreases. Together, our results and approach provide a platform for exploring the functional significance of variation in the Aux/IAA coreceptor family and for understanding the role of intrinsic disorder in auxin signal transduction and other signaling systems.

Cardiovascular Safety Evaluation of Febuxostat and Allopurinol: Findings from the FDA Adverse Event Reporting System.

Febuxostat and allopurinol are the most commonly used uric acid-lowering medications, and their safety is of great concern, especially the cardiovascular adverse reactions associated with febuxostat. We propose to study the cardiovascular toxicity of febuxostat and allopurinol using the FDA Adverse Event Reporting System (FAERS) database. A total of 64 quarters of FAERS data were downloaded from 2004 to 2019. Febuxostat- and allopurinol-related cardiovascular adverse events were extracted after data cleaning. Signal detection was conducted by reporting odds ratio (ROR) and proportional reporting ratio (PRR). There were 2939 and 25,219 reports of febuxostat- and allopurinol-related cardiovascular adverse events (CVAEs), respectively. The most frequent CVAEs with febuxostat and allopurinol were edema peripheral (14.38%) and peripheral swelling (8.76%), respectively. In elderly gout patients, febuxostat is associated with an increased risk of heart failure, ischemic heart disease, hypertension, and cardiomyopathy. Febuxostat in combination with acetic acid derivatives nonsteroidal anti-inflammatory drug (NSAIDS) also increases the risk of cardiovascular adverse events. Compared with allopurinol, febuxostat may increase cardiovascular toxicity in patients with gout.

The Enzyme-Assisted Extraction of compounds of interest in agriculture: Case study of the red seaweed Solieria chordalis (C. Agardh) J. Agardh

For centuries, seaweeds have been spread on fields to improve soil properties and crop yield. Over the last thirty years, the use of seaweed-based extracts has attracted increased attention in agriculture. In comparison with raw seaweed, extracts may be more concentrated in bioactive molecules such as macro/microelements, peptides, polysaccharides and metabolites. These molecules are usually obtained by conventional Water Extraction (WE), which is most often time consuming, with low selectivity and extraction yields. Over the last decade, tailored extraction processes using microwave, ultrasound and enzyme have demonstrated their advantages to obtain enriched seaweed extracts. In this context, the aim is to determine, for the first time in Solieria chordalis, whether Enzyme-Assisted Extraction (EAE) is an effective way of producing extracts enriched in macro/microelements and Plant Growth Regulators (PGRs), which are some of the main compounds of interest for plant nutrition and biostimulation. The red seaweed S. chordalis (C. Agardh) J. Agardh (Gigartinales, Rhodophyta) has been chosen as a case study model since it proliferates on the South Brittany coast (France) during the winter. The extraction yield and biochemical composition of the extracts are determined to assess the efficiency of EAE in comparison with WE. The results demonstrate that EAE increases the contents compared with WE in terms of neutral sugars (×2) and proteins (×1.3). In addition, PGRs in S. chordalis are quantified here for the first time. The most abundant PGRs present in S. chordalis and its extracts are Indole 3-Acetic Acid (IAA), 1-Amino-1-Cyclopropane-Carboxylic Acid (ACC) and Salicylic Acid (SA). Indeed, EAE allow us to enrich the content of the extracts in SA (×3), ACC (×3) and IAA (×6), compared with WE. Therefore, this study demonstrates that EAE is an efficient process for enriching S. chordalis extracts in various compounds, and should be investigated on other seaweeds for agricultural purposes.

A Case of Nonsteroidal Anti-Inflammatory Drug-Induced Anaphylaxis Confirmed by Skin Testing

Nonsteroidal anti-inflammatory drugs (NSAIDs) are collectively a major culprit of drug-induced hypersensitivity. No reliable diagnostic tests, other than a direct challenge, are available for detecting the hypersensitivity. Cross-reactivity among NSAIDs that inhibit cyclooxygenase-1 is common. However, in rare cases, the mechanism underlying hypersensitivity can be understood from the immunological point of view, without involving cross-reactivity of NSAIDs or even with a positive skin test for an NSAID. A 55-year-old woman was referred to the Emergency Department for anaphylaxis. She suffered from generalized hives, chest tightness, and hypotension a few minutes after intramuscular injection of diclofenac. One year ago, she had experienced a similar reaction after intramuscular injection of aceclofenac. Thereafter, she had been taking naproxen as needed to relieve her osteoarthritis pain, without having an adverse reaction. To confirm drug hypersensitivity and to find alternative drugs, provocation tests were performed with acetaminophen, celecoxib, and lysine-aspirin. All tests were negative, and a skin prick test with diclofenac was also negative. However, intradermal injection of 0.05 mL (37.5 mg/mL) diclofenac provoked an anaphylactic shock and resulted in her admission. Here, we report a rare case of single NSAID-induced anaphylaxis, which was only triggered by acetic acid derivatives of NSAIDs, presumably by an immunoglobulin E-mediated reaction.