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Food Science and Human Wellness · 2020 · IF 2.455

Characterization of spoilage bacterial communities in chilled duck meat treated by kojic acid

Wenfu Hou,Qiqi Yue,Wen Liu,Ji Wu,Yang Yi,Hongxun Wang

Chilled duck meat is a popularly consumed meat in China but easily perishes at room/low temperature. Kojic acid is usually used as an antimicrobial. This study investigated the sensory scores, total bacteria number, and total volatile base nitrogen (TVB-N) value of chilled duck meat under kojic acid treatment during storage. The results presented that kojic acid suppressed the growth of spoilage bacteria and prolonged the shelf-life of chilled duck meat by at least two days. In further investigation, the bacterial community composition was explored through high-throughput sequencing. Pseudomonas spp. were the predominant spoilage bacteria after 6-day storage and were significantly suppressed by kojic acid. Besides, Brochothrix showed drug resistance and became the dominant bacteria in the kojic acid treated sample after 6-day storage. In conclusion, kojic acid maintained the sensorial, chemical, and microbial quality of duck meat stored at low temperatures. Meanwhile, kojic acid enriched the bacteria composition and showed strong antimicrobial activity against Pseudomonas spp.

CAS / MDL: 501-30-4
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FOOD CONTROL · 2022 · IF 6.652

Kojic acid induces resistance against Colletotrichum brevisporum and enhances antioxidant properties of postharvest papaya

Yan-Xia Wang,Su-Yan Wang,Trust Beta,Mahdi Shahriar,Pedro Laborda,Daniela D. Herrera-Balandrano

Once harvested, papaya fruit is prone to rapid deterioration and spoilage by microorganisms leading to food loss. The current study aimed to evaluate the effect of kojic acid (KA) treatments (2 mM and 5 mM) on the resistance of postharvest papaya against Colletotrichum brevisporum , a hazardous fungal pathogen. The results indicated that KA treatment decreased the lesion length in papayas by 30% after 7 days of storage. In addition, KA promoted the activity of both superoxide dismutase (SOD) and catalase (CAT) enzymes. Consequently, a decrease in malondialdehyde (MDA), hydrogen peroxide (H 2 O 2 ) and nitric oxide (NO) contents was also observed. Furthermore, the application of KA enhanced the antioxidant activity and expression levels of several genes related to antioxidant properties and defense response in papaya. In this regard, the effects of KA on C. brevisporum -infected postharvest papaya were studied for the first time, revealing the ability of KA to induce disease resistance and enhance the antioxidant properties in postharvest papaya.

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JOURNAL OF CHEMICAL THERMODYNAMICS · 2020 · IF 2.888

Kojic acid in fourteen mono-solvents: Solubility data, Hansen solubility parameter and thermodynamic properties

Renren Sun,Haixia He,Yameng Wan,Liyuan Li,Jiao Sha,Gaoliang Jiang,Yu Li,Tao Li,Baozeng Ren

In this research, solubility of kojic acid in fourteen mono-solvents was obtained by laser monitoring approach at various temperatures under 0.1 MPa. The mole solubility of kojic acid exhibited a positive relation with temperature. Moreover, the solubility sequence of kojic acid at 298.15 K is: dimethyl sulfoxide (DMSO) > N-methylpyrrolidone (NMP) > N, N-dimethylacetamide (DMAC) > N, N-dimethylformamide (DMF) > 2-methoxyethanol > 2-ethoxyethanol > acetic acid > methanol > 1,4-dioxane > ethanol > water > n-propanol > acetone > ethyl acetate. The Hansen solubility parameter (HSP) and solvents polarity were applied to explore this solubility behaviour. The experimental solubility data was correlated with five thermodynamic models including two-Suffix Margules, NRTL-SAC, NRTL, modified Apelblat equation and UNIQUAC model, and the calculated results indicated that all of models had great fitting effects with the measured solubility data. Furthermore, the solution thermodynamic properties (Δ dis G o , Δ dis H o , Δ dis S o ) of kojic acid in investigated solvents were calculated by van’t Hoff equation. The positive values of Δ dis H o and Δ dis S o indicated that the dissolution process of kojic acid in all the measured solvents was endothermic and entropy-driven.

CAS / MDL: 501-30-4
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CROP PROTECTION · 2026 · IF 3.3

A pH-responsive, kojic acid-based amphiphilic polymer as a nanocarrier for targeted herbicide delivery

Yuying Xie,Yangchun Ge,Zhuochao Shen,Yupeng Qiu,Haohua Zhang,Changmeng Sun,Jiangkuan Tang,Bingke Li,Junran Xu,Ping Liang,Yubang Tao,Shengtian Wang,Xuqiang Peng,Zhongyu Li

Hydrophobic herbicides often suffer from poor solubility and low bioavailability in crop protection applications, which hinders the sufficient uptake of active ingredients by target weeds and severely limits their effectiveness in safeguarding crop growth. To enhance the delivery efficiency and targeting capability of such herbicides, this study developed a pH-responsive amphiphilic polymer nanocarrier using the natural product kojic acid and triethylene glycol divinyl ether as raw materials for loading diuron. This carrier can self-assemble in aqueous media to form stable core-shell nanoparticles with a critical micelle concentration of 6.92 × 10 −3  mg/mL and an average particle size of 181.4 nm after drug loading. In a simulated acidic rhizosphere environment of Echinochloa crus-galli , the drug-loaded nanoparticles exhibited distinct pH-responsive release behavior while maintaining good physical stability. Biological experiments further confirmed that this delivery system significantly enhances the herbicidal activity of diuron against Echinochloa crus-galli , providing new insights and a material foundation for the development of efficient and intelligent herbicide delivery systems.

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JOURNAL OF FOOD QUALITY · 2023 · IF 3.3

Evaluation of Antibacterial and Antibiofilm Properties of Kojic Acid against Aeromonas sobria and Staphylococcus saprophyticus

Jing-Xin Ye,Yun-Fang Qian,Wei-Qing Lan,Jing Xie

Biofilms composed of microbes and extracellular polymeric substances (EPSs) pose a significant risk to human health and lead to economic loss in the food industry. In this study, the antimicrobial and antibiofilm properties of kojic acid (KA) against Aeromonas sobria (A. sobria) and Staphylococcus saprophyticus (S. saprophyticus) were investigated by determining the leakage of DNA and protein, cell morphology, biofilm formation, the metabolic activity of biofilms, excretion of EPS, and biofilm architecture. The results indicated that the values of minimum inhibitory concentration (MIC) of A. sobria and S. saprophyticus after KA treatment were 0.4 mg/mL and 1.6 mg/mL, respectively. 1 × MIC KA showed unignorable antimicrobial activity against the two bacteria, leading to alterations in the bacterial physicochemical characteristics and cell death. Sub-MICs of KA can inhibit biofilm formation and decrease the metabolic activity and excretion of EPS, and these inhibition effects were in a dose-dependent manner. These results were further confirmed by the visual images obtained from scanning electron microscopy (SEM) and confocal laser scanning microscopy (CLSM). Moreover, S. saprophyticus is more susceptible to KA in inhibiting biofilm formation, and for A. sobria, changes in the cell structure and the permeability of the cell membrane were more obvious. This research highlighted the antibacterial and antibiofilm activity of KA against A. sobria and S. saprophyticus.

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TALANTA · 2013 · IF 3.498

A chiral ligand exchange CE system for monitoring inhibitory effect of kojic acid on tyrosinase

Bing-bing Sun,Li Qi,Xiao-yu Mu,Juan Qiao,Ming-lin Wang

A facile chiral ligand exchange capillary electrophoresis (CLE-CE) system with Zn(II)- l -alanine as the chiral selector in the presence of β-cyclodextrin has been developed for enantioseparation of dansyl amino acids . The influence of the key factors, such as buffer pH, the ratio of Zn (II) to ligand, the concentration of β-cyclodextrin and the concentration of the complex, were investigated in detail when d , l -Tyr and d , l -Thr were selected as the model analytes. The proposed method showed favorable quantitative analysis property of dansyl d , l -tyrosine with good linearity ( r 2 ≥0.999) and reproducibility (RSD≤3.8%), then, it was applied in studying the activity of tyrosinase through the determination of l -tyrosine concentration variation after being incubated with the enzyme. Further, the inhibitory efficiency of kojic acid and soy sauce on the tyrosinase was investigated. The IC 50 of kojic acid obtained from the sigmoidal inhibitory curve was 21.35   μM. The results imply that the proposed CLE-CE system has the potential in exploring the activity of enzyme and screening the inhibitors of enzyme.

CAS / MDL: 501-30-4
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Chemical Biology & Drug Design · 2015 ·Vol. 86 ·期 5 ·1087-1092 · IF 2.485

Synthesis and Biological Evaluation of Kojic Acid Derivatives Containing 1,2,4-triazole as Potent Tyrosinase Inhibitors

Wenlin Xie,Jingai Zhang,Xiaojing Ma,Wenqian Yang,Ying Zhou,Xufu Tang,Yan Zou,Hui Li,Jingjing He,Shimin Xie,Yunhui Zhao,Fengping Liu

A series of 5-substituted-3-[5-hydroxy-4-pyrone-2-yl-methymercapto]-4-amino-1,2,4-triazole derivatives were synthesized by nucleophilic substitution reaction of 5-hydroxy-2-chloromethyl -4H-pyran-4-one with 5-substituted-3-mercapto-4-amino-1,2,4-triazole, and their inhibitory effects on mushroom tyrosinase were evaluated. The results indicated that most of the synthesized compounds exhibited significant inhibitory activity. Specifically, 5-(4-chlorophenyl)-3-[5-hydroxy-4-pyrone-2-yl-methymercapto]-4-amino-1,2,4-triazole ( 6j ) exhibited the most potent tyrosinase inhibitory activity with IC 50 value of 4.50 ± 0.34 μ m . The kinetic studies of the compound ( 6j ) demonstrated that the inhibitory effects of the compound on the tyrosinase were belonging to competitive inhibitors. Meanwhile, the structure–activity relationship was also discussed.

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Food Science and Human Wellness · 2023 · IF 7

Antibacterial mechanism of kojic acid and tea polyphenols against Escherichia coli O157:H7 through transcriptomic analysis

Yilin Lin,Ruifei Wang,Xiaoqing Li,Keren Agyekumwaa Addo,Meimei Fang,Yehui Zhang,Yigang Yu

Escherichia coli O157:H7 is one of the major foodborne pathogenic bacterial that cause infectious diseases in humans. The previous found that a combination of kojic acid and tea polyphenols exhibited better activity against E. coli O157:H7 than using either alone. This study aimed to explore responses underlying the antibacterial mechanisms of kojic acid and tea polyphenols from the gene level. The functional enrichment analysis by comparing kojic acid and tea polyphenols individually or synergistically against E. coli O157:H7 found that acid resistance systems in kojic acid were activated, and the cell membrane and genomic DNA were destructed in the cells, resulting in "oxygen starvation". The oxidative stress response triggered by tea polyphenols inhibited both sulfur uptake and the synthesis of ATP, which affected the bacteria's life metabolic process. Interestingly, we found that kojic acid combined with tea polyphenols hindered the uptake of iron that played an essential role in the synthesis of DNA, respiration, tricarboxylic acid cycle. The results suggested that the iron uptake pathways may represent a novel approach for kojic acid and tea polyphenols synergistically against E. coli O157:H7 and provided a theoretical basis for bacterial pathogen control in the food industry.

CAS / MDL: 501-30-4
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Food Chemistry-X · 2024 · IF 6.5

Synthesis, anti-browning effect and mechanism research of kojic acid-coumarin derivatives as anti-tyrosinase inhibitors

Min He,Jinfeng Zhang,Na Li,Lu Chen,Yan He,Zhiyun Peng,Guangcheng Wang

Thirteen kojic acid-coumarin derivatives were synthesized using the principle of molecular hybridization, and their structures were characterized by 1 H NMR, 13 C NMR, and HRMS. In vitro enzyme inhibition experiments showed that all newly synthesized derivatives have excellent inhibition of tyrosinase (TYR) activity. As a mixed inhibitor, compound 6f has the strongest activity, with an IC 50 value of 0.88 ± 0.10 µM. Multispectral experiments have confirmed that the mode of action of compound 6f on TYR was static quenching. In addition, compound 6f formed a new complex with TYR, which increased the hydrophobicity of the enzyme microenvironment, reduced the content of the α-helix in the enzyme, and changed the secondary structure. The experimental results showed that compound 6f effectively inhibited the browning of lotus root slices and had low cytotoxicity. Therefore, compound 6f is believed to have great development potential as a TYR inhibitor in the food industry.

CAS / MDL: 127-08-2
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MICROBIOLOGICAL RESEARCH · 2021 · IF 5.415

Integrating transcriptomics and metabolomics analysis on kojic acid combating Acinetobacter baumannii biofilm and its potential roles

Huanhuan Li,Xinyang Du,Chaoyi Chen,Jiangfeng Qi,Ying Wang

As a major secondary metabolite derived from a dominant marine filamentous fungus A7, kojic acid might confer the strain a competitive advantage in natural colonization. The bioactivities of kojic acid against bacterial growth and biofilm formation were investigated against Acinetobacter baumannii ( A. baumannii ) ATCC 19606. Then, transcriptomics and metabolomics were integrated to characterize the underlying mechanisms. It turned out that kojic acid exhibited a significantly suppressive impact against biofilm but a weak bacteriostatic activity. Meanwhile, a variety of transcriptional and metabolomic profiles were altered within biofilm formation as a result of kojic acid exposure. The alterations highlighted the mechanisms underlying biofilm formation, comprising of quorum sensing, fimbria assembly, bacterial virulence and metabolic plasticity, which could somewhat be hampered by kojic acid. The present study comprehensively elucidated multifactorial schemes for kojic acid combating biofilm formation of A. baumannii , which might provide mechanistic insights into the development of therapeutic strategies against this notorious pathogen. Meanwhile, our observations might shed new light on the ecological roles of kojic acid, e.g. , serving as chemical deterrents for host adaptation to marine niches, which, however, awaits further validation.

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Food Bioscience · 2025 · IF 5.9

Kojic acid-modulated anthocyanin/ hydroxypropyl methylcellulose-sodium alginate colorimetric sensors for real-time freshness monitoring of salmon

Jindan Zhang,Deyang Yu,Jun Zhao,Yiping Chen,Mingqian Tan

Utilizing natural colorant-based colorimetric sensors for food freshness monitoring is an effective approach to reduce food waste and foodborne illness. However, it is hard to modulate the colorimetric endpoint of the pH-responsive natural colorants to determine the food quality accurately. Herein, Kojic acid (KA)-modulated anthocyanin (ACN)/ hydroxypropyl methylcellulose (HPMC)-sodium alginate (SA) film-based colorimetric sensor was prepared using drop casting method. HPMC and SA provided a homogeneous framework to incorporate ACN. KA, a natural product derived from fermented foods, was introduced to manipulate the colorimetric endpoint of ACN to realize an accurate prediction for the freshness of salmon. Molecular dynamics (MD) simulations and density functional theory (DFT) revealed not only the molecular interactions among KA, ACN, HPMC, and SA, but also the strong interactions between the KA-ANC/HPMC-SA colorimetric sensor and trimethylamine (TMA). Results of UV-vis spectra and TMA response experiments illustrated that the KA can inhibit the deprotonation process and promote the hydration equilibrium of ACN, which makes the KA-ACN/HPMC-SA colorimetric sensors exhibit different color responses comparing to the pristine ACN/HPMC-SA. Among all colorimetric sensors, the 1KA-ACN/HPMC-SA exhibited the most sensitive response to TMA with a limit of detection (LOD) of 15.79 μM. When applied in the real-time monitoring of the freshness of salmon at 4°C, the 1KA-ACN/HPMC-SA showed the most significant total color difference (ΔE) of 31.28±0.76 and synchronous color change with the spoilage of salmon after 10 days. The degradation and seed germination experiments of the colorimetric sensors indicated that the colorimetric sensors were environmentally degradable and had good biosafety. This work proposes a novel and effective strategy to modulate the colorimetric endpoint of ACN, and the prepared colorimetric sensors show applicable potential in the quality monitoring of salmon.

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MICROCHEMICAL JOURNAL · 2022 · IF 5.304

Magnetic molecularly imprinted polymer combined with solid-phase extraction for detection of kojic acid in cosmetic products

Jie Tang,Yueran Ren,Lijun Zhu,Yuncan Chen,Shaomin Liu,Ling Zhu,Rui Yang

In this study, a new magnetic molecularly imprinted polymer Fe 3 O 4 @MIP is prepared via a surface molecularly imprinting technique; it is first applied as a magnetic solid phase extraction (MSPE) adsorbent for the selective and rapid extraction of kojic acid (KA) in cosmetic products. The as-prepared Fe 3 O 4 @MIP is characterized systematically, and is found to exhibit good monodispersity and high magnetic susceptibility in favor of fast separation. The adsorption capacity and equilibrium time of KA on the Fe 3 O 4 @MIP adsorbent are 314.0 mg/g and 30 min, respectively. In addition, the imprinting factor of Fe 3 O 4 @MIP is 2.09 for KA, which indicates that the prepared Fe 3 O 4 @MIP exhibits good selectivity for KA. Under the optimum experimental conditions, the KA in cosmetic products was successfully extracted with Fe 3 O 4 @MIP adsorbent and determined by ultraviolet–visible (UV–vis) spectrophotometry. Validation experiment shows that the developed method presents good linearity (50–500,000 μg/L), satisfactory precision (RSD, 2.5–4.6 %), and high recovery (92.4–104.6 %). The limit of detection (LOD) is 21.4 μg/L, and the enrichment factor is 299. These results suggest that this MSPE method coupled with UV–vis spectrophotometry holds great potential for efficient sample pretreatment and target molecule determination in real samples.

CAS / MDL: 919-30-2 78-10-4
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