Catalysts
·
2023
·Vol. 13
·期 7
·1060
·
IF 3.9
Wei Gao,Fang Gao,Haikuan Yang,Zongde Wang,Yaru Huang
Pyranoquinolinones synthesized from citral were used for Cu-catalyzedN-arylation with a wide range of arylboric acids. The reaction proceeded well with a broad substrate scope, providing a direct way to access highly functional pyranoquinolinone core structure derivatives in yields of up to 80%. Compared to citral, the compounds we obtained have a much better inhibitory effect on HeLa cervical cancer cells, and compound3phas an IC50value of 4.6 μM, lower than cisplatin’s 5.9 μM.Keywords:citral;pyranoquinolinone;N-arylation
研究领域:
有机化学
·
药物化学
·
癌症研究
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DOI
高影响因子
PLoS Neglected Tropical Diseases
·
2020
·Vol. 14
·期 4
·e0008225
·
IF 3.885
Meilin Li,Buming Liu,Charlotte Bernigaud,Katja Fischer,Jacques Guillot,Fang Fang
Background
Essential oils may represent an alternative strategy for controlling scabies, a neglected tropical disease caused by the infestation of mite from the species Sarcoptes scabiei . Lemongrass ( Cymbopogen citratus ) oil is reported to possess pharmacological properties including antiparasitc, antioxidant, antimicrobial and anti-inflammatory. The aim of the present study was to assess the potential efficacy of lemongrass oil against the mites and eggs of Sarcoptes scabiei .
Methodology/Principal findings
Mass spectrometry analysis confirmed that the main component presented in lemongrass oil was citral. Lemongrass oil at concentrations of 10% and 5% killed all Sarcoptes mites within 10 and 25 min, respectively. The median lethal concentration value was 1.37%, 1.08%, 0.91%, 0.64%, and 0.48% at 1, 3, 6, 12, and 24 h, respectively. Lemongrass oil at all concentrations (10%, 5%, 1%, 0.5%, 0.1%) was able to significantly decrease the hatching rate of Sarcoptes eggs.
Conclusions/Significance
Lemongrass oil should be considered as a promising miticidal and ovicidal agent for scabies control.
Scabies is a parasitic infestation which affects about 455 million people annually, with a particularly high prevalence in low income tropical regions. The disease is frequently complicated by bacterial infections. Currently available treatments do not meet the ideal profile which includes miticides, ovicidal, antibacterial and anti-inflammatory/antipruritic properties. Cymbopogon citratus is a plant widely cultivated in tropical and subtropical regions. The essential oil from C . citratus is known as lemongrass oil with reported antimicrobial and anti-inflammatory properties. We conducted experiments to assess the miticidal and ovicidal efficacy of lemongrass oil against Sarcoptes mites collected from naturally infected rabbits in China. The results demonstrated that lemongrass oil can kill the motile stages of Sarcoptes mites effectively and presented a significant ovicidal activity. Considering all these properties, lemongrass oil should be considered a promissing miticide against scabies.
研究领域:
寄生虫学
·
药理学
·
热带医学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF FOOD SCIENCE
·
2021
·Vol. 86
·期 10
·4554-4565
·
IF 3.167
Wen Wang,Zhihui Ren,Li Wang,Ying Cai,Hang Ma,Liming Fang,Jianyu Su
Combinations of phytochemical(s) and engineered nanoparticles have attracted immense research interest due to their superior antimicrobial effects against contaminations. Herein, a Pickering emulsion is developed with capsulized phytochemicals including borneol and citral (BC–Cap) stabilized by hydrophilic amine-functionalized silica nanoparticles (SiO 2 ─NH 2 NPs). The droplet sizes of Pickering emulsion were 5.2 ± 1.4 µm under the condition that the concentrations of SiO 2 ─NH 2 NPs ranged from 0.6 to 1.2 wt.%, and the emulsion showed desirable stability during storage at 40°C for 365 days. In addition, the antibacterial and antibiofilm activities of the Pickering emulsion were investigated. The antibacterial effect of BC–Cap increased by two- to fourfold compared with citral or borneol alone. Treatment of BC/BC–Cap for 4 h eliminated the formation of biofilms generated by Listeria monocytogenes (at 5/1.25 mg/ml; 2 × MIC concentration) and Pseudomonas aeruginosa (at 5/2.5 mg/ml; 2 × MIC concentration). Further mechanistic studies revealed that the antibiofilm effects of BC–Cap were attributed to its ability to increase the porosity and lytic effects on the cell membrane of bacteria. Findings from the current study support the antibacterial and antibiofilm effects of BC–Cap Pickering emulsion as a promising food additive. Practical Application The Pickering emulsion has potential applications as bacteriostatic agent in packaging materials and general surface disinfectant. The combination of borneol and citral is stabilized by hydrophilic amine-functionalized silica nanoparticles (SiO 2 ─NH 2 NPs). With the synergistic effects of borneol and citral, the Pickering emulsion shows a promising elimination effect against the formation of biofilms produced by Listeria monocytogenes and Pseudomonas aeruginosa .
研究领域:
食品科学
·
纳米技术
·
微生物学
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产品关联
DOI
PubMed
高影响因子
Journal of Fungi
·
2021
·Vol. 7
·期 6
·432
·
IF 5.816
Qiuli OuYang,Yangmei Liu,Okwong Reymick Oketch,Miaoling Zhang,Xingfeng Shao,Nengguo Tao
Ergosterol (ERG) is a potential target for the development of antifungal agents againstPenicillium digitatum, the pathogen of green mold in citrus fruits. This study examined the mechanism by which citronellal, a typical terpenoid ofCymbopogon nardusessential oil, acts on ergosterol to exhibit its antifungal activity againstP. digitatum. We previously reported that citronellal inhibited the growth ofP. digitatumwith minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) of 1.36 and 2.72 mg/mL, respectively. In citronellal-treated cells, the membrane integrity and ergosterol contents significantly decreased, whereas lanosterol, which serves as a precursor for ergosterol biosynthesis, massively accumulated. Addition of 150 mg/L of exogenous ergosterol decreased the inhibitory rate of citronellal, restoring the ergosterol content and hence the membrane structure to normal levels, and triggered expression of nearly all ERG genes. Based on our findings, we deduce that citronellal damages the cell membrane integrity ofP. digitatumby down-regulating the ERG genes responsible for conversion of lanosterol to ergosterol, the key downregulated gene beingERG3, due to the observed accumulation of ergosta-7,22-dienol.Keywords:citrus;pathogen;ergosterol;ERG genes;cell membrane integrity
研究领域:
微生物学
·
植物病理学
·
植物化学
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产品关联
DOI
PubMed
高影响因子
Bioresources and Bioprocessing
·
2018
·Vol. 5
·期 1
·1-12
·
IF 0
Zheng Liandan,Lin Jinping,Zhang Baoqi,Kuang Yuyao,Wei Dongzhi
A NAD(P)H-dependent enoate reductase (OYE2p) from Saccharomyces cerevisiae YJM1341 was discovered by genome data mining for asymmetric reduction of (E/Z)-citral to (R)-citronellal with high enantioselectivity.This enzyme was heterologously expressed in E. coli and characterized for its biocatalytic properties. OYE2p was identified with reduction activities toward a diverse range of ɑ,β-unsaturated compounds bearing conjugated aldehyde, ketone, imide, carboxylic acid and ester.OYE2p showed the highest specific activity at 40 °C and a pH optimum at 7.0–8.0. The stability of OYE2p was rather pH-independent, and the half-life time values of the enzyme at pH 6.0–8.0 were more than 257 h. With regard to the reduction of (E)-citral and (Z)-citral, OYE2p exhibited different selectivity patterns. (E)-citral was exclusively reduced to (R)-citronellal by OYE2p in ≥ 99% ee, which was independent on pH. OYE2p produced both enantiomers of citronellal from (Z)-citral, but showed (R)-citronellal formation tendency, and the ee value of (R)-citronellal was affected by pH in the reaction system. Accordingly, the ee values for (R)-citronellal formation increased with the increasing levels of E-isomer in the (E/Z)-citral mixture as well as the increase of pH. Under the reaction conditions (30 °C and pH 8.6), using purified OYE2p as catalyst, 200 mM (E/Z)-citral (an approximately 10:9 mixture of geometric E-isomer and Z-isomer) was efficiently converted to (R)-citronellal with 88.8% ee and 87.2% yield.All these positive features demonstrate high potential of OYE2p for practical synthesis of (R)-citronellal and in asymmetric reduction of activated alkenes.
研究领域:
生物化学
·
酶工程
·
合成生物学
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产品关联
DOI
CROP PROTECTION
·
2021
·
IF 2.571
Feng Zheng,Tiantian Li,Hanhong Xu,Pengtong Hu,Ruifei Wang,Zhixiang Zhang,Jinliang Jia
Using plant essential oil instead of chemical pesticides to control melon fly ( Bactrocera cucurbitae (Coquillett)) is still a great challenge in agricultural practices, which must effectively slow down the volatility rate of plant essential oil. In this study, citral as a natural plant essential oil was blended with environmentally friendly castor oil based waterborne polyurethane (PU). The interaction, chemical resistance, adhesion property and sustained release behavior of the composites with different citral content were clarified, and the efficacies against the melon fly under field conditions were explored. The results indicated that the composites prepared exhibited excellent adhesion behavior on bitter gourds ( Momordica charantia L.) even under rainfall washing, meanwhile the chemical resistance of composites could be tailored via controlling citral content. Low citral content composite films could be washed off by alcohol without worrying about the safety of that on crops. The composite prepared exhibited long-lasting repellent behavior against melon fly. The composite can be prepared via a simple technology and low cost, which has great value for plant essential oil applied in agriculture and can provide a new approach for melon fly control.
研究领域:
农业科学
·
昆虫学
·
材料科学
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产品关联
DOI
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2024
·
IF 3.8
Lexuan Zhao,Hongye Cheng,Zhiwen Qi
Deep eutectic solvents (DESs) have been widely utilized to intensify separations by adjusting their structures and properties, particularly in extractive deterpenation of essential oils as green alternatives to conventional organic solvents. In this work, experimental and molecular insights into efficient deterpenation intensified by a DES containing tetrabutylammonium bromide (TBAB) and levulinic acid (LEA) were investigated with citral extraction from lemon essential oil as a case study. DES formation and preferred liquid operating window were determined through solid–liquid equilibrium; an excellent extraction performance was observed at varying citral concentrations via liquid–liquid equilibria. Extraction process was simulated with a well-correlated nonrandom two-liquid model, and a 7-fold concentration of terpenoids was achieved under optimal conditions. Fourier transform infrared spectra and molecular dynamics simulations elucidated the DES formation and extraction mechanisms. Hydrogen-bonding interactions primarily mediated by −COOH group of LEA and Br– anion of TBAB resulted in lower freezing points of DES, thereby enhancing extraction performance. The results provide valuable insights into the practical applications of DESs in separating structurally similar natural products.
研究领域:
化学工程
·
天然产物分离
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产品关联
DOI
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2025
·
IF 2.8
Zhenhua Cui,Gaihuan Ren,Dongxiang Li,Dongxu Lu,Xianglong Zheng,Yanchao Zhao,Yunhe Zhang,Shenpeng Hu,Wen Sun,Hongqin Yu,Weitao Zhou
The stimuli-responsive active packaging materials have attracted large attention while using a simple method to prepare stimuli-responsive active packaging materials remains a challenge. Herein, humidity-responsive core-shell poly(vinyl alcohol) (PVA)/poly(ε-caprolactone) (PCL)-citral nanofiber film was successfully prepared via simple emulsion electrospinning. The active substance citral was encapsulated in the core of the PVA/PCL-citral nanofiber. The controllable release of citral from the core-shell PVA/PCL-citral nanofiber film was achieved by changing the microenvironment's humidity due to the PVA shell's swelling in high humidity. The PVA/PCL-citral nanofiber film exhibited excellent antioxidant capacity with an ABTS free radical scavenging percentage of 88%. The nanofiber film also inhibited Escherichia coli (ATCC 29213) and Staphylococcus aureus (ATCC 25922) with antimicrobial rates of 99.99% and 99.98%, respectively. A study on the biocompatible nanofiber film as packaging material was conducted on apricots, and the shelf life of apricots was extended to 9 days. Therefore, the humidity-responsive PVA/PCL-citral nanofiber film fabricated in this study has good application potential in antioxidant and antimicrobial packaging.
研究领域:
食品科学
·
材料科学
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产品关联
DOI
高影响因子
FOOD CONTROL
·
2023
·
IF 6
Dan Shen,Xia Chang,Liling Zhou,Dandan Hao,Zhongxiang Fang,Yang Shan,Lvhong Huang,Gaoyang Li
In this study, an inclusion complex (IC) of citral (CIT) within hydroxypropyl- β -cyclodextrin (HP β CD) was prepared by ultrasound technique. The structural characterization, thermal stability, phase solubility, antifungal properties and applications of CIT/HP β CD-IC in strawberry storage were investigated. The results showed that CIT/HP β CD-IC was successfully formed and had better thermal stability than CIT only. The apparent stability constant and Gibbs free energy change of the inclusion process was determined to be 142.08 M −1 and −12.87 kJ mol −1 , respectively, by the phase solubility method. The in vitro antifungal tests demonstrated that the IC had a certain antifungal effect against Geotrichum citri-aurantii , with a significant inhibitory effect against the growth of Botrytis cinerea and Alternaria alternata at concentrations above 5 mg mL −1 . Additionally, the treatment of CIT/HP β CD-IC on strawberry effectively reduced the decay rate and decrease of weight loss, soluble solids, firmness, and pH, thereby extending the shelf life. This research indicated that the ultrasonically synthesized CIT/HP β CD-IC effectively improved the water solubility and stability of CIT and could be utilized as an antifungal preservative for storage and preservation of strawberry, and potentially other fruits and vegetables.
研究领域:
食品科学
·
植物化学
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产品关联
DOI
高影响因子
Polymers
·
2022
·Vol. 14
·期 6
·1165
·
IF 4.967
Wen-Long Ma,Chuan-Lin Mou,Shi-Hao Chen,Ya-Dong Li,Hong-Bo Deng
Citral is a typical UV-irritation and acid-sensitive active and here we develop a mild method for the encapsulation of citral in calcium alginate microcapsules, in which UV irritation or acetic acid is avoided. Monodispersed oil-in-water-in-oil (O/W/O) emulsions are generated in a capillary microfluidic device as precursors. The middle aqueous phase of O/W/O emulsions contains sodium alginate, calcium-ethylenediaminetetraacetic acid (EDTA-Ca) complex as the calcium source, and D-(+)-Gluconic acid δ-lactone (GDL) as the acidifier. Hydrolysis of GDL will decrease the pH value of the middle aqueous solution, which will trigger the calcium ions released from the EDTA-Ca complex to cross-link with alginate molecules. After the gelling process, the O/W/O emulsions will convert to alginate microcapsules with a uniform structure and monodispersed size. The preparation conditions for alginate microcapsules are optimized, including the constituent concentration in the middle aqueous phase of O/W/O emulsions and the mixing manner of GDL with the alginate-contained aqueous solution. Citral-containing alginate microcapsules are successfully prepared by this mild method and the sustained-release characteristic of citral from alginate microcapsules is analyzed. Furthermore, a typical application of citral-containing alginate microcapsules to delay the oxidation of oil is also demonstrated. The mild gelling method provides us a chance to encapsulate sensitive hydrophobic actives with alginate, which takes many potential applications in pharmaceutical, food, and cosmetic areas.Keywords:alginate microcapsules;microfluidic;GDL;citral;mild gelling method
研究领域:
材料科学
·
食品科学
·
药物递送
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产品关联
DOI
PubMed
高影响因子
ADVANCES IN POLYMER TECHNOLOGY
·
2018
·Vol. 37
·期 8
·3199-3209
·
IF 2.073
You Zhou,Xueqiong Yin,Juan Chen,Dachun Feng,Li Zhu
To better explore the encapsulation efficiency of citral microcapsules through spray-drying, amphiphilic methylcellulose (MC) was used as the emulsifier and the interior wall material, with chitosan (CTS) and alginate (ALG) as the composite external wall materials. The sequence and proportion of wall materials were compared and optimized based on the stability of the emulsions and citral content in the microcapsules. MC/CTS/ALG was the best wall material for citral microencapsulation. Formulation comprising 1.5 ml citral, 0.8 g MC, 1.0 g CTS, and 6.0 g ALG had the best entrapment of citral, resulting in citral unit content of 46.4 mg/g and the encapsulation efficiency of 82.2%. Scanning electron microscope and transmission electron microscopy images expressed distinct spherical core–shell structure of the microcapsules. Citral microcapsules absorbed water during storage, which resulted in particle size increase and cracks in the microcapsules surface. Water absorption properties in common used environments (open in air, sealed plastic bag, glass bottle) were investigated. CoCl 2 microcapsules were used to intuitively express the water absorption through the color change. The results are referential for industry to select proper wall materials and storage conditions for spice microcapsules to increase the shelf life of relevant foods.
研究领域:
食品科学
·
材料科学
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产品关联
DOI
高影响因子
FOOD RESEARCH INTERNATIONAL
·
2025
·
IF 8
Jinming Dai,Mei Bai,Tariq Aziz,Nada K. Alharbi,Ashwag Shami,Fahad Al-Asmari,Fakhria A. Al-Joufi,Haiying Cui,Lin Lin
Gelatin is an important biocompatible and sustainable material for developing novel active food packaging. Herein, we report a gelatin/citral emulsion electrospinning strategy using sodium dodecyl sulfate as both an emulsifier and crosslinking agent to achieve effective encapsulation of citral and continuous formation of bioactive nanofiber coatings. The resulting core-shell nanofibers (CIT-NF) exhibited an average diameter of 286.7 ± 83.6 nm with a citral loading capacity of 225.8 mg/g. Furthermore, a hydrophobic surface layer was constructed through gelatin/ethyl cellulose blend electrospinning to form a bilayer membrane (CIT/EG-NF). The results demonstrate that the gelatin-based shell layer significantly improved the thermal stability of citral, increasing its maximum mass loss rate temperature from 155.8 °C to 166.1 °C. Remarkably, the fibrous network of the hydrophobic surface layer not only enhanced the aqueous stability of the fiber coating but also enabled sustained release of antimicrobials over 48 h on semi-solid surfaces. The CIT/EG-NF coating efficiently inhibited microbial growth in fresh chicken and beef, reducing the total viable count by more than 99 % and maintaining it below the spoilage threshold of 6 log CFU/g after 9 days of storage at 4 °C. Additionally, the coating reduced Staphylococcal enterotoxin production by 30–40 % in both meat types under a high bacterial loading. This study presents a novel bio-based active packaging strategy for controlling microbial contamination in meat products.
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）