INDUSTRIAL CROPS AND PRODUCTS
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2021
·
IF 5.645
Hui Guo,Jianwei Yu,Bingshuang Lei,Weiwei Ji,Huanhuan Liu,Bo Yin,Junqing Qian
As a kind of important natural compound with various physiological activities such as anti-oxidation, anti-inflammation, anti-aging, anti-cancer, anti-virus, etc, flavonoid had great application potential in food , cosmetics and pharmaceutical industries. However, the poor solubility limited their application. To solve this problem, one flavonoid glycoside , naringin , was esterified with lipase to improve its performance in the paper. Four fatty acids were selected as acyl donors to be esterified with naringin by single factor experiment, respectively. The results indicated that the optimal reaction conditions were the same: water activity was between 0.11 and 0.69, TLIM lipase was 50 mg/mL, acetone was used as the solvent, the molar ratio of substrate (naringin: fatty acid) was 1:10, and the substrates were first pretreated by ultrasound for 0.5 h, then reacted at 50 °C for 16 h. The conversion rates of naringin esterified with different fatty acids were all above 80.0%. Furtherly, the conversion rate of naringin was 93.9%, after the response surface experiment was carried out to optimize the lipase-catalyzed reaction conditions of naringin with palm oil. Lipophilicity and antioxidant ability of naringin esterified derivatives were measured. The results showed that the lipophilicity of naringin esterified derivatives was significantly higher than that of naringin. Although the free radical scavenging ability and reducing ability decreased by approximately 8% and 0.8%, respectively, the inhibiting oil peroxidation ability of naringin fatty acid esters were higher than that of naringin, which indicated that naringin esterified derivatives have the potential to become fat-soluble antioxidants.
研究领域:
食品科学
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生物化学
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药物化学
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产品关联
DOI
高影响因子
TROPICAL JOURNAL OF PHARMACEUTICAL RESEARCH
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2016
·Vol. 14
·期 12
·2217-2222
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IF 0.543
Yang Liu,Baogang Wang,Qian Zhang,Kunfeng Liu,Quanxi Wu
Purpose: To investigate the physicochemical properties and lipophilicity of polydatin-lecithin complex.Methods: The complex of polydatin-lecithin was prepared by solvent method. The physicochemical properties of the complex were investigated by ultraviolet-visible spectrometry (UV), infrared spectrometry (IR), differential scanning calorimetry (DSC), x ray diffractometry (XRD) and scanning electron microscopy (SEM). Its solubility in n-octanol at 25 °C was examined by high performance liquid chromatography (HPLC).Results: The UV and IR spectra of the complex showed an additive effect of polydatin-lecithin, in which the characteristic absorption of their respective peaks were retained. DSC and XRD results suggest that the complex mainly showed the presence of lecithin with the characteristic peaks for polydatin absent, while SEM demonstrated that polydatin was dispersed in lecithin. HPLC analysis found that the solubility of polydatin in n-octanol at 25 °C was enhanced from 0.41 mg/mL to 21.98 mg/mL by complexing with lecithin, indicating that the lipophilicity of polydatin was significantly improved.Conclusion: Polydatin and lecithin in the complex are combined by non-covalent bonds, and did not form a new compound. The lipophilicity of polydatin increased to 21.98 mg/mL from 0.41 mg/mL as a result of complexation.Keywords: Polydatin, Lecithin, Complex, Physicochemical property, Lipophilicity
研究领域:
药剂学
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化学
✓ 已验证
DOI
高影响因子
ACS Sustainable Chemistry & Engineering
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2014
·
IF 0
Qiwei Yang,Dan Xu,Jingzhu Zhang,Yaoming Zhu,Zhiguo Zhang,Chao Qian,Qilong Ren,Huabin Xing
The development of ionic liquids (ILs) with strong hydrogen-bond basicity is of great importance for the application of ILs in liquid–liquid extractions, but a long-standing problem is that the increase in hydrogen-bond basicity of ILs usually comes along with undesired changes in other properties such as reduced lipophilicity, raised melting point, and difficulty of forming biphasic systems with water. Herein, we provided a promising solution to this problem by synthesizing a class of functional phosphonium ILs with the use of biocompatible saturated/unsaturated long-chain fatty acids (carbon number up to 20) as anion precursors, and we also carried out systematic investigations on their physicochemical properties. These long-chain fatty acid ILs (LCFA-ILs) featured very strong hydrogen-bond basicity, up to the top level of all reported solvents, along with good lipophilicity and a wide liquid range. Moreover, the viscosity of LCFA-ILs exhibited only a slight increase with increasing chain length, and the hydrophilicity/hydrophobicity could be tuned by a change in the side chain of the phosphonium cation. Excellent extraction efficiency was achieved by applying LCFA-ILs to both aqueous and nonaqueous extractions. The distribution coefficients of specific solutes reached unprecedented values up to 3000–5000, which were 17–650 times higher than those by common ILs and molecular solvents.
研究领域:
化学
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材料科学
✓ 已验证
DOI
SENSORS AND ACTUATORS B-CHEMICAL
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2024
·
IF 8
Yu Kang,Ludi Wang,Yaoyang Liu,Runquan Shi,Xiaoyan Tang,Li Wang
Efficient and selective sensing of lanthanides are crucial for identifying valuable lanthanide streams and designing effective extraction/masking agents for mining and nuclear waste management. Luminescence-based sensing often struggles with interference from water molecules. Common approaches to improve emissive lanthanide complexes in water involve increasing ligand lipophilicity and enclosing the emitting metal center. Herein, we have demonstrated that lipophilic ligands do not always lead to higher emissions. When strong coordinating groups are involved in the ligand, the complex may adapt special architecture to compensate the hydrophilic nature of the ligand by creating lipophilic microenvironment and lead to higher emissions. Our findings highlight the importance of the overall lipophilicity of both the ligand and the final complex, which could serve as important reference for future design of efficient lanthanide sensing and emissive complexes.
研究领域:
化学
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材料科学
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环境科学
✓ 已验证
DOI
高影响因子
ACS Applied Materials & Interfaces
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2020
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IF 8.758
Zilong Han,Peng Wang,Guoyong Mao,Tenghao Yin,Danming Zhong,Burebi Yiming,Xiaocheng Hu,Zheng Jia,Guodong Nian,Shaoxing Qu,Wei Yang
As one of the most promising drug delivery carriers, hydrogels have received considerable attention in recent years. Many previous efforts have focused on diffusion-controlled release, which allows hydrogels to load and release drugs in vitro and/or in vivo. However, it hardly applies to lipophilic drug delivery due to their poor compatibility with hydrogels. Herein, we propose a novel method for lipophilic drug release based on a dual pH-responsive hydrogel actuator. Specifically, the drug is encapsulated and can be released by a dual pH-controlled capsule switch. Inspired by the deformation mechanism of Drosera leaves, we fabricate the capsule switch with a double-layer structure that is made of two kinds of pH-responsive hydrogels. Two layers are covalently bonded together through silane coupling agents. They can bend collaboratively in a basic or acidic environment to achieve the “turn on” motion of the capsule switch. By incorporating an array of parallel elastomer stripes on one side of the hydrogel bilayer, various motions (e.g., bending, twisting, and rolling) of the hydrogel bilayer actuator were achieved. We conducted an in vitro lipophilic drug release test. The feasibility of this new drug release method is verified. We believe this dual pH-responsive actuator-controlled drug release method may shed light on the possibilities of various drug delivery systems.
研究领域:
材料科学
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药学
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生物医学工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
BIOMACROMOLECULES
·
2016
·
IF 5.583
Xing Zhou,Yang Zhao,Siyu Chen,Songling Han,Xiaoqiu Xu,Jiawei Guo,Mengyu Liu,Ling Che,Xiaohui Li,Jianxiang Zhang
Targeted delivery of therapeutics to the intestine is preferred for the management of many diseases due to its diverse advantages. Currently, there are still challenges in creating cost-effective and translational pH-responsive microspheres for intestinal delivery of various hydrophobic drugs. Herein we report a multiple noncovalent interactions-mediated assembly strategy in which carboxyl-bearing compounds (CBCs) are guest molecules, while poly(N-isopropylacrylamide) (PNIPAm) serves as a host polymer. Formation of microparticles and therapeutic packaging can be achieved simultaneously by this assembly approach, leading to well-shaped microspheres with extremely higher drug loading capacity as compared to microspheres based on two FDA-approved materials of poly(d,l-lactide-co-glycolide) (PLGA) and an enteric coating polymer EudragitS 100 (S100). Also, carboxyl-deficient hydrophobic drugs can be effectively entrapped. These assembled microspheres, with excellent reconstitution capability as well as desirable scalability, could selectively release drug molecules under intestinal conditions. By significantly enhancing drug dissolution/release in the intestine, these pH-responsive assemblies may notably improve the oral bioavailability of loaded therapeutics. Moreover, the assembled microspheres possessed superior therapeutic performance in rodent models of inflammation and tumor over the control microspheres derived from PLGA and S100. Therapy with newly developed microspheres did not cause undesirable side effects. Furthermore, in vivo evaluation in mice revealed the carrier material PNIPAm was safe for oral delivery at doses as high as 10 g/kg. Collectively, our findings demonstrated that this type of pH-responsive microsphere may function as superior and translational intestine-directed delivery systems for a diverse array of therapeutics.
研究领域:
药剂学
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生物医学工程
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药物递送系统
✓ 已验证
产品关联
DOI
PubMed
高影响因子
FOOD AND CHEMICAL TOXICOLOGY
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2023
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IF 4.3
Jianmin Sang,Hong Wang,Yang Yu,Zhongyao Ji,Miaomiao Xia,Ting Hao,Linxi Li,Ren-shan Ge
Azole fungicides are widely used in the agricultural industry to control fungal infections in crops. However, recent studies have shown that some azole fungicides inhibit the activity of 3β-hydroxysteroid dehydrogenases (3β-HSDs) in the gonads. Out of the 16 azole fungicides tested, 8 were found to inhibit human KGN cell 3β-HSD2 with IC 50 values of less than 100 μM. The strongest inhibitor was difenoconazole, with an IC 50 value of 1.88 μM. In contrast, only 3 of the azole fungicides inhibited rat testicular 3β-HSD1, which was less sensitive to inhibition. Azole fungicides potently inhibited progesterone secretion by KGN cells under basal and forskolin stimulated conditions at ≥ 5 μM. The inhibitory strength of azole fungicides was determined by their lipophilicity (LogP), molecular weight, pKa, and binding energy. A pharmacophore analysis revealed that the hydrogen bond acceptor-lipid group was a critical feature required for inhibition. Overall, these findings suggest that the use of azole fungicides have unintended consequences on reproductive health due to their inhibition of gonadal 3β-HSDs. Key words: Azole fungicides; steroid hormones; 3β-hydroxysteroid dehydrogenase; docking analysis; lipophilicity.
研究领域:
药理学
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毒理学
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生殖健康
✓ 已验证
产品关联
DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
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2020
·
IF 4.006
Chunhong Liu,Rongchun Wang,Shenghua He,Cuilin Cheng,Ying Ma
The study aimed at stabilizing the curcumin emulsions (CEs) using the soybean seed oil bodies (SSOBs) and investigated the gastrointestinal digestion of the CEs. The particle size decreased (P < 0.05) with the increasing concentration of SSOBs from 1.0 wt% to 5.0 wt%. The CEs stabilized with the SSOBs exhibited excellent stability at pH 2.0 and 6.0–10.0. The CEs were stable against the aggregation at 100–500 mmol/L NaCl concentration and elevated temperature. The droplet size analysis and confocal laser scanning microscope observation results indicated that the fat droplets aggregated in the CEs under the gastric conditions at 30 min and afterward it gradually dispersed. Under the simulated intestinal condition, the droplet size of the CEs significantly decreased compared to the simulated gastric conditions (P < 0.05). The release rate of curcumin continuously increased during 180 min digestion under the intestinal conditions. Therefore, SSOBs could be used as the natural emulsifiers and novel carriers in delivering the lipophilic bioactive compounds .
研究领域:
食品科学
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生物学
·
营养学
✓ 已验证
产品关联
DOI
高影响因子
Journal of Bioresources and Bioproducts
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2021
·
IF 0
Dunchi Xiao,Xinzhu Jin,Yuanyuan Song,Yu Zhang,Xun Li,Fei Wang
Proanthocyanin (PA) dimers isolated from Acacia mearnsii bark were enzymatically acylated with palmitic acid as the acyl donor by immobilized Candida antarctica lipase on acrylic resin (Novozym 435). The acylation reaction conditions were optimized by comparing the amount of enzyme, the temperature, the reaction solvents, initial water content, substrate molar ratios and reaction time. The highest acylation conversion of 96.53% was achieved under the follow conditions: PA dimers/palmitic acid at a molar ratio of 1꞉10 in tert-amyl alcohol; initial water content of 5% at 60 °C for 12 h with 30 g/L enzyme dosage. Introducing palmitic acid into PA dimers significantly improved both the lipophilicity and antioxidant properties. The 1-octanol/water partition coefficient of the PA dimers and their derivatives showed that the lipophilicity of the derivatives were 2.4 times higher than that of the PA dimers. The derivatives exhibited strong antioxidant scavenging capacities, approximately 1.6 times greater than the original dimers. This work is of great significance to expand the application of natural PA dimers in cosmetic and food industries and also lay a foundation for the high value-added utilization of A. mearnsii .
研究领域:
生物化学
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食品科学
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化妆品科学
✓ 已验证
DOI
Food Chemistry-X
·
2023
·
IF 6.1
Yile Chen,Yang Chen,Lianzhou Jiang,Zhaoxian Huang,Weimin Zhang,Yonghuan Yun
Coconut milk is an unstable emulsion system, mainly stabilized by proteins, which limits the development of the food industry. The aim of this study was to investigate mechanisms for increasing emulsion stability through the interaction between coffee polyphenols (CPs) and coconut globulin (CG), the main protein in coconut milk. Caffeic acid (CA), chlorogenic acid (CHA), and ferulic acid (FA) were selected as CP models. The results showed that hydrogen bond interactions mainly occurred between CG and CPs (CG-FA < CG-CA < CG-CHA). CHA containing quinic acid preferentially formed a strong interaction with CG. The interaction changed the lipophilicity of CG and facilitated the formation of a dense and thick interfacial film at the oil–water interface. Furthermore, the emulsion stabilized by CG-CPs showed excellent stability after storage, centrifugation, pH, and salt treatment, especially CG-CHA. This study could provide a theoretical basis for improving the stability of coconut milk products.
研究领域:
食品科学
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胶体化学
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蛋白质化学
✓ 已验证
DOI
PubMed
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2024
·
IF 13.3
Yanzhi Xing,Jiaxin Li,Han Leng,Yanfeng Zhang,Shuang E,Jianhua Wang,Xuwei Chen
The interactions between various organelles play a crucial role on cellular activity, and the design and construction of multi-organelle fluorescent probes is of great challenges. Herein, fluorescent CDs with tunable cell plasma membrane and lipid-rich organelle-targeting ability were fabricated via exquisitely regulating the ratio of tridecanedioic acid and m -diethylaminophenol as the co-precursor, combining the structure–activity relationship to modulate the CDs structure and surficial property. Condensation of m -diethylaminophenol in the presence of different amount of tridecanedioic acid was exploited to construct MCDs and ECDs for targeted cell membrane and endoplasmic reticulum imaging respectively. The appropriately incorporated alkyl chains as membrane anchoring group and the suppressed internalization by carboxyl group led to the retention of MCDs in cell membrane, while the excessive introduction of alkyl chains offered ECDs with high lipophilicity, resulting in the rapid internalization and subsequential distribution in endoplasmic reticulum membrane. The favorable membrane retention capability and excellent photostability make MCDs an excellent probe for long-term targeted-imaging of cell membrane in vitro, with remarkable tracking duration long to five passages and effectively display cell membrane morphological dynamics during cell division and cell death. Moreover, real-time evaluation of cholesterol consumption of Lo phase in cell membrane via ratiometric fluorescence imaging was achieved, attributed to the sensitive response of CDs to polarity variations.
研究领域:
生物材料
·
细胞生物学
·
纳米技术
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荧光成像
✓ 已验证
产品关联
DOI
高影响因子
DALTON TRANSACTIONS
·
2014
·Vol. 43
·期 44
·16872-16879
·
IF 4.097
Qingqing Zhang,Rui Cao,Hao Fei,Ming Zhou
Two phosphorescent iridium(III) complexes conjugated to a lipophilic triphenylphosphonium cation moiety, IrMitoOlivine and IrMitoNIR, were synthesized. The complexes show high mitochondria-specificity and relatively lower cytotoxicity. Time-lapse confocal imaging indicates that both complexes exhibit an excellent anti-photobleaching capability under continuous laser irradiation.
研究领域:
化学
·
生物学
·
材料科学
·
细胞生物学
✓ 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）