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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Constructing High-Yielding Serratia marcescens for (−)-α-Bisabolol Production Based on the Exogenous Haloarchaeal MVA Pathway and Endogenous Molecular Chaperones

Yao Lu,Di Liu,Long Wang,Yongai Ma,Tai-Ping Fan,Huaxiang Deng,Yujie Cai

(−)-α-Bisabolol exhibits analgesic, anti-inflammatory, and skin-soothing properties and is widely applied in the cosmetic and pharmaceutical industries. The use of plant essential oil distillation or chemical synthesis to produce (−)-α-bisabolol is both inefficient and unsustainable. Currently, the microbial production of (−)-α-bisabolol mainly relies on Escherichia coli and Saccharomyces cerevisiae as chassis strains; however, high concentrations of (−)-α-bisabolol have certain toxicity to the strain. This study uses synthetic biology and metabolic engineering strategies to redesign a solvent-tolerant Serratia marcescens for the efficient production of (−)-α-bisabolol. By introducing the Haloarchaea-type mevalonate (MVA) pathway and the (−)-α-bisabolol biosynthesis pathway, we successfully constructed a strain capable of producing (−)-α-bisabolol. The coexpression of the chaperone protein DnaK/J significantly enhanced the soluble expression of the (−)-α-bisabolol synthase, resulting in a 10% increase in (−)-α-bisabolol titer. Furthermore, knockout of the PhoA gene, which reduced the formation of the byproduct farnesol (FOH), further increased the (−)-α-bisabolol titer to 3.21 g/L. In a 5 L bioreactor, S. marcescens achieved a final (−)-α-bisabolol titer of 30.2 g/L, representing the highest titer reported to date. This research provides guidance for the production of (−)-α-bisabolol in nonmodel microorganisms without the requirement for induction.

CAS / MDL: 23089-26-1
研究领域: 合成生物学 · 代谢工程 · 微生物学
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2023 · IF 4.3

Developing method of simultaneously determining content of 11 triterpene alcohols and analyzing the influence factors in camellia oil

Yonglin Li,Shengmin Zhou,Yaoyao Dong,Qi Li,Yuan Gao,Xiuzhu Yu

Triterpene alcohols with a series of bioactivities are important minor compounds in camellia oil. Thus, the determination and characterization of triterpene alcohols in camellia oil are essential to the development of camellia oil bioactivity. Herein, a method that simultaneously determines 11 triterpene alcohols was developed and validated; samples from different production areas and oil processing methods were determined, and the storage and thermal stability of triterpene alcohol were characterized. Results showed that the proposed method had good sensitivity, accuracy, and precision, with linearity, LOD, LOQ, spike recovery, and RSD of 0.9964–0.9989, 0.14–5.53 mg/kg, 0.45–18.44 mg/kg, 82.90% 108.51%, and 4.38% 12.69%, respectively. Oils processed with low press flux, cold press, and aqueous extraction had high triterpene alcohol content. Triterpene alcohols showed fluctuation similar to sterols. They were stable overall during storage, and were degraded during heating. Our study can be used as a reference for triterpene alcohol determination and development of camellia oil products containing high content of triterpene alcohols.

CAS / MDL: 559-70-6
研究领域: 食品科学 · 分析化学 · 生物化学
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CARBOHYDRATE RESEARCH · 2021 · IF 2.104

A general strategy to synthesis chitosan oligosaccharide-O-Terpenol derivatives with antibacterial properties

Lin Yue,Meihong Zheng,Min Wang,Imran Mahmood Khan,Bin Wang,Xiaoyuan Ma,Chifang Peng,Zhouping Wang,Wenshui Xia

The objectives of the present study are to synthesize a series of chitosan oligosaccharide-O-Terpenol (COS–O-Ter) derivatives and their implication to evaluate in vitro antibacterial activity . Herein, a general strategy is described for preparing COS–O-Ter derivatives, including substitution and deprotection reactions . The structures of COS–O-Ter derivatives were characterized by FT-IR, 1 H NMR, XRD, TGA , and elemental analysis . COS–O-Ter derivatives revealed the excellent solubility and in vitro antibacterial activity. Moreover, their antibacterial activities were more sensitive to Staphylococcus aureus ( S. aureus ) than Escherichia coli ( E. coli ) indicating the effective potential application of COS–O-Ter derivatives as natural antibacterial agents . The aforementioned study opens a pave to expand the application scope of COS and its derivatives in the food and pharmaceutical industries .

研究领域: 生物化学 · 医药学 · 食品科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Arabian Journal of Chemistry · 2023 · IF 6

Preparation of polyprenol/poly (β-amino ester)/galactose targeted micelle carrier for enhancing cancer therapy

Hua Yuan,Changwei Zhang,Peng Zhou,Xiaoran Yang,Ran Tao,Jianzhong Ye,Chengzhang Wang

Lacking of substantial physiological activity and low utilization remains a problem for most conventional drug carriers. Polyprenol with beneficial medical effects and high availability could be an ideal candidate for solving this issue. Here, Ginkgo biloba leaves polyprenol (GBP)-based derivative was prepared by Michael addition reaction of poly (β-amino esters) (PBAE) with GBP and galactose (Gal). The intervention of poly (β-amino ester) and galactose promoted GBP-PBAE-Gal to depict as micellar carrier, enhancing the loading of hydrophobic DOX and the sensitivity to the specific tumor microenvironment, with the largest DOX loading of 28.62 ± 1.49 % and the efficient DOX release rate of 90.30 %. In the meantime, GBP-PBAE-Gal exhibited enhanced colloidal stability at 640-folds of dilution and in the presence of serum and realized the possibility of long-term storage at room temperature. Additionally, GBP-PBAE-Gal was safe for human red blood cells and human normal liver cells HL-7702. When applied for DOX delivery to HepG2 cells, GBP-PBAE-Gal increased the targeting of DOX to intensify its inhibition on HepG2 cells. Compared to free DOX, the DOX loaded into GBP-PBAE-Gal presented stronger anticancer activity, with IC 50 of 0.56 μg/mL at 72 h. Besides, the anticancer mechanism study revealed that GBP-PBAE-Gal arrested the cell cycle in HepG2 cells, suggesting the potential of GBP-based carrier for intensive treatment. This research evidenced the feasibility and high availability of the GBP to use as a drug carrier, providing a novel candidate for drug delivery systems.

研究领域: 药剂学 · 肿瘤学 · 生物材料
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Heliyon · 2024 · IF 3.4

Synthesis, light-controlled antibacterial and anti-tumor activities of Ginkgo biloba leaves polyprenols-based polypyridine metal complexes

Changwei Zhang,Hua Yuan,Hong Shen,Jianzhong Ye,Chengzhang Wang

In this study, Ginkgo biloba leave polyprenols (GBP) and polypyridine metal complex were individually utilized as functional ligand and main ligand, four kinds of novel GBP-based polypyridine metal complexes were successfully synthesized and their cell absorption capacity, light-dark stability, photodissociation efficiency, ROS production capacity, light-controlled antibacterial and anti-tumor activities as well as mechanisms were systematically investigated by ultraviolet visible spectrophotometer (UV–vis), confocal laser scanning microscope (CLSM), gel electrophoresis (GE), scanning electron microscope (SEM), oxford cup method, MTT method etc. The lipid water distribution coefficients of complex 1, 2 and 4 were all within the range of 0∼3, demonstrating their better cell absorption capacity and more competitive bioavailability potentiality compared with GBP. All of the synthesized complexes possessed excellent stability in a dark environment, and could conduct ligand dissociation under the condition of visible light irradiation except complex 1. In which, complex 2 and complex 4 were able to achieve degradation rates of 37.9 % and 54.4 % within 5 min, separately. In addition, complex 2 and complex 4 exhibited superior inhibitory activities on the HN-3 tumor cells on account of their stronger ROS production capacity. Moreover, the constricted expression of BCL-2 and NF-kB p-p65, especially the promoted expression of BAX may be one of the root cause. The four synthesized complexes had preferable inhibition effects against S. aureus under the condition of visible light irradiation in contrast to darkness, in which complex 4 was the best and its MIC and MBC values were 6.25 and 12.5 μg/mL, respectively. The antibacterial mechanism of the complex 4 may be in relation to the synergistic effect of multiple factors, including leakage of bacterial inclusion, change of cell membrane permeability and disruption of cell wall etc. All of the above generalized researches will pave a way for the high-value development and application of GBP-based functional products.

研究领域: 植物化学 · 药理学 · 光化学
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2024 · IF 4

Volatile, glycerides, tocopherol, phytosterols, and triterpene alcohol in 31 commercial walnut oils from three countries

Yuan Gao,Na Zhang,Xingyue Li,Linhang Qu,Yonglin Li,Xiuzhu Yu

Walnut oil, well-known for its nutritional value, is a promising source of healthy lipids. This study assessed the physicochemical properties and levels of volatile compounds, glycerides, tocopherol, phytosterols, and triterpene alcohol in 31 commercial walnut oil samples from different countries: China (with 27 samples), France (with 3 samples), and Germany (with 1 sample). The percentage content of unsaturated fatty acids in walnut oils exceeded 90 %. A total of 93 volatile compounds were identified, and the corresponding concentrations ranged from 28.02 to 528.37 mg/L, including 22 aldehydes, 14 acids, 22 alcohols, 10 alkanes, 13 ketones, 4 alkenes, 6 esters, and 2 pyrazines. 58 glycerides were identified, with concentrations of 568.59–2056.53 mg/kg. TG (54:2), TG (54:3), and TG (54:7) were the top three glycerides. Five types of phytosterols were identified, with levels of 568.48 mg/kg - 2364.68 mg/kg. γ-tocopherol was the most abundant tocopherol, ranging from 51.18 mg/kg to 1832.55 mg/kg. Total triterpene alcohol ranged from 106.73 to 717.64 mg/kg, including taraxerol, cycloartenol, and parkeol, etc . The results indicated that there were slight differences in the chemical composition of walnut oils among different regions or countries. Notably, walnut oil was a good source of unsaturated fatty acids, phytosterols, and tocopherols.

研究领域: 食品科学 · 营养学 · 化学分析
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JOURNAL OF MICROBIOLOGY AND BIOTECHNOLOGY · 2023 · IF 2.8

Ganodermanontriol Suppresses the Progression of Lung Adenocarcinoma by Activating CES2 to Enhance the Metabolism of Mycophenolate Mofetil

Qingfeng Xie,Zhuo Cao,Weiling You,Xiaoping Cai,Mei Shen,Zhangyong Yin,Yiwei Jiang,Xin Wang,Siyu Ye

New anti-lung cancer therapies are urgently required to improve clinical outcomes. Since ganodermanontriol (GDNT) has been identified as a potential antineoplastic agent, its role in lung adenocarcinoma (LUAD) is investigated in this study. Concretely, lung cancer cells were treated with GDNT and/or mycophenolate mofetil (MMF), after which MTT assay, flow cytometry and Western blot were conducted. Following bioinformatics analysis, carboxylesterase 2 (CES2) was knocked down and rescue assays were carried out in vitro. Xenograft experiment was performed on mice, followed by drug administration, measurement of tumor growth and determination of CES2, IMPDH1 and IMPDH2 expressions. As a result, the viability of lung cancer cells was reduced by GDNT or MMF. GDNT enhanced the effects of MMF on suppressing viability, promoting apoptosis and inducing cell cycle arrest in lung cancer cells. GDNT up-regulated CES2 level, and strengthened the effects of MMF on down-regulating IMPDH1 and IMPDH2 levels in the cells. IMPDH1 and IMPDH2 were highly expressed in LUAD samples. CES2 was a potential target for GDNT. CES2 knockdown reversed the synergistic effect of GDNT and MMF against lung cancer in vitro. GDNT potentiated the role of MMF in inhibiting tumor growth and expressions of CES2 and IMPDH1/2 in lung cancer in vivo. Collectively, GDNT suppresses the progression of LUAD by activating CES2 to enhance the metabolism of MMF.

研究领域: 肿瘤学 · 药理学 · 分子生物学 · 细胞生物学
✓ 已验证 DOI PubMed 高影响因子
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ACS Applied Nano Materials · 2024 · IF 5.3

Design of Ti3C2Tx/SnO2-Selective Ethanolamine Sensor

Xiaoli Xu,Hongtao Jiang,Wangwang Liu,Shengyi Wang,Xiaoping Wang,Mengyu Wang,Wei Ma,Guorong Sun,Jiming Liu

Two-dimensional transition metal carbides/nitrides (MXenes) show great potential in volatile organic compound (VOC) sensors owing to their exceptional electrical properties, numerous active sites, and abundant terminal functional groups. However, pure MXene Ti3C2Tx is prone to oxidative degradation under ambient environment, and the insufficient response and poor stability are still grand challenges. Hereby, by deliberately introducing metal oxide semiconductor in multilayer Ti3C2Tx, a promising Ti3C2Tx/SnO2 sensor with excellent long-term stability and outstanding selectivity is developed for VOC monitoring. The research shows that the Ti3C2Tx/SnO2 hybrid sensor implements efficient detection of hydrogen-bonded gases and is especially highly efficient with ethanolamine (EA). The sensitivity of the hybrid sensor to EA is improved by over 10-fold in comparison with pristine Ti3C2Tx, besides the good selectivity to over 12 different VOCs. The synergistic effects of n-n nanoheterojunctions, the large specific surface area of 45.186 m2/g and mesoporous-rich hierarchical structure, and the functional terminal groups together facilitate the EA-sensitive properties. In addition, the innovative preparation of the Ti3C2Tx/SnO2 sensor, which takes advantage of terpinol, contributes to the close contact of Ti3C2Tx/SnO2 on the ceramic tubes, thus improving the sensor sensitivity. The scientific findings of this work may provide valuable ideas for the exploration of innovatively composite gas sensors.

研究领域: 材料科学 · 化学传感器 · 纳米技术 · 环境监测
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Journal of Biomedical Nanotechnology · 2019 ·Vol. 15 ·期 3 ·555-570 · IF 0

Characterization, Cytotoxicity and Genotoxicity of Graphene Oxide and Folate Coupled Chitosan Nanocomposites Loading Polyprenol and Fullerene Based Nanoemulsion Against MHCC97H Cells

Tao Ran,Wang Chengzhang,Zhang Changwei,Li Wenjun,Zhou Hao,Chen Hongxia,Ye Jianzhong

Hepatocellular carcinoma (HCC) is one of the most lethal diseases worldwide. Ginkgo Biloba Leaves polyprenol (GBP) is considered potential efficacy in the treatment of HCC. This study involved oil-in-water type nanoemulsion (NE) loading GBP and Fullerene C60 (C60F) were prepared by dissolving GBP and C60F in NE using inversed phase emulsification (EIP) with ultrasonic-assisted emulsification (UAE) method. Folic acid (FA) coupled Chitosan (CS) and Graphene oxide (GO) nanocomposites (NCs): FA-CS-GO-NCs were fabricated by ionic cross-linking of positively charged FA-CS-GO solution conjugates and negative charged NE with TPP. We combined these materials for preparing NCs loading GBP and C60F (GBP-C60F-FA-CS-GO-NCs) based GBP-C60F-NE. GBP-C60F-FA-CS-GO-NCs in the NE were the mean size was 44.9 nm, PdI was 0.267 and the mean zeta potential was 47.8 mV. And they had good drug loading efficiency, encapsulation efficiency, drug release property and storage stability. In this cytotoxic study, it demonstrated the GBP-C60F-FA-CS-GO-NCs were greater inhibition capacity on MHCC97H cells compared with GBP-NE, C60F-NE, GBP-C60F-NE, GBP-FA-CS-GO-NCs and C60F-FA-CS-GO-NCs. In this genotoxic study, GBP-C60F-FA-CS-GO-NCs at low C60F concentration showed low genotoxicity on MHCC97H and L02 cells. By comparison, GBP-C60F-FA-CS-GO-NCs had higher cytotoxicity on MHCC97H than L02 cells. By the cell apoptosis analysis, the results revealed that GBP-C60F-NE and GBP-C60F-FA-CS-GO-NCs could obviously induce MHCC97H cell apoptosis, especially high concentration GBP-C60F-FA-CS-GO-NCs had the strongest apoptosis inducing ability. The treatment against MHCC97H cells with moderate C60F concentrations of GBP-C60F-FA-CS-GO-NCs effectively inhibited the overexpressions of Akt1 and Akt2, and significantly increased the expression of PTEN. Our results suggest that PTEN, Akt1 and Akt2 might play an important role in the aspect of GBP-C60F-FA-CS-GO-NCs inhibiting against HCC cells. It provides further evidence to speculation that up-regulated PTEN expression and down-regulated Akt1 and Akt2 expression might be one of the important mechanisms for GBP-C60F-FA-CS-GO-NCs inhibiting HCC cells. All these results suggest that GBP-C60F-FA-CS-GO-NCs effectively inhibited the HCC malignant development and has potentially important value in the HCC treatment.

研究领域: 纳米技术 · 药学 · 肿瘤学 · 分子生物学 · 生物医学工程
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BIOLOGICAL TRACE ELEMENT RESEARCH · 2017 ·Vol. 184 ·期 1 ·60-74 · IF 2.399

Characterization, Cytotoxicity, and Genotoxicity of TiO2 and Folate-Coupled Chitosan Nanoparticles Loading Polyprenol-Based Nanoemulsion

Tao Ran,Wang Chengzhang,Zhang Changwei,Li WenJun,Zhou Hao,Chen Hongxia,Ye Jianzhong

The structure and bioactivity of Ginkgo biloba leaves polyprenol (GBP) are similar to that of dolichol which widely exists in human and mammalian organs. GBP possesses potential pharmacological activities against cancer. This study involved oil-in-water type nanoemulsion (NE) loading GBP was prepared by dissolving polyprenol in nanoemulsion of sodium tripolyphosphate (TPP)/TiO 2 solution, Triton X-100, and 1-octanol by inversed-phase emulsification (EIP) and ultrasonic emulsification (UE) method. Folic acid (FA)-coupled chitosan (CS) nanoparticles (NPs), GBP-FA-CS-NPs and GBP-TiO 2 -FA-CS-NPs, were fabricated by ionic cross-linking of positively charged FA-CS conjugates and negatively charged nanoemulsion with TPP/TiO 2 . And characterizations of them were investigated by TEM, SEM, FTIR, particle size, and zeta potential. The cytotoxic and genotoxic effects of GBP-TiO 2 -FA-CS-NP treatment were higher than GBP-NE, GBP-FA-CS-NPs, TiO 2 -NE, GBP-TiO 2 -NE, TiO 2 -FA-CS-NPs, and GBP-TiO 2 -FA-CS-NP treatment at the same tested concentrations in HepG2 cells. GBP-TiO 2 -FA-CS-NPs at low TiO 2 concentration (from 1 to 2.5 μg/ml) showed good inhibition capacity on HepG2 cells and low cytotoxic and genotoxic effects on HL-7702 cells. The possible mechanism of cytotoxicity on GBP-TiO 2 -FA-CS-NPs against HepG2 cells is by preventing excessive intracellular Ca 2+ into extracellular spaces via inhibiting Ca 2+ -ATPase and Ca 2+ /Mg 2+ -ATPase.

研究领域: 药理学 · 纳米技术 · 毒理学 · 癌症研究 · 材料科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CONTROL · 2021 · IF 5.548

Varietal differences in the phytochemical components’ accumulation and aroma profile of three Humulus lupulus cultivars

Kai Hong,Zhenzhen Xu,Limin Wang,Agbaka Johnpaul,Yongqiang Cheng,Chenyan Lv,Changwei Ma

Humulus lupulus (hop) cone is a key ingredient in beer, which determines its taste and aroma. The impact of ripening on the bitter acids, aroma compounds, and polyphenols of hops has been reported separately, there is no systematic study on all three components. Here, three hop varieties (‘TP1’, ‘TP2’, and ‘QTF’) in China were sampled to investigate the correlation between the harvest maturity and these three components, which indicated that polyphenols synthesized earlier than hop bitter acids, followed by the aroma compounds. Variety differences of the hop cultivars prompted the obvious separation in the partial least-squares discriminant analysis (PLS-DA). Among three hop cultivars. ‘TP1’ with the highest contents of aroma compounds contributed to flower aroma, and with higher contents of bitter acids which contributed to bitter taste. In contrast, ‘TP2’ has been reported to be rich in caffeic acid, salicylic acid, syringaldehyde, (+)-catechin, and (−)-epicatechin. To analyze the hop aroma characteristics, two matrices of hop tea and late-hopped beer were prepared and used for sensory evaluation. Compared to ‘TP2’ and ‘QTF’, the hop tea with ‘TP1’ scored best for ‘strong’ (P < 0.01), ‘herbal’ (P < 0.05) and ‘citrus’ (P < 0.01). While the ‘strong’ and ‘herbal’ characteristics from terpene compounds receded in the late-hopped beer, the ‘citrus’ and ‘fruity’ notes from terpenol compounds remained noticeable.

研究领域: 植物科学 · 农学 · 食品科学 · 化学
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JOURNAL OF MOLECULAR LIQUIDS · 2024 · IF 5.3

Synthesis and interface behaviors of amino acid surfactants with naturally derived branched hydrophobic chains

Xue Zhao,Zi Wang,Yutong Liu,Bingbing Yuan,Linhua Song,Jeff Penfold,Peixun Li,Zifeng Yan

Amino acid surfactants play a crucial role in many personal care products and pharmaceuticals. Their significance arises from their unique characteristics, including diverse molecular structures, low skin irritation, and excellent biodegradability. The structure of amino acid surfactants, particularly the structure of their hydrophobic chains, plays a pivotal role in determining their interfacial properties. It is proposed that the steric hindrance effect stemming from the presence of branched hydrophobic chains can exhibit a profound influence on both the interfacial adsorption behavior and the overall performance of amino acid surfactants. We synthesized a range of novel amino acid surfactants featuring varying lengths of branched chains, derived from natural terpenoid alcohols. Several characterization techniques, including surface tension measurements, dynamic light scattering, foam volume assessments, demulsification time evaluations, and contact angle measurements were used to reveal the substantial influence of branched chains and the chain length on the surfactant performance. The investigation shows how the presence of branched chains influences their interfacial properties, their propensity to form larger aggregates above the critical micelle concentration and the impact of pH on the surfactants performance. Within the examined pH range, surfactants featuring natural branched farnesol chains exhibit critical micelle concentration ranging from approximately 0.8 to 3.8 mM. Those values are significantly lower when compared to surfactants possessing similar length of linear chains. Simultaneously, the conversion of linear hydrophobic chains into branched chains enhances the foam stability promoted by the surfactants by approximately 10 %. These findings emphasize the collective impact of hydrophobic interactions and steric hindrance of the hydrophobic chains on surfactant surface packing. The distinctive interfacial behavior exhibited by branched surfactants shows great potential in establishing a theoretical foundation for formulation research in the development of highly efficient detergents and premium cosmetics.

研究领域: 表面活性剂化学 · 材料科学 · 胶体与界面科学 · 药学 · 个人护理产品
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