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Plant Phenomics · 2022 · IF 6.961

Moxa Wool in Different Purities and Different Growing Years Measured by Terahertz Spectroscopy

Yongni Shao,Di Zhu,Yutian Wang,Zhi Zhu,Wenchao Tang,Zhengan Tian,Yan Peng,Yiming Zhu

Moxa wool is a traditional Chinese herbal medicine, which can warm channels to dispel coldness. At present, there is no unified index to evaluate the purity and growing years of moxa wool in the market. Terpineol is one of the effective substances in the volatile oil of moxa wool. Here, we characterize the purity and growing years of moxa wool by studying terpineol. Gas chromatography-mass spectrometry (GC-MS) and high-performance liquid chromatography (HPLC) are the methods for monitoring terpineol at present, all of which have defects of complicated procedures. We established linear fitting to distinguish the different purities of moxa wool through the intensities (areas) of terpineol, the characteristic peaks, and the consequence presented; the coefficient of determination (R2) was higher than 0.90. Furthermore, based on the characteristic peak position of standard terpineol, the correlation model with the purity and growing year of moxa wool was set up, thereby differentiating the quality of moxa wool. We have built the partial least squares (PLS) model of the growing years of moxa wool with high accuracy, and the determination coefficient is greater than 0.98. In addition, we compare the quantitative accuracy of Raman spectroscopy with terahertz technology. Finally, a new method of terahertz spectroscopy to evaluate quality of moxa wool was found. It provides a new idea for the identification of inferior moxa wool in the market and a new method for identifying the quality of moxa wool in traditional Chinese medicine.

研究领域: 中药学 · 光谱分析 · 生物医学工程
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PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY · 2025 · IF 1.9

A strategy of extracting and purifying the α-terpineol obtained from the Penicillium digitatum biotransformation of limonene

Zehao Li,Zixuan Wang,Lulu Zhang,Feng Yingjie,Jinchu Yang,Haoliang Li,Weimin Song,Qiuling Wang,Yongfeng Yang,Zhenzhen Huang,Yongming Xu,Yufeng Fu,Meizhou Ding,Gang Fan,Jingnan Ren,Aiqun Yu,Jian Feng,Guijie Li,Linhua Huang,Yujiao Cheng

α-Terpineol, an abundant oxygenated monoterpene compound, shows a varied range of beneficial bioactivities. This study focused on the efficient extraction and purification of α-terpineol from the biotransformation of limonene using Penicillium digitatum DSM 62840 mutant (PdTP1-overexpressed OE2 strain). The α-terpineol was primarily distributed in the supernatant, with minimal association with the biomass. And the optimal extraction was achieved using ethyl acetate as the extractant, which can directly obtain the highest recovery of α-terpineol without sequential extractions. The equilibrium of mass transfer was quickly reached (≤20 s in vortex). Additionally, the purification method of α-terpineol using column chromatography was described, further improving the purity of product to 96.86% in gas chromatography. Structural identification of purified α-terpineol was confirmed using gas chromatography-mass spectrometry, Fourier-transform infrared spectroscopy, and nuclear magnetic resonance. This simplified and efficient strategy for the extraction and purification of α-terpineol not only provides a solid theoretical basis for the final step in the relevant study of microbial synthesis of α-terpineol but also is of great significance for its industrial application.

研究领域: 微生物学 · 天然产物化学 · 药理学
✓ 已验证 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2024 · IF 8.5

Encapsulation of 4-terpineol with β-cyclodextrin: Inclusion mechanism, characterization and relative humidity-triggered release

Chuanxiang Cheng,Yujie Lei,Tiantian Min,Yushan Zhang,Jin Yue

4-Terpineol (4-TA), a typical monocyclic monoterpene essential oil compound with important biological activities, poor stability and solubility severely hamper its biological activities. To date, β-cyclodextrin (β-CD) encapsulating essential oil to form inclusion complexes (ICs) is considered as a satisfactory treatment. Nevertheless, the detailed inclusion mechanism of β-CD for 4-TA especially the behavior of 4-TA during inclusion formation have not available yet. Herein, 4-TA/β-CD ICs were successfully synthesized by the co-precipitation method, and hydrogen bonds and hydrophobic interactions played a key role in the formation of ICs, and the isopropyl of 4-TA entered the cavity through the wide rim of β-CD. Moreover, the release profile demonstrated that high RH (85 % and 99 %) triggered the release of TA from ICs. This study suggests the great potential of cyclodextrin inclusion strategy for improving the stability and sustained release of 4-TA in food preservation application.

CAS / MDL: 111689-03-3 562-74-3
研究领域: 食品科学 · 化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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CHEMICAL ENGINEERING SCIENCE · 2025 · IF 4.3

Synthesis of α-terpinyl methyl ether by catalytic alkoxylation of tire pyrolysis oil over heteropolyacid modified Hβ zeolite

Yilong Xu,Shihao Fu,Yuxin Wen,Wenqing Lv,Liangyan Ma,Haoquan Hu,Lijun Jin

Limonene is significant feedstock and how to abundantly acquire or convert into high-value chemicals is crucial. Waste tire pyrolysis oil (TPO) rich in limonene provides an alternative route. To address its difficult separation from other compounds in TPO, especially p -cymene, a new route to convert limonene into α-terpinyl methyl ether (TME) with high boiling point was proposed by alkoxylation over heteropolyacid-modified Hβ zeolite. Strong Brønsted acid centers can attain high efficiency in alkoxylation in limonene- p -cymene binary compounds. 89.24 % conversion was achieved after 5 h at 60 °C while TME yield is the highest (71.70 %) after 3 h with no reaction of p -cymene. Above 80 % limonene is transformed in real fraction of 160–180 °C of TPO and TME yield exceeds 60 %. Initial separation of TME and aromatic was achieved by vacuum distillation. The possible mechanism of limonene alkoxylation was proposed. This work provides a new approach to efficient utilization of limonene.

研究领域: 化学工程 · 催化化学
✓ 已验证 产品关联 DOI 高影响因子
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PEST MANAGEMENT SCIENCE · 2022 ·Vol. 78 ·期 8 ·3305-3313 · IF 4.462

Effects of aphid-induced semiochemicals from cover plants on Harmonia axyridis (Coleoptera: Coccinellidae)

Liu Zhang,Zifang Qin,Xinxin Zhao,Xinzheng Huang,Wangpeng Shi

BACKGROUND Harmonia axyridis Pallas (Coleoptera: Coccinellidae) is an important natural enemy of aphids. Plant species and plant health conditions can affect the behavior of H. axyridis . To determine plant effects on this lady beetle, we examined beetle responses to four cover crops: coriander ( Coriadrum sativum L., Apiales: Apiaceae), marigold ( Tagetes erecta L., Asterales: Asteraceae), sweet alyssum ( Lobularia maritima L., Brassicales: Brassicaceae), and alfalfa ( Medicago sativa L . , Fabales: Fabaceae). Our goal was to better understand this predator's ovipositional behavior in response to different plants and its olfactory response to the aphid-induced volatiles from these plants. RESULTS We found that this lady beetle did not have any significant oviposition preference among the four plant species, but H. axyridis preferred to lay eggs on the lower surface of leaves, regardless of the plant species. H. axyridis females had a significant preference for aphid-infested marigolds, but were not attracted by any of the other three cover plants or marigolds without aphid damage. Compared to the uninfested marigold plants, the emission of 12 compounds significantly increased on the aphid-infested marigolds, and two of them were attractive to H. axyridis under suitable concentrations. CONCLUSION H. axyridis did not show any significant oviposition preference among the four cover crops. Aphid-infested marigolds can attract H. axyridis . Indole and terpinen-4-ol mediated lady beetle attraction. These synomones have potential for manipulating populations of H. axyridis as a component of conservation biological control. © 2022 Society of Chemical Industry.

研究领域: 昆虫学 · 植物科学 · 农业生态学
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Insects · 2022 ·Vol. 13 ·期 12 ·1077 · IF 3.139

Study of the Repellent Activity of 60 Essential Oils and Their Main Constituents against Aedes albopictus, and Nano-Formulation Development

Weifeng Wu,Yu Yang,Yingmiao Feng,Xiaofei Ren,Yuling Li,Wenjiao Li,Jietong Huang,Lingjia Kong,Xiaole Chen,Zhongze Lin,Xiaohui Hou,Longlai Zhang,Yajie Chen,Zhaojun Sheng,Weiqian Hong

Simple SummaryDue to the environment and human health concerns of synthetic repellents, essential oils (EOs) as natural alternatives have received increased attention. In this study, the repellent activity of 60 commercial EOs againstAedes albopictuswas evaluated. In the initial screening, 8 active EOs including cinnamon, marjoram, lemongrass, bay, chamomile, jasmine, peppermint2, and thyme were selected. Twenty-one major constituents (>5% relative area) in the 8 active EOs were identified via gas chromatography-mass spectrometry (GC-MS) analysis. Cinnamaldehyde, citral and terpinene-4-ol displayed the highest repellent activity with more than 60% RR, which were more active thanN,N-diethyl-3-methyl benzoyl amide (DEET). Next, their nanoemulsions were prepared and characterized. In the arm-in-cage assay, cinnamaldehyde- and citral-based nanoemulsions have prolonged mosquito protection time compared with their normal solutions.AbstractMosquitoes are one of the most important disease vectors from a medical viewpoint in that they transmit several diseases such as malaria, filariasis, yellow and Dengue fever. Mosquito vector control and personal protection from mosquito bites are currently the most efficient ways to prevent these diseases. Several synthetic repellents such as DEET, ethyl butylacetylaminopropionate (IR3535) and 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine) (Picaridin), have been widely used to prevent humans from receiving mosquito bites. However, the use of synthetic repellents has raised several environment and health concerns. Therefore, essential oils (EOs) as natural alternatives receive our attention. In order to discover highly effective mosquito repellents from natural sources, the repellent activity of 60 commercial EOs againstAe. albopictuswas screened in this study. Eight EOs including cinnamon, marjoram, lemongrass, bay, chamomile, jasmine, peppermint2, and thyme, showed a suitable repellent rate (>40%) at the tested dose of 10 μg/cm2. Then, their main constituents were analyzed by GC-MS, and the active constituents were identified. The most active compounds including cinnamaldehyde, citral and terpinen-4-ol, exhibited an 82%, 65% and 60% repellent rate, respectively. Moreover, the nanoemulsions of the three active compounds were prepared and characterized. In the arm-in-cage assay, the protection times of the nanoemulsions of cinnamaldehyde and citral were significantly extended compared with their normal solutions. This study provides several lead compounds to develop new mosquito repellents, and it suggests that nanoemulsification is an effective method for improving the duration of the activity of natural repellents.

研究领域: 昆虫学 · 药学 · 纳米技术 · 天然产物化学
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MOLECULES · 2023 ·Vol. 28 ·期 7 ·3202 · IF 4.6

Study on the Hydration of α-Pinene Catalyzed by α-Hydroxycarboxylic Acid–Boric Acid Composite Catalysts

Zhonglei Meng,Rongxiu Qin,Rusi Wen,Guiqing Li,Zhongyun Liang,Junkang Xie,Zhangqi Yang,Yonghong Zhou

In this study, seven types of α-hydroxycarboxylic acids were selected to form composite catalysts with boric acid, and their catalytic properties were studied using the catalytic hydration of α-pinene. The results showed that the composite catalyst of boric acid and tartaric acid had the highest catalytic activity. With an α-pinene, water, acetic acid, tartaric acid, and boric acid mass ratio of 10:10:25:0.5:0.4, the reaction temperature was 60 °C, the reaction time was 24 h, the conversion of α-pinene was 96.1%, and the selectivity of terpineol was 58.7%. The composite catalyst composed of boric acid and mandelic acid directly catalyzed the hydration of α-pinene in the absence of a solvent. Under the optimal conditions, the conversion of α-pinene reached 96.1%, and the selectivity of terpineol was 55.5%. When the composite catalyst catalyzed α-pinene to synthesize terpineol in one step, the terpineol was optically active, and terpineol synthesized using the two-step method with the dehydration ofp-menthane-1,8-diol monohydrate was racemic. These composite catalysts may offer good application prospects in the synthesis of terpineol.Keywords:α-hydroxycarboxylic acid–boric acid complexes;green catalyst;hydration of α-pinene;solvent-free;terpineol;p-menthane-1,8-diol monohydrate

研究领域: 催化 · 有机化学 · 绿色化学
✓ 已验证 DOI PubMed 高影响因子
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Frontiers in Plant Science · 2022 · IF 6.627

Essential oil from Sabina chinensis leaves: A promising green control agent against Fusarium sp.

Zhang Jianyun,Zhao Ziyi,Liang Wenyu,Bi Jingyi,Zheng Yuguang,Gu Xian,Fang Huiyong

Sabina chinensis is a woody plant with important ecological functions in different regions of China, but its essential oils (EO) against plant pathogenic fungi remain largely undetermined. The purpose of our study was to assess the chemical composition and antifungal activity of S. chinensis EO based on optimization of the extraction process. In this study, an actionable and effective model with the experimental results and identified optimum conditions (crushing degree of 20 mesh, liquid–solid ratio of 10.1:1, immersion time of 9.1 h) was established successfully to achieve an extraction yield of 0.54%, which was basically consistent with the theoretical value. A total of 26 compounds were identified using headspace gas chromatography–mass spectrometry (GC–MS) and showed that the major constituent was β-phellandrene (26.64-39.26%), followed by terpinen-4-ol (6.53-11.89%), bornyl acetate (6.13-10.53%), etc. For Petri plate assays, our experiments found for the first time that S. chinensis EO revealed high and long-term antifungal activity against the tested strains, including Fusarium oxysporum and Fusarium incarnatum, at EC50 values of 1.42 and 1.15 µL/mL, which especially reached approximately 76% and 90% growth inhibition at a dose of 0.2 µL/mL, respectively. Furthermore, the antifungal activity of EO from different harvest periods showed remarkable variation. The orthogonal partial least-squares discriminant analysis (OPLS-DA) method revealed 11 metabolites with chemical marker components, and 5 of its potential antifungal activities, terpinen-4-ol, α-terpineol, α-elemol, γ-eudesmol, and bornyl acetate, were strongly correlated with the mycelial inhibition rate. In total, this study explored the antifungal activity of EO against root rot fungus as a potential fungicide and provided valuable information into developing potential products from natural agents.

CAS / MDL: 110-54-3
研究领域: 植物科学 · 植物病理学 · 天然产物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Journal of Essential Oil Bearing Plants · 2022 · IF 1.971

Isolation, Antibacterial, Nematicidal and Anxiolytic Activities of Essential Oil from Cinnamomum longepaniculatum (Gamble) N. Chao ex H. W. Li Leaves

Yuanyuan Zhang,Lin Zhang,Yongbin Meng,Yuangang Zu,Feng Han,Xiuhua Zhao

The utilization of natural product resources is significant for economic growth and health care. Herein, Cinnamomum longepaniculatum essential oil (CLEO) was isolated by microwave-assisted hydrodistillation (MAH). The composition of CLEO was determined by gas chromatography/mass spectrometry (GC/MS), and the antibacterial, nematicidal and anxiolytic activities of CLEO were evaluated. GC/MS results revealed that 33 compounds were identified, accounting for 99.87% of the total identified compounds. The major components of CLEO were monoterpenes, including β-myrcene (22.55%), eucalyptol (11.59%), α-pinene (11.56%), terpinen-4-ol (8.63%). Further research found that CLEO can inhibit the growth of Staphylococcus aureus (MIC 7.13 mg/mL, MBC 14.25 mg/mL), Escherichia coli (MIC 14.25 mg/mL, MBC 57 mg/mL), and Pseudomonas aeruginosa (MIC 14.25 mg/mL, MBC 28.50 mg/mL), the zone of inhibition were 17.49 ± 0.51 mm, 13.35 ± 0.27 mm and 15.15 ± 0.31 mm, respectively. CLEO could increase cell membrane permeability and make β-galactosidase, protein and other substances leak from the cell. Importantly, CLEO was first used to kill pine wood nematodes (PWN, Bursaphelenchus xylophilus). It was found that CLEO was toxic to B. xylophilus (LC50=30.81 mg/mL), and PWN treated with CLEO rapidly died and extended. Furthermore, CLEO was used in anxiolytic for the first time. CLEO inhalation can effectively relieve anxiety-like behaviors in open-field test (OFT) and elevated plus-maze test (EPT), and restore neurotransmitters (5-HT, NE, GABA) in brain tissue to normal levels. This study provides a strategy for the industrial production of CLEO and discovers its potential role in food transportation and preservation, forest pest control, and relief of emotional disorders such as anxiety and stress, which are beneficial to health care and economic development and provides a basis for broader application of CLEO.

CAS / MDL: 9048-46-8 369-07-3
研究领域: 药理学 · 植物科学 · 微生物学 · 神经科学
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