RSC Advances
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2020
·Vol. 10
·期 11
·6491-6496
·
IF 3.119
Rui-Feng Mei,Ya-Xian Shi,Wei-He Duan,Hao Ding,Xiao-Ran Zhang,Le Cai,Zhong-Tao Ding
α-Terpineol (1), the main volatile constituent in some traditional Chinese medicines, has been reported to be metabolized to 4R-oleuropeic acid by the larvae of common cutworms. The present study verified that α-terpineol could be converted to 4R-oleuropeic acid (2) and (1S,2R,4R)-p-menthane-1,2,8-triol (3) by Alternaria alternata fermentation. Using shortened fermentation times, 7-hydroxy-α-terpineol (2a) was identified as an oxidative intermediate, which was consistent with the hypothesis put forward by previous studies. Cytochrome P450 enzymes were also confirmed to catalyze this biotransformation. This is the first study on the biotransformation of α-terpineol by microbial fermentation.
研究领域:
微生物学
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药理学
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天然产物化学
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PubMed
高影响因子
JOURNAL OF CHEMICAL AND ENGINEERING DATA
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2024
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IF 2
Jian Hong,Qiang Wang,Biao Liu,Tao Li,Dingkai Hu,Furqan Muhammad
Isothermal vapor–liquid equilibrium (VLE) data for valuable and thermally sensitive lavender essential oil systems, linalool + linalyl acetate, linalool + α-terpineol, and α-terpineol + linalyl acetate, were determined at 363.15, 378.15, and 393.15 K, respectively, by utilizing headspace gas chromatography (HSGC). The Wilson, NRTL, and UNIQUAC models were used to regressively fit experimental VLE data, demonstrating satisfactory agreement between the models and data. The vapor compositions were analyzed at different temperatures using the Wilson, NRTL, and UNIQUAC models, and the maximum absolute average deviation (AAD) values were 0.72, 0.78, and 0.80%, respectively, and the highest mean relative deviation (MRD) among these three models was 1.62, 1.57, and 1.65%, respectively. Furthermore, AMS software acquired the optimum intermolecular spatial arrangement and binding energy.
研究领域:
化学工程
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分析化学
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精油
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高影响因子
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
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2023
·
IF 5
Yang Xiaoling,Zhao Shunan,Deng Yong,Xu Weidong,Wang Zonghan,Wang Wenjun,Lv Ruiling,Liu Donghong
Abstract This study aimed to evaluate the antibacterial activities of α-terpineol against common foodborne pathogenic bacteria by agar well diffusion, broth microdilution, and colony counting assay. Propulsive research was conducted to reveal the antibacterial mechanisms, including morphology, infrared spectroscopy, membrane fluidity, membrane permeability, proton motive force, and oxidative phosphorylation. Results indicated that the antibacterial activity of α-terpineol decreased in the following order: Escherichia coli O157:H7, Salmonella typhimurium , Listeria monocytogenes , and Staphylococcus aureus . With an initial cell count of 8 log CFU/mL, α-terpineol at 0.8% (v/v) reduced E. coli O157:H7 and S. aureus by approximately 5.6 and 3.9 log CFU/mL within 1 h, respectively. Remarkable destruction in cell envelopes and intracellular organizations was observed. The hydroxyl of α-terpineol might form glycosidic bonds with carbohydrates and hydrogen bonds with PO 2 − and COO − via infrared spectroscopy analysis. Generalized polarization of Laurdan revealed that the polar head groups of phospholipids transformed into close packed. The anisotropy variations of trimethyl amino-diphenylhexatriene (TMA-DPH) and DPH suggested membrane fluidity decreased. The N-phenyl-1-naphthylamine intake assay indicated that α-terpineol impaired the cell wall. Propidium iodide staining was indicative of damaged plasma membranes. Electron transport in the cytoplasmic membrane was impaired, inducing reactive oxygen species accumulation. Both membrane electrical potential and membrane pH gradient collapsed. The disruption of proton motive force and the leakage of ATP resulted in a deficit of intracellular ATP. Our research revealed the interaction between the hydroxyl group of α-terpineol and bacteria affects membrane function contributing to the bacteria’s death. Key points • α-Terpineol hydroxy formed glycosidic bonds and hydrogen bonds with bacteria • α-Terpineol increased the membrane gelation and reduced the membrane fluidity • Proton motive force and oxidative phosphorylation were impaired Graphical abstract
研究领域:
微生物学
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食品科学
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药理学
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PubMed
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ENVIRONMENTAL GEOCHEMISTRY AND HEALTH
·
2026
·Vol. 48
·期 7
·331
·
IF 4.3
Chen Huan-Feng,Yang Zi-Jun,Chen Hai-Rong,Zhao Hai-Ming,Li Yan-Wen,Cai Quan-Ying,Mo Ce-Hui,Xiang Lei
Mining operations release substantial quantities of organic flotation reagents into aquatic environments. These compounds could subsequently enter soil systems through irrigation, runoff, or overflow, posing significant pollution and potential ecological risks. Nevertheless, the environmental fates of these reagents, particularly foaming agent, in soils remains poorly understood. This study investigated the sorption and degradation of α-terpineol (a typical foaming agent) in six soils with distinct physicochemical properties, using batch experiments coupled with solid-phase extraction and gas chromatography–mass spectrometry. The sorption kinetics followed a pseudo-first-order model, involving intra-particle and liquid film diffusion, while the sorption isotherms were best described by the Langmuir model, indicating monolayer sorption. The sorption process was governed mainly by hydrophobic interactions associated with soil organic matter (OM) and bridging effects facilitated by clay components. Higher OM content, higher clay content, neutral pH, greater abundance of dissolved OM, and higher cation concentrations promoted α-terpineol sorption. The logarithmic organic carbon partition coefficient of α-terpineol mainly ranged from 1.7 to 3.0, suggesting its weak sorption capacity in soils. The degradation kinetics conformed to a first-order model, with the degradation half-lives varying between 9.4 and 69.1 h cross different soils. This degradation was promoted by lower initial compound concentration, reduced moisture, moderate temperature, and enhanced microbial activity. A distinct lag phase in α-terpineol degradation highlighted its potential environmental persistence. These findings provide critical insights into the environmental fate and potential ecological risks of foaming agents in soil.
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JOURNAL OF ENVIRONMENTAL MANAGEMENT
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2026
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IF 9.2
Jin-Cheng Ye,Ying-Xi Liu,Huan Du,You-Qun Xie,Lei Xiang,Bai-Lin Liu,Nai-Xian Feng,Yan-Wen Li,Quan-Ying Cai,Ce-Hui Mo,Hai-Ming Zhao
α-Terpineol, a persistent and toxic frother in mineral flotation wastewater, poses significant environmental risks due to its resistance to natural degradation and potential to elevate chemical oxygen demand (COD). This study developed a novel bioremediation strategy using Pseudomonas asiatica S4, a newly isolated strain able to degrade α-terpineol efficiently by producing rhamnolipid biosurfactants. The strain S4 achieved over 90% removal of 1000 mg/L α-terpineol with rhamnolipid-enhanced solubilization and enzymatic catabolism within 48 h under optimized conditions. For the first time, the α-terpineol biodegradation pathway and its key genes were elucidated through intermediate identification, genomic analysis, and qPCR validation. The biochar immobilized strain S4 demonstrated exceptional performance in actual alkaline flotation wastewater (pH 9.5) containing multiple heavy metals, with simultaneous removal of α-terpineol and COD over 85% within 11 days, significantly outperforming those by free cells or biochar alone. The immobilized system also exhibited sustained efficiency over multiple treatment cycles in virtue of biochar's protective microenvironment and upregulation of catabolic genes (2∼8.7-fold). This work combines biosurfactant-mediated bioavailability enhancement with robust biochar-microbe synergy, presenting a sustainable and integrated approach for the remediation of refractory flotation reagents in mining wastewater.
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Food & Function
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2024
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IF 5.1
Ying Rong,Fanglin Liu,Hui Zhou,Tong Yu,Zhaolong Qin,Qianwen Cao,Luyao Liu,Xiaoge Ma,Lingbo Qu,Peirong Xu,Xinglin Liao,Qiman Jiang,Nan Zhang,Xia Xu
Asthma is a chronic inflammatory disorder in airways with typical pathologic features of airway inflammation and mucus hypersecretion. α-Terpineol is a monocyclic terpene found in many natural plants and foods. It has been reported to possess a wide range of pharmacological activities including anti-inflammatory and expectorant effects. However, the role of α-terpineol in asthma and its potential protective mechanism have not been well elucidated. This study is designed to investigate the pharmacological effect and mechanism of α-terpineol on asthmatic mice using the metabolomics platform. A murine model of asthma was established using ovalbumin (OVA) sensitization and then challenged for one week. The leukocyte count and inflammatory cytokines in the bronchoalveolar lavage fluid (BALF), lung histopathology, inflammatory infiltrate and mucus secretion were evaluated. An ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS)-based metabolomics study was performed on lung tissues and serum to explore endogenous small molecule metabolites affected by α-terpineol in asthmatic mice. After α-terpineol treatment, leukocyte count, inflammatory cytokines in the BALF, and peribronchial inflammation infiltration were significantly downregulated. Goblet cell hyperplasia and mucus secretion were attenuated, with the level of Muc5ac in BALF decreased. These results proved the protective effect of α-terpineol against airway inflammation, mucus hypersecretion and Th1/Th2 immune imbalance. To further investigate the underlying mechanisms of α-terpineol in asthma treatment, UPLC-MS/MS-based metabolomics analysis was performed. 26 and 15 identified significant differential metabolites were found in the lung tissues and serum of the control, model and α-terpineol groups, respectively. Based on the above differential metabolites, enrichment analysis showed that arachidonic acid (AA) metabolism was reprogrammed in both mouse lung tissues and serum. 5-Lipoxygenase (5-LOX) and cysteinyl leukotrienes (CysLTs) are the key enzyme and the end product of AA metabolism, respectively. In-depth studies have shown that pretreatment with α-terpineol can alleviate asthma by decreasing the AA level, downregulating the expression of 5-LOX and reducing the accumulation of CysLTs in mouse lung tissues. In summary, this study demonstrates that α-terpineol is a potential agent that can prevent asthma via regulating disordered AA metabolism.
研究领域:
药理学
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免疫学
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代谢组学
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呼吸医学
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PubMed
高影响因子
ATMOSPHERIC ENVIRONMENT
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2020
·
IF 4.039
Fenghua Li,Shanshan Tang,Narcisse T. Tsona,Lin Du
Kinetics and mechanism of α-terpineol oxidation by OH radicals were studied in the aqueous phase under acidic condition, and the optical properties of the reaction products were examined. Using the relative rate method, the rate constant of α-terpineol reaction with OH radicals was determined to be (1.3 ± 0.3) × 10 10 M −1 s −1 . The reaction products were analyzed by gas chromatography-mass spectrometry (GC-MS) and the reaction mechanism was proposed. The absorbance changes of the products were monitored by a UV–vis spectrophotometer, and α,β-unsaturated ketone compounds were observed. A certain distribution of α-terpineol in the aqueous phase has the potential to be conducive to the formation of aqueous secondary organic aerosols. At the same time, in order to investigate the persistence of α-terpineol in the atmosphere, its lifetime towards reaction with OH in atmospheric water was determined to be 6.2 h and 1.0 h in urban and remote area, respectively.
研究领域:
大气化学
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环境科学
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高影响因子
POLYMER
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2025
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IF 4.5
Yinqiao Liu,Jialu Han,Wensheng Yan,Qiuran Jiang,Jiamei Luo,Liying Zhang,Jun Wang,Wanshuang Liu
Growing environmental concerns are driving the development of bio-based and recyclable thermosetting polymers. In this work, we synthesized a novel liquid cycloaliphatic epoxide containing silyl ether bonds from α-terpineol, a renewable monoterpene alcohol. After optimizing the accelerator content, the epoxy resin cured with methylhexahydrophthalic anhydride exhibited a high glass transition temperature (172 °C) and an acceptable tensile strength (57.2 MPa), the presence of silyl ether bonds imparts the resin with inherent degradability in fluoride and acidic organic solutions, offering a pathway for recycling. Finally, the optimized epoxy system was used to prepare a thermally conductive adhesive with boron nitride (BN) as the filler. The resulting epoxy composite 35 wt% BN, exhibited an enhanced thermal conductivity of 1.298 W/m·K. Crucially, the high-value BN fillers could be recovered non-destructively through selective chemical recycling of the epoxy matrix.
研究领域:
高分子科学
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材料工程
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环境化学
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胶粘剂技术
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Microbiology Spectrum
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2025
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IF 3.8
Yuhan Yang,Panjie Hu,Yanchun Gong,Zeyong Zhong,Yichi Zhang,Fan Ye,Tieli Zhou,Jianming Cao,Zhongyong Wang
Multidrug-resistant gram-negative bacteria (GNB) have posed a serious public health hazard worldwide. Colistin (COL), the ultimate therapeutic option for treating GNB infections, has had escalating resistance rates concomitant with increased utilization. In this study, we attempted to increase the sensitivity to COL using a plant extract, α-terpineol (α-TP). Checkerboard and time-kill assays indicated that the combination of COL and α-TP exhibited pronounced synergistic antimicrobial effects against colistin-resistant (COL-R) GNB in vitro. Biofilm assessments revealed that COL combined with α-TP effectively inhibited biofilm development and eliminated established biofilms. Scanning electron microscopy indicated substantial disruption of bacterial cell membranes after 6 h of combined treatment. Additionally, cytotoxicity and erythrocyte hemolysis assays confirmed that α-TP maintained a degree of safety at synergistic concentrations. Mechanistically, the combination of COL and α-TP promoted the accumulation of reactive oxygen species and enhanced the permeability of both the inner and outer bacterial membranes. This study demonstrated that α-TP can restore the sensitivity of COL-R GNB to COL when used in combination.
研究领域:
微生物学
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感染病学
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抗菌药物研究
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药理学
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分子生物学
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转化医学
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耐药机制研究
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Frontiers in Cellular and Infection Microbiology
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2026
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IF 5.5
Yujuan Li,Yi Yang,Ting Zhou,Jing Zhou,Jie Hu,Shuangshuang Liang,Zhenhua Xie,Qing Cheng,Yachao Jiang,Chao Jiang,Qing Liu
Amid the growing antibiotic resistance crisis, colistin remains a last-line therapeutic option for multidrug-resistant (MDR) Gram-negative bacterial infections. However, the emergence and rapid dissemination of plasmid-mediated colistin resistance gene (mcr) have markedly reduced its clinical effectiveness. Utilizing colistin adjuvants to restore its antibacterial potency is a promising strategy to combat this threat. In this study, we aimed to investigate the synergistic effects of α-terpineol in combination with colistin against colistin-resistant MDR Escherichia coli (E. coli) and to elucidate the underlying mechanisms of this synergy. In vitro synergistic activity was evaluated using checkerboard microdilution assays, time-kill curve analyses, and resistance development studies. Mechanistic insights were obtained through transcriptomic analysis and fluorescence-probe based assays. In vivo efficacy was validated using Galleria mellonella and mouse acute peritonitis infection models. The results showed that the combination of α-terpineol and colistin exhibited synergistic bactericidal activity and suppressed the development of colistin resistance. α-Terpineol increased inner- and outer-membrane fluidity in E. coli, thereby enhancing colistin uptake. Furthermore, it inhibited superoxide dismutase (SOD) activity, preventing the conversion of O2·– to H2O2 and causing superoxide accumulation. Elevated O2·– levels damaged iron–sulfur clusters and impaired respiratory function. Together with the proton motive force (PMF) dissipation, these effects severely impaired ATP synthesis, ultimately sensitizing MDR E. coli to colistin. The combination also showed significant therapeutic efficacy in animal models. Our findings identify α-terpineol as a promising colistin adjuvant that restores antibacterial activity by disrupting membrane integrity and impairing antioxidant defenses, offering a viable strategy for treating MDR Gram-negative bacterial infections.
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PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY
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2025
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IF 1.9
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
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天然产物化学
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药理学
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高影响因子
INTERNATIONAL JOURNAL OF PHARMACEUTICS
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2026
·
IF 6
Huan Zhou,Ning Zhang,Chaoyue Sun,Min Feng,Ting Yang,Yonghong Liang,Chang Peng,Zhao Fu,Haiyan Zhang
Ulcerative colitis (UC) demands lifelong therapy, yet current regimens require daily high-dose administration that drives poor adherence and cumulative toxicity. Although α-terpineol (αTL) shows therapeutic efficacy in colitis, its oral application is limited by poor oral bioavailability and a lack of colon specificity. Rather than relying on sophisticated surface engineering, we encapsulated αTL within zeolitic imidazolate framework-8 (ZIF-8) during co-nucleation. This unmodified design permitted partial gastric release (∼46%) in gastric fluid and minimal release in intestinal fluid, with the remaining cargo subsequently released in the acidic environment of the inflamed colon. Oral administration of αTL@ZIF-8 resulted in colonic retention exceeding 24 h in DSS-induced colitis mice. Leveraging this colonic accumulation, an every-other-day regimen at 10 mg kg −1 achieved efficacy comparable to daily free αTL at 100 mg kg −1 or cyclosporine A at 60 mg kg −1 . Mechanistically, αTL@ZIF-8 restored Claudin-1 and ZO-1 expression, enriched butyrate-producing genera and elevated butyrate levels, and uniquely modulated glutathione synthesis-related pathways. Safety evaluation in healthy mice showed no overt toxicity under this regimen. This formulation reduces premature drug exposure in the upper gastrointestinal tract and allows more αTL to reach the acidic environment of the inflamed colon. These features enable a low-dose, every-other-day oral regimen that decouples therapeutic efficacy from dosing frequency, positioning it as a promising candidate for long-term UC management. Scheme 1. Schematic diagram of the preparation of orally administered αTL@ZIF-8 and its alleviation effects on colitis mice. Download: Download high-res image (194KB) Download: Download full-size image
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