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JOURNAL OF ETHNOPHARMACOLOGY · 2019 · IF 3.414

Hemostatic action of lotus leaf charcoal is probably due to transformation of flavonol aglycons from flavonol glycosides in traditional Chinses medicine

Yuhuan Chen,Qiwen Chen,Xiaozhong Wang,Fan Sun,Yawei Fan,Xiaoru Liu,Hongyan Li,Zeyuan Deng

Ethnopharmacological relevance Nelumbo nucifera Gaertn (lotus) leaves were empirically carbonized to enhance the hemostatic effect in traditional Chinese medicines . The mechanism of this application remains unclear. Aim of the study The present study aims at exploring the transformation of phytochemical compounds in lotus leaves after heating and figuring out the phytochemical mechanism of the application of charcoal hemostatic styptics. Methods and results Raw lotus leaves were heated at 150 °C and 220 °C, respectively, and the transformation of the phytochemicals was studied. Flavonol glycosides in raw lotus leaves were found to be degraded to their corresponding aglycons in 150 °C lotus leaf charcoals (LLC) and the subsequent degradation products of aglycons in 220 °C LLC. 150 °C LLC exhibited the most desirable hemostatic effect in mice on reducing both bleeding time (BT) and clotting time (CT) by more than 30% as compared to the untreated group (P < 0.05). The extracts of 150 °C LLC were further separated by using different solvents. Ethyl acetate fraction which contained much flavonol aglycons displayed the most desirable hemostatic effect. On the contrary, petroleum ether fraction contains poor flavonoid and much alkaloid thus prolonged BT and CT. N-butanol extracts which contained only flavonol glycoside failed to shorten CT. In rats, quercetin (aglycon) standard promoted blood coagulation by shortening APTT (activated partial thromboplastin time) and increasing fibrinogen (P < 0.05). Hyperoside (glycoside) increased fibrinogen and platelet count (P < 0.05). Nuciferine was shown to prolong APTT and TT (thrombin time) and decrease fibrinogen (P > 0.05). Conclusion Degradation of flavonoids and alkaloids in lotus leaves was suggested to enhance the hemostatic effect of LLC. Flavonol aglycons were found to be more effective on blood clotting compared with their corresponding glycosides. Nuciferine, a typical alkaloid in lotus leaves which was degraded in LLC showed anticoagulation effect in rats. The content of flavonoid aglycon can be regarded as a criterion to qualify LLC.

研究领域: 药理学 · 民族药理学 · 传统医学 · 植物化学
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FUEL · 2025 · IF 7.5

TiO2 layer coated MoO3 nanorod supported Ni catalyst for selective hydrogenolysis of cellulose to ketones and alcohols

Jie Wang,Quanxing Zheng,Hongliang Lu,Jianqiang Fan,Xiaohua Deng,Wenjing Song,Pengfei Ma,Weikun Lai

Selective aqueous hydrogenolysis of cellulose to valuable ketones and alcohols is attractive for biomass utilization. This work developed a TiO 2 layer coated MoO 3 nanorod supported Ni catalyst for the hydrogenolysis of cellulose to ketones and alcohols, which achieved a maximum hexacarbon keto-alcohols yield of 71.2 % with a complete cellulose conversion at 220 °C and 3 MPa H 2 . The interaction of Ni and TiO 2 -MoO 3 oxides provided effective channels for hydrogen transfer, thereby boosting the reduction of MoO 3 to form MoO 2 species. More Lewis acid sites were created which facilitated the isomerization of glucose and retro -aldol condensation of fructose. The cleavage of C O bonds in hydroxyl-containing intermediates thus promoted their selective hydrogenolysis to form ketones and alcohols. Particularly, Ni TiO 2 /MoO 3 catalyst demonstrated excellent reusability due to the protective coating of TiO 2 layer and could be widely used in selective hydrogenolysis of various oxygen containing compounds.

研究领域: 化学工程 · 可再生能源 · 催化科学
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JOURNAL OF ETHNOPHARMACOLOGY · 2018 · IF 3.115

Antidepressant potential of Uncaria rhynchophylla and its active flavanol, catechin, targeting melatonin receptors

Chang-An Geng,Tong-Hua Yang,Xiao-Yan Huang,Yun-Bao Ma,Xue-Mei Zhang,Ji-Jun Chen

Ethnopharmacological relevance Traditional Chinese medicines (TCMs) are fascinating sources for natural drug candidates. Uncaria rhynchophylla (Gouteng) is a famous TCM used for alleviating central nervous system (CNS) disorders, while its antidepressant constituents are still disputed. Aim of the study The present study was designed to assess the antidepressant property of U. rhynchophylla and characterize the active constituents targeting melatonin receptors which are closely related to CNS diseases. Materials and methods The total extract and each fraction of U. rhynchophylla were extensively assessed for their agonistic activity on melatonin receptors in vitro . The following bioassay-guided fractionation yielded the active constituents, whose activity was confirmed by dose-dependent bioassay and antagonistic experiment on HEK293 cells. Their antidepressant effects were evaluated on forced swimming test (FST), tail suspension test (TST) and open-field test (OFT) mice models in vivo . Their metabolic profiles in mice plasma were analyzed by LCMS-IT-TOF. Results The stems and hooks of U. rhynchophylla were revealed with agonistic activity on melatonin receptors (MT 1 and MT 2 ). Under the guidance of bioassay, two flavanols , catechin and epicatechin were obtained and showed obviously activity agitating MT 1 (EC 50 = 25.8 and 156.1 μM) and MT 2 (EC 50 = 47.3 and 208.8 μM) receptors. The agonistic activity of catechin on melatonin receptors can be antagonized by luzindole at the concentrations of 1.57–100 μM. Catechin could significantly reduce the immobility time in both FST and TST mice models at doses of 80 and 40 mg/kg, without obvious effect on locomotor activity in OFT mice model. Five phase II (M1-M5) and one phase I (M6) metabolites of catechin were detected in mice plasma after intragastric ( i.g .) administration. Conclusion Catechin is a potent antidepressant candidate from U. rhynchophylla by targeting melatonin receptors. The main metabolic pathways of catechin in mice plasma are glucuronidation (M3) and methylated glucuronidation (M4 and M5). This study provides valuable information for understanding the antidepressant potency of Gouteng and its active constituents.

CAS / MDL: 56296-78-7
研究领域: 药理学 · 神经科学 · 植物化学
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Natural Product Communications · 2022 · IF 1.496

Honokiol Improves Acne-like Lesions in a Rabbit Ear Model by Alleviating Hyperkeratosis and Sebum Secretion

Yuyan Zhu,Lixia Zhang,Xiyuan Zhou

The prevalence of acne vulgaris is high, but the topical retinoids used as the foundation of treatment have teratogenic and photosensitivity properties. Previous studies have suggested that honokiol, a small-molecule compound extracted from Magnolia officinalis, could effectively inhibit Cutibacterium acnes (C acnes) and inflammation in vitro. However, the effect in vivo is unclear. The rabbit ear acne model that we created showed obvious comedones and hyperkeratosis. These lesions were repeatedly measured and recorded by dermatoscopy (ultraviolet light). Compared with the control group, topical 2.5% honokiol cream obviously improved the comedones and hyperkeratosis and effectively reduced sebum secretion, as shown by Oil Red O staining. The effects were equivalent to those of adapalene gel without local side effects. We added honokiol's other functions to acne treatment in addition to antiinflammation, but further studies are needed.

CAS / MDL: 35354-74-6
研究领域: 皮肤病学 · 分子生物学
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Frontiers in Plant Science · 2019 · IF 4.106

Glucosyltransferase CsUGT78A14 Regulates Flavonols Accumulation and Reactive Oxygen Species Scavenging in Response to Cold Stress in Camellia sinensis

Zhao Mingyue,Jin Jieyang,Gao Ting,Zhang Na,Jing Tingting,Wang Jingming,Ban Qiuyan,Schwab Wilfried,Song Chuankui

Glycosyltransferases (UGTs) play diverse roles in cellular metabolism by altering regulatory metabolites activities. However, the physiological roles of most members of UGTs in crops in response to abiotic stresses are unknown. We have identified a novel glycosyltransferase CsUGT78A14 in tea crops, an important economic crops, whose expression is strongly induced by cold stress. Biochemical analyses confirmed that CsUGT78A14-1 showed the highest activity toward kaempferol and is involved in the biosynthesis of kaempferol-diglucoside, whereas the product of CsUGT78A14-2, which differs from CsUGT78A14-1 by a single amino acid, was identified as 3-O-glucoside. The accumulation of kaempferol monoglucosides and diglucosides was consistent with the expression levels of CsUGT78A14 in response to cold stress, as well as in different tissues and genotypes of tea plants. Down-regulation of CsUGT78A14 resulted in reduced accumulation of flavonols, reactive oxygen species (ROS) scavenging capacity and finally reduced tea plant stress tolerance under cold stress. The antioxidant capacity of flavonols aglycon was enhanced by glucosylation catalyzed by CsUGT78A14. The results demonstrate that CsUGT78A14 plays a critical role in cold stress by increasing flavonols accumulation and ROS scavenging capacity, providing novel insights into the biological role of UGTs and flavonoids in plants.

研究领域: 植物学 · 分子生物学 · 环境生物学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2024 · IF 8.1

Mechanism of Cu-Pb selective flotation separation based on quercetin as a novel depressant

Fan Feng,Haiyang He,Dan Liu,Siqing Liu,Jianjun Fang,Shuming Wen

This study presents an organic reagent, quercetin, as a flotation depressant used to effectively separate chalcopyrite and galena. Quercetin and O-isopropyl-N-ethyl thionocarbamate (IPETC) are used as depressants and collectors, respectively, and results of micro-flotation tests showed that quercetin can depress galena and has less effect on chalcopyrite. Tests of artificially mixed samples of the chalcopyrite and galena show that the separation effect of quercetin as a depressant is better than that of sodium sulfate and sodium silicate combined depressant, it is close to that of potassium bichromate as a depressant, that is, it has the potential to be a depressant to achieve selective separation of chalcopyrite and galena. The X-ray Photoelectron Spectroscopy and Fourier Transform Infrared Spectroscopy results demonstrate that quercetin can chemisorb with oxidized metal sites on minerals’ surfaces. Results of the contact angle, adsorption capacity, and Atomic Force Microscope show that quercetin has comparable adsorption amounts on both minerals’ surfaces, and can hinder the IPETC adsorption on the mineral surface, but the amount of IPETC adsorb on chalcopyrite is much higher than on galena surfaces. The differences in the adsorption of the collector on their surface are the main reason for realizing the separation of chalcopyrite from galena.

研究领域: 矿物加工工程 · 有机化学
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FOOD CHEMISTRY · 2020 · IF 6.306

Mechanistic studies of inhibition on acrolein by myricetin

Dingmin Zhang,Xiaoyun Jiang,Liubang Xiao,Yongling Lu,Shengmin Sang,Lishuang Lv,Wenjiang Dong

Acrolein (ACR) is an unsaturated aldehyde with high activity and toxicity and is produced in vivo and in food. This study investigated the impact of B-ring structure on the trapping of ACR by flavonols and the trapping mechanism and efficacy of ACR by myricetin. Galangin, kaempferol, quercetin, and myricetin, which possess the same A- and C-ring but different numbers of –OH groups on the B-ring, were selected for this study. Our results suggested that increasing the number of –OH groups on the B-ring can enhance the ACR trapping efficacy of flavonol and myrectin was identified as the most active flavonol. The adducts of myricetin with ACR under different ratios and incubation times were analyzed using LC-MS/MS. We also purified and identified the major mono- and di-ACR-myricetin adducts. Furthermore, myricetin could dose-dependently inhibit the formation of ACR in cookies through the formation of mono- and di-ACR adducts.

CAS / MDL: 529-44-2 117-39-5
研究领域: 食品科学 · 分子生物学
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MOLECULES · 2019 ·Vol. 24 ·期 14 ·2537 · IF 3.06

Efficient Homogenization-Ultrasound-Assisted Extraction of Anthocyanins and Flavonols from Bog Bilberry (Vaccinium uliginosum L.) Marc with Carnosic Acid as an Antioxidant Additive

Yusong Jin,Yunhui Zhang,Dongmei Liu,Dewen Liu,Chunying Zhang,Huijuan Qi,Huiyan Gu,Lei Yang,Zhiqiang Zhou

To explore the optimum conditions for the extraction of anthocyanins and flavonols from bog bilberry (Vaccinium uliginosumL.) marc on a single-factor experimental basis, a response surface methodology was adopted for this intensive study. The extraction procedure was carried out in a Waring blender and followed an ultrasonic bath, and the natural antioxidant carnosic acid was added to inhibit oxidation. The optimum extraction conditions were as follows: a volume fraction of ethanol of 70%, an antioxidant content of 0.02% (the mass of sample) carnosic acid, a liquid–solid ratio of 16 mL/g, a homogenization time of 3 min, a reaction temperature of 55 °C, an ultrasound irradiation frequency of 80 kHz, an ultrasound irradiation power of 200 W, and an ultrasound irradiation time of 40 min. Satisfactory yields of anthocyanins (13.95 ± 0.37 mg/g) and flavonols (3.51 ± 0.16 mg/g) were obtained. The experimental results showed that the carnosic acid played an effective antioxidant role in the extraction process of anthocyanins and flavonols with a green and safety guarantee.Keywords:antioxidant capacity;polyphenol;fruit marc;natural antioxidant;response surface methodology

研究领域: 食品科学 · 植物化学
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Jove-Journal of Visualized Experiments · 2019 · IF 1.108

Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade

Zhiping Zhang,Shuhang Fan,Zhiqiang Chen,Yanzhi He,Mengfei Huang,Li Ding,Yanyan Zhang,Lin Chen,Xinyue Zhang

Flavonols are a major subclass of flavonoids with a variety of biological and pharmacological activities. Here, we provide a method for the in vitro enzymatic synthesis of a flavonol. In this method, Atf3h and Atfls1, two key genes in the biosynthetic pathway of the flavonols, are cloned and overexpressed in Escherichia coli. The recombinant enzymes are purified via an affinity column and then a bienzymatic cascade is established in a specific synthetic buffer. Two flavonols are synthesized in this system as examples and determined by TLC and HPLC/LC/MS analyses. The method displays obvious advantages in the derivation of flavonols over other approaches. It is time- and labor-saving and highly cost-effective. The reaction is easy to be accurately controlled and thus scaled up for mass production. The target product can be purified easily due to the simple components in the system. However, this system is usually restricted to the production of a flavonol from a flavanone.

CAS / MDL: 117-39-5
研究领域: 生物化学 · 分子生物学
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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2020 · IF 3.721

Accumulation pattern of catechins and flavonol glycosides in different varieties and cultivars of tea plant in China

Zhou-Tao Fang,Wen-Ting Yang,Cun-Yu Li,Da Li,Jun-Jie Dong,Dong Zhao,Hai-Rong Xu,Jian-Hui Ye,Xin-Qiang Zheng,Yue-Rong Liang,Jian-Liang Lu

Flavonoids are important phenolic compounds in tea plant since they have a large number of physiological functions for plants themselves and human beings. Tea samples (n = 151) harvested from 3 varieties, 9 plantation areas and 107 cultivars were analyzed to describe the attributes of catechins and flavonol glycosides in China. A support vector machine (SVM) classifier was built to recognize the assamica variety with 94.2 % accuracy. Accumulation of (-)-epicatechin gallate (ECG) and flavonol di-glycosides was especially observed in assamica variety, while (-)-epigallocatechin gallate (EGCG) and flavonol tri-glycosides were obviously accumulated in sinensis variety. The ratios of ECG/EGCG and flavonol tri-glycosides/flavonol di-glycosides could be used as indicators for distinguishing the different varieties and cultivars. Accumulation pattern of catechins and flavonol glycosides were mainly dependent on the genetic background of the cultivars rather than plantation locations. The increased hydroxyl groups at the C-ring of catechins and the extended sugar chain at the B-ring of flavonol glycosides could be considered as important rules of metabolite change during tea plant evolution. The mechanism of accumulation of flavonoids in various varieties and cultivars was also discussed.

CAS / MDL: 64-18-6
研究领域: 植物学 · 代谢组学 · 食品科学
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PETROLEUM SCIENCE AND TECHNOLOGY · 2019 · IF 1.07

Synthesis of cyclohexanone-alcohol hemiketals and evaluation as flow improver for waxy crude oil

Weichao Du,Yongfei Li,Bo Yun,Jie Zhang,Rongjun Zhang,Gang Chen

In this paper, four novel cyclohexanone-alcohol hemiketals (KL-1, KL-2, KL-3, KL-4) as waxy crude oil flow improver have been prepared by cyclohexanone and 1-pentanol, 1-Hexanol, 1-heptanol, 1-octanol. Evaluation results demonstrate the hemiketal compounds have obvious effect on the viscosity and pour point of Henan crude oil. DSC analysis showed that waxing point and waxing peak decreased to a certain degree in 0.05% hemiketal solutions. Wax crystal morphology analysis indicated the four hemiketals played a role of nucleation in the process of waxy crude oil decoagulation, and in that way acts as waxy crude oil flow improver.

研究领域: 石油化学 · 材料科学
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JOURNAL OF CHROMATOGRAPHY A · 2015 · IF 4.169

Separating four diastereomeric pairs of dihydroflavonol glycosides from Engelhardia roxburghiana using high performance counter-current chromatography

Haiming Shi,Man Liu,Rui Wang,Boyan Gao,Zhongfei Zhang,Yuge Niu,Liangli (Lucy) Yu

Four pairs of diastereomers were successfully isolated and separated from the water extract of Engelhardia roxburghiana by high performance counter-current chromatography (HPCCC) using a two-step procedure. The diastereomers were initially separated by a two-phase solvent system composed of n -hexane– n -butanol–0.1% trifluoroacetic acid (1:2:3, v/v/v) and followed by the same solvent system using hydroxypropyl-β-cyclodextrin (HP-β-CD) as an additive. The chromatographic conditions, elution mode, and concentrations of the additive were refined. The two-step HPCCC isolation yielded 43.7   mg (2S, 3S)-astilbin, 27.6   mg (2R, 3R)-astilbin, 5.9   mg (2S, 3R)-astilbin, 4.8   mg (2R, 3S)-astilbin, 6.9   mg (2S, 3S)-engelitin, 3.1   mg (2R, 3R)-engelitin, 8.2   mg (2S, 3R)-engelitin, and 6.0   mg (2R, 3S)-engelitin from 384   mg crude extract in four runs with purities of 99.3%, 96.2%, 99.8%, 99.9%, 97.0%, 96.5%, 96.1%, and 96.8%, respectively. The present study revealed that HP-β-CD can be used as an additive in HPCCC to effectively improve the resolution of the diastereomers. The established HPCCC method may serve as an approach to obtain high purity diastereomers on a large scale.

CAS / MDL: 128446-35-5
研究领域: 植物化学 · 分离科学 · 天然产物化学
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