Membranes
·
2023
·Vol. 13
·期 1
·61
·
IF 4.2
Olga Yu. Selyutina,Anna V. Mastova,Nikolay E. Polyakov
Anthracycline antibiotics, e.g., doxorubicin, daunomycin, and other anthraquinones, are an important family of antitumor agents widely used in chemotherapy, which is currently the principal method for treating many malignancies. Thus, development of improved antitumor drugs with enhanced efficacy remains a high priority. Interaction of anthraquinone-based anticancer drugs with cell membranes attracts significant attention due to its importance in the eventual overcoming of multidrug resistance (MDR). The use of drugs able to accumulate in the cell membrane is one of the possible ways of overcoming MDR. In the present work, the aspects of interaction of anthraquinone 2-phenyl-4-(butylamino)naphtho[2,3-h]quinoline-7,12-dione) (Q1) with a model membrane were studied by means of NMR and molecular dynamics simulations. A fundamental shortcoming of anthracycline antibiotics is their high cardiotoxicity caused by reactive oxygen species (ROS). The important feature of Q1 is its ability to chelate transition metal ions responsible for ROS generation in vivo. In the present study, we have shown that Q1 and its chelating complexes penetrated into the lipid membrane and were located in the hydrophobic part of the bilayer near the bilayer surface. The chelate complex formation of Q1 with metal ions increased its penetration ability. In addition, it was found that the interaction of Q1 with lipid molecules could influence lipid mobility in the bilayer. The obtained results have an impact on the understanding of molecular mechanisms of Q1 biological activity.Keywords:anthraquinones;NMR;molecular dynamics;lipid membranes
研究领域:
药理学
·
生物物理学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
ELECTROCHEMISTRY COMMUNICATIONS
·
2018
·
IF 4.66
Bo Zhang,Lixia Yang,Jia Wang,Wen Luo,Yaqin Wu,Zhenling Wang
To uncover the distinction in the electronic density of states (DOS) near Fermi level at the graphene and metal, we compare the standard rate constant k 0 values for quinone species at graphene and gold nanoelectrodes, which might be affected by the electronic DOS near Fermi level. The experimental result indicates that the k 0 value obtained at the individual graphene flake of nanometer size is very close to that obtained on gold nanoelectrode, and higher than that at large graphene flake. Unlike the high electronic DOS in gold nanoelectrodes, the difference of k 0 values at graphene nanoelectrodes of different sizes will reveal the size-dependent DOS at single graphene flake.
研究领域:
材料科学
·
电化学
✓ 已验证
产品关联
DOI
高影响因子
Natural Product Communications
·
2025
·
IF 1.4
Jie Xu,Yanfang Yang,Qianqian Li,Ziyi Dong,Yaoyang Guo,Zhansheng Jiang
ObjectivesThe current work aimed to isolate and identify new interesting small-molecule natural products from the leaves of a well-known medicinal plant Morus alba.MethodsThe ethanol extract of M. alba leaves was partitioned between EtOAc and water, and the EtOAc soluble part was fractionated by macroporous resin column chromatograph (CC) eluted with gradient EtOH. The 80% EtOH eluate was subject to silica gel, reversed phase C18, MCI gel and Sephadex LH-20 CC and finally purified by HPLC to afford four minor compounds 1–4, and the racemic 1 and 2 were further separated by chiral columns. Structural elucidation of these isolates was achieved via spectroscopic means especially HR-ESIMS and NMR, with the absolute configurations of new compounds assigned by ECD analyses. The cytotoxic screening was performed by MTT assay.ResultsA pair of new quinone enantiomers (1a/1b), a pair of new stilbenoid enantiomers (2a/2b), a known prenyl stilbenoid (3) and a known dihydrochalcone (4) were isolated and structurally characterized from the leaves of M. alba. They did not show significant cytotoxicity against MDA-MB231, A549, Hela and 4T1 tumor cell lines.ConclusionsThe M. alba leaves represent a rich source of new natural products, and the currently obtained constituents did not exert obvious growth inhibitory activity against the tested tumor cell lines. The bioactivities of the new isolates deserve further exploration in the future.
研究领域:
天然药物化学
·
植物化学
·
分子生物学
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药用植物学
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药物代谢
✓ 已验证
DOI
高影响因子
CHEMOSPHERE
·
2019
·
IF 5.108
Meng Li,Dong Wang,Xiaoduo Liu,Jingmei Sun
Quinones are becoming an essential tool for refractory organics treatment, while their quantification may be not well-considered. In this paper, two kinds of potential errors in quantification were evaluated in multiple pH conditions. They were derived from the coexistence of oxidized/reduced quinone species (Type I) and pH-sensitive feature (Type II), respectively. These errors would remarkably influence the accuracy of quantification while they haven't been emphasized. Thus, to elaborate the relationship between the two types of errors and the absorbance or pH conditions, three typical quinones [Anthraquinone-1-sulfonate (α-AQS), anthraquinone-2,6-disulfonate (AQDS) and lawsone] were selected and their acid dissociation coefficients (p K a) as well as UV–Vis spectra were determined. Results revealed that, for Type I, the relative error (RE) of α-AQS concentration would exceed the limit (5%) when reduced α-AQS was below 48% of total α-AQS. Similar results were found for lawsone. However, the RE can be eliminated by the equation established in this paper. For Type II, the pH-sensitive feature was related to the p K a values of quinones. Absorbances of α-AQS and lawsone would change remarkably with pH variation. Therefore, a model for correction was established. Analog data showed high consistency with experimental data [ r = 0.995 ( n = 25, p < 0.01) and r = 0.997 ( n = 36, p < 0.01), for lawsone and α-AQS respectively]. Especially, the determination of AQDS concentrations was noticed to be pH-independent at 437 nm under pH 4.00 to 9.18 conditions. Based on these features, a comprehensive data solution was proposed for handling these errors.
研究领域:
环境科学
·
分析化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
MICROCHEMICAL JOURNAL
·
2019
·
IF 3.206
Chi Chen,Zhuang Fu,Weiying Zhou,Qiushi Chen,Chenzhao Wang,Lu Xu,Zhibing Wang,Hanqi Zhang
The ionic liquid-immobilized NaY zeolite was prepared by means of impregnation approach and used as the dispersant of matrix solid phase dispersion for the extraction of aloe-emodin, emodin, chrysophanol and physcion in Rheum palmatum L.. High performance liquid chromatography coupled with diode-array detection was used for the separation and determination of target analytes. The ionic liquid-immobilized NaY zeolite was further characterized by SEM, FT-IR, TG, XRD and BET. The experimental parameters, such as type and content of ionic liquid, mass ratio of sample to dispersant, type of washing solvent, and type and volume of elution solvent, were optimized. The results revealed that the prepared ionic liquid-immobilized NaY zeolite presents suitable properties and can be used as the dispersant of matrix solid phase dispersion for the extraction of anthraquinones. Good linearities ( r > 0.9995) were obtained in the range of analyte concentration investigated. The recoveries were 73–98% with the relative standard deviations lower than 6%. Compared with ultrasound-assisted extraction and heat reflux extraction, the present method requires less sample, organic solvent and extraction time. The present method can be applied to the determination of anthraquinones from medicinal plant.
研究领域:
分析化学
·
药学
✓ 已验证
产品关联
DOI
高影响因子
Environmental Science-Processes & Impacts
·
2022
·Vol. 24
·期 4
·525-546
·
IF 5.334
Yangyang Liu,Chak K. Chan
Elemental carbon is often found in ambient particulate matter (PM), and it contributes to the PM's oxidative potential (OP) and thus poses great health concerns. Previous review articles mainly focused on the methodologies in evaluating OP in PM and its relationship with selected chemical constituents, including metal ions, PAHs, and inorganic species. In recent years, growing attention has been paid to the effect of atmospheric aging processes on the OP of EC-containing airborne particles (ECCAPs). This review investigates more than 150 studies concerning the OP measurements and physico-chemical properties of both fresh and aged ECCAPs such as laboratory-generated elemental carbon (LGEC), carbon black (CB), soot (black carbon), and engineered carbon-containing nanomaterials (ECCBNs). Specifically, we summarize the characteristics of water-soluble and insoluble organic species, PAHs, quinone, and oxygen-containing functional groups (OFGs), and EC crystallinity. Both water-soluble organic carbon (WSOC) and water-insoluble organic carbon (WIOC) contribute to the OP. Low molecular weight (MW) PAHs show a higher correlation with OP than high MW PAHs. Furthermore, oxidative aging processes introduce OFGs, where quinone (CO) and epoxide (O–C–O) increase the OP of ECCAPs. In contrast, carboxyl (–COOH) and hydroxyl (–OH) slightly change the OP. The low crystallinity of EC favors the oxygen addition and forms active OFG quinone, thus increasing the OP. More detailed analyses for the EC microstructures and the organic coatings are needed to predict the OP of ECCAPs.
研究领域:
环境科学
·
公共卫生
✓ 已验证
DOI
PubMed
高影响因子
ADVANCED FUNCTIONAL MATERIALS
·
2024
·Vol. 34
·期 16
·2313241
·
IF 18.5
Cuicui Li,Liang Hu,Xiuyun Ren,Lu Lin,Changzhen Zhan,Qingsong Weng,Xiaoqi Sun,Xiaoliang Yu
Small molecule quinone compounds are attractive cathode materials for rechargeable aqueous zinc-organic batteries (AZOBs) because of their structural diversity and low-cost merits. Among them, nonpolar quinones are dominant given the relatively low solubilities in aqueous electrolytes. However, their poor electronic conductivity and accumulated Coulombic repulsion lead to underutilized active sites and sluggish redox kinetics. Here, polar 2,6-dimethoxy-1,4-benzoquinone ( m -DMBQ) works as an advanced AZOB cathode with unexpectedly superior performance over the nonpolar isomer of 2,5-dimethoxy-1,4-benzoquinone ( p -DMBQ). The asymmetric charge distribution of active centers in the p−π conjugated backbone of m -DMBQ induces reduced bandgap with improved electronic conductivity and redox activity, thus achieving a high specific capacity of 312 mAh g −1 approaching the theoretical limit. Additionally, the lowest unoccupied molecular orbital energy level is lowered for an increased average discharge voltage of 0.88 V. Characterizations and computational studies revealed boosted competitiveness of H + relative to Zn 2+ for significantly enhanced charge transfer kinetics and reversibility. As a result, the as-fabricated AZOB achieves a high energy density of 275 Wh kg −1 based on m -DMBQ along with high-rate capability and long-term cycling stability. This work provides a new molecular engineering strategy through regulating charge distribution symmetry for boosting charge storage in organic cathodes.
研究领域:
材料科学
·
电化学
✓ 已验证
产品关联
DOI
高影响因子
Chem
·
2022
·
IF 25.832
Shanshan Lu,Wei Zhou,Yanmei Shi,Cuibo Liu,Yifu Yu,Bin Zhang
Developing a cheap, efficient, and stable oxygen evolution reaction (OER) material becomes the bottleneck of large-scale hydrogen production in acidic electrolytes. The design of high-efficiency anode materials largely relies on the accurate identification of active species. Here, we transform cheap graphite flake (GP) into phenanthrenequinone (PQ)-like moiety functionalized graphite (MEO-GP) via a mild electrochemical oxidation (MEO) treatment. MEO-GP exhibits superior acidic OER performance with an overpotential of 270 mV at 10 mA cm −2 , outperforming other oxygen-containing groups of functionalized graphite. The combined results from multiple characterizations reveal that PQ-like moiety is the most active species for acidic OER. Theoretical calculations demonstrate that PQ-like moiety can significantly reduce reaction energy of the rate-determining step (O∗ to OOH∗) of OER by decreasing the adsorption energy of O∗, leading to the smallest theoretical overpotential of PQ-like moiety. This work provides molecular insight into the structural transformation of carbon materials under electrooxidation conditions.
研究领域:
材料科学
·
电化学
✓ 已验证
DOI
高影响因子
NATURAL PRODUCT RESEARCH
·
2018
·
IF 1.928
Xu Pang,Li-Ming Wang,You-Cai Zhang,Li-Ping Kang,He-Shui Yu,Guan-Wei Fan,Li-Feng Han
A continuous phytochemical study on the seeds of Senna obtusifolia (Syn.: Cassia obtusifolia) led to the isolation of a new anthraquinone analogue, obtusifolin-2-O-β-D-(6’-O-α,β-unsaturated butyryl)-glucopyranoside (1) and a new eurotinone analogue, epi-9-dehydroxyeurotinone-β-D-glucopyranoside (2). Their structures were established mainly by NMR and MS experiments as well as the necessary chemical evidences. Their inhibitory effects on two organic anion transporters (OAT1 and OAT3) were investigated and the results showed that 1 exhibited a strongly specific inhibitory effect on OAT1 at 100 μM.
研究领域:
药理学
·
化学
·
分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF HAZARDOUS MATERIALS
·
2020
·
IF 9.038
Yang Zhou,Yuan Gao,Jin Jiang,Yong-Ming Shen,Su-Yan Pang,Yang Song,Qin Guo
Permanganate (Mn(VII)) as a selective oxidant has been widely used in water treatment process. Recently, peroxymonosulfate (PMS) was recognized as an emerging selective oxidant, which showed appreciable reactivity toward organic compounds containing electron-rich functional groups. In this study, the oxidation of a model fluoroquinolone antibiotic levofloxacin (LEV) by Mn(VII) and PMS was comparatively investigated. Degradation of LEV by PMS followed second-order kinetics and showed strong pH dependency with apparent second-order rate constants ( k app ) of 0.15-26.52 M −1 s −1 at pH 5.0–10.0. Oxidation of LEV by Mn(VII) showed autocatalysis at pH 5.0–7.0, while no autocatalysis was observed at pH 8.0–10.0 ( k app = 2.23–4.16 M −1 s −1 ). Such unusual oxidation kinetics was attributed to the in-situ formed MnO 2 from Mn(VII) consumption. The performance of PMS and Mn(VII) for the degradation of LEV was also examined in real waters. PMS primarily react with the aliphatic N4 amine on the piperazine ring of LEV, and Mn(VII) reacted with both the aliphatic N4 amine and aromatic N1 amine. Both PMS and Mn(VII) could efficiently eliminate the antibiotic activity of LEV. Benzoquinone showed activating effect on both PMS and Mn(VII) oxidation, but their activation mechanisms were totally different.
研究领域:
环境科学
·
化学工程
·
水处理技术
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2020
·
IF 5.065
Lian Yu,Yao Meng,Ze-Lin Wang,Liu Cao,Chang Liu,Ming-Zhu Gao,Chun-Jian Zhao,Yu-Jie Fu
Nowadays, developed an efficient and sustainable method to extract bioactive compounds from plants biomass has gained more and more attention. As surfactant aqueous possesses an obviously advantage of highly extraction efficiency from the raw plants, it is naturally to emerge as an alternative to traditional extractant. In order to obtain the maximum yield in the shortest time, the surfactant-based microwave-assisted extraction was applied to extract five target bioactive compounds from fig ( Ficus carica L.) leaves. Under optimal conditions, the extraction yields of caffeoylmalic acid, psoralic acid-glucoside, rutin , psoralen and bergapten reached 9.72 mg/g, 5.95 mg/g, 4.77 mg/g, 15.65 mg/g and 3.49 mg/g, respectively. These results showed that the final extraction yields were much higher than those by traditional methods. The present study indicated that the surfactant (PEG8000)-based microwave-assisted extraction method was extremely sustainable and efficient for extraction of active ingredient from fig leaves.
研究领域:
植物化学
·
提取技术
·
药用植物研究
✓ 已验证
DOI
高影响因子
ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY
·
2012
·
IF 1.469
Jing Guo,Wenhua Song,Feng Ding,Jinyang Zhang,Zengtian Sun
The acute cytotoxicities of six naphthoquinone compounds, including Atovaquone, Buparvaquone, Menadione, 2-acetoxy-1,4-naphthoquinone and 2-ethoxy-1,4-naphthoquinone, to HL-7702 cells were determined. The results showed that the toxicities of these naphthoquinones were characterized by a steep response pattern except for 2-hydroxy-1,4-naphthoquinone. Meanwhile, the cellular injuries were unrecoverable. Several molecular descriptors, such as the octanol–water partition coefficients (Log P ), diameter (Dia) and topological index (TIndx), played an important role in the toxicity of naphthoquinones to HL-7702 cell. Our results provide a foundation for further investigation using 3D-QSAR and HQSAR to evaluate the aquatic ecological risk and the possible mechanisms of toxicity of naphthoquinones.
研究领域:
毒理学
·
药理学
·
生物化学
✓ 已验证
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）