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Determination of Ibuprofen Enantiomers in Mouse Blood Using Liquid Chromatography–Tandem Mass Spectrometry and Its Application to a Pharmacokinetic Study 利用液相色谱-串联质谱法测定小鼠血液中的布洛芬对映体及其在药代动力学研究中的应用
IF 2.8 4区 化学
Chirality Pub Date : 2024-10-08 DOI: 10.1002/chir.23721
Yuexin Li, Jinglai Li, Huanhuan Yang, Huan Luo, Shiqi Liu, Furong Han, Zhipeng Ruan, Zhili Xiong
{"title":"Determination of Ibuprofen Enantiomers in Mouse Blood Using Liquid Chromatography–Tandem Mass Spectrometry and Its Application to a Pharmacokinetic Study","authors":"Yuexin Li,&nbsp;Jinglai Li,&nbsp;Huanhuan Yang,&nbsp;Huan Luo,&nbsp;Shiqi Liu,&nbsp;Furong Han,&nbsp;Zhipeng Ruan,&nbsp;Zhili Xiong","doi":"10.1002/chir.23721","DOIUrl":"10.1002/chir.23721","url":null,"abstract":"<div>\u0000 \u0000 <p>The aim of this study was to establish a simple, fast, and sensitive method with liquid chromatography–tandem mass spectrometry (LC–MS/MS) for simultaneously determining ibuprofen enantiomers using mouse blood in very small volumes. LC–MS/MS equipped with an electrospray ionization (ESI) source was used in negative ion mode and multiple-reaction monitoring mode. Enantiomer chromatographic separation was carried out on a Lux® 5 μm Cellulose-3 (250 × 4.6 mm, 5 μm) column at a flow rate of 0.6 mL/min. Samples were pretreated by extracting only 5 μL of blood with 40 μL of acetonitrile (containing 1.3% formic acid) so that a concentration-time profile could be completed using a single mouse. 2-(4-Propylphenyl) propanoic acid was used as an internal standard. Standard curves for each enantiomer were linear from 0.04 to 80.00 μg/mL, demonstrating a lower limit of quantitation (LLOQ) than all previously reported methods. This method was completely validated and successfully executed to investigate the pharmacokinetics of ibuprofen enantiomers after intravenous administration of racemic ibuprofen, (S)-(+)-ibuprofen, and (R)-(−)-ibuprofen in Kunming mice, respectively. The results showed that the pharmacokinetic profiles of the (R)-(−)-ibuprofen and (S)-(+)-ibuprofen were significantly different, indicating the unidirectional inversion of R-(−)-ibuprofen to (S)-(+)-ibuprofen.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 10","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142388475","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Experimental Determination of the Chiral and Achiral Shape Diagrams of Tellurium Nanocrystals 碲纳米晶体手性和非手性形状图的实验测定。
IF 2.8 4区 化学
Chirality Pub Date : 2024-10-01 DOI: 10.1002/chir.23716
Daniel Vasiliev, Shay Tirosh, Assaf Ben-Moshe
{"title":"Experimental Determination of the Chiral and Achiral Shape Diagrams of Tellurium Nanocrystals","authors":"Daniel Vasiliev,&nbsp;Shay Tirosh,&nbsp;Assaf Ben-Moshe","doi":"10.1002/chir.23716","DOIUrl":"10.1002/chir.23716","url":null,"abstract":"<p>The interface between chirality and crystallization and mechanisms by which chirality propagates from crystal structure to overall shapes of crystals are a key topic in crystallography and stereochemistry. Recently, nanocrystals attracted attention as useful model systems for this kind of studies. Specifically, tellurium nanocrystals have been used to address questions on relations between chirality of the crystal structure and that of the overall shape. Previous studies of this system did not offer a comprehensive shape diagram and did not survey all the factors that determine whether shapes that form are chiral or not. In the current report, the distribution of chiral and achiral shapes in this system as a function of different physical and chemical parameters is determined experimentally. It is shown that there is a common logic for formation of chiral shapes, that is, growth at conditions that favor the growth of more reactive nuclei. The experiments also reveal more morphologies than previously encountered, suggesting that a systematic change of conditions in nanocrystal growth is key for identifying morphologies that exist only in a narrow range of conditions.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 10","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.23716","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142364594","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
6-Methoxy-2-Naphthoate as a Standard Chromophore for Chiroptical Studies by Fluorescence-Detected Exciton-Coupled Circular Dichroism 将 6-甲氧基-2-萘甲酸酯作为标准色团，通过荧光检测的激子耦合环二色性进行智光学研究
IF 2.8 4区 化学
Chirality Pub Date : 2024-09-24 DOI: 10.1002/chir.23718
Yui Nagase, Yoshiki Naka, Tatsuo Nehira
{"title":"6-Methoxy-2-Naphthoate as a Standard Chromophore for Chiroptical Studies by Fluorescence-Detected Exciton-Coupled Circular Dichroism","authors":"Yui Nagase,&nbsp;Yoshiki Naka,&nbsp;Tatsuo Nehira","doi":"10.1002/chir.23718","DOIUrl":"https://doi.org/10.1002/chir.23718","url":null,"abstract":"<p>This study investigated the applicability of fluorescent chromophores for exciton-coupled circular dichroism (ECCD) exploiting fluorescence-detected circular dichroism (FDCD). FDCD had been previously reported useful in allowing the sensitive detection of ECCD in favorable conditions. However, fluorescence detection may prevent applications of the combined method especially when solutions are polarized in emission. Even without polarization of emission, FDCD deviates from circular dichroism (CD) in some cases when the fluorophore of interest interacts with nonfluorescent chromophore. Herein, it was confirmed that employing 6-methoxy-2-naphthoate always yielded interpretable exciton-coupled FDCD spectra even when coupling with nonfluorescent <i>p</i>-substituted benzoates. The 6-methoxy-2-naphthoate chromophore (6-MN) is prescribed in special cases when only a small amount of sample is available for determining the absolute stereochemistry by the CD exciton chirality method observed by FDCD.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 10","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.23718","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142320588","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Design, Synthesis, and Applications of Bis-Amido HPLC Pirkle-Type Chiral Stationary Phases 双酰亚胺 HPLC Pirkle 型手性固定相的设计、合成与应用
IF 2.8 4区 化学
Chirality Pub Date : 2024-09-15 DOI: 10.1002/chir.23715
Maria Aurora Guarducci, Simone Manetto, Marco Pierini, Giulia Mazzoccanti, Claudio Villani
{"title":"Design, Synthesis, and Applications of Bis-Amido HPLC Pirkle-Type Chiral Stationary Phases","authors":"Maria Aurora Guarducci,&nbsp;Simone Manetto,&nbsp;Marco Pierini,&nbsp;Giulia Mazzoccanti,&nbsp;Claudio Villani","doi":"10.1002/chir.23715","DOIUrl":"https://doi.org/10.1002/chir.23715","url":null,"abstract":"<p>Two different types of chiral stationary phases, based on Pirkle's design, were created by attaching chiral selectors to 3-mercapto silica gel. To prepare the enantiomeric selectors, 3,5-dinitrobenzoyl and naphthyl groups were sequentially added to a chiral 1,2-diaminocyclohexane core. The chiral selectors demonstrated enantioselectivity towards ibuprofen enantiomers in solution, as confirmed by <sup>1</sup>H NMR spectroscopy, and in initial HPLC testing, the enantiomeric selectors showed enantioselectivity for selected racemic solutes (viz., α = 1.27 for1,1′-bi-(2-naphthol)). Molecular docking studies revealed that the chiral selectors had a bent structure and a cleft-like cavity where the analyte could be held during complexation while establishing H-bonding and π–π stacking interactions.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 9","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.23715","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142234786","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Catalytic Performance of Chiral Tetraaza-Bridged Calix[4]arene[2]triazine Derivatives for Enantioselective Michael Reactions 手性四氮杂菖蒲[4]炔[2]三嗪衍生物在手性迈克尔反应中的催化性能
IF 2.8 4区 化学
Chirality Pub Date : 2024-09-12 DOI: 10.1002/chir.23711
Ummu Ozgun, Hayriye Nevin Genc
{"title":"Catalytic Performance of Chiral Tetraaza-Bridged Calix[4]arene[2]triazine Derivatives for Enantioselective Michael Reactions","authors":"Ummu Ozgun,&nbsp;Hayriye Nevin Genc","doi":"10.1002/chir.23711","DOIUrl":"https://doi.org/10.1002/chir.23711","url":null,"abstract":"<div>\u0000 \u0000 <p>Novel chiral tetraaza-bridged calix[4]arene[2]triazine-based organocatalysts were synthesized and used for catalytic asymmetric Michael reaction of acetylacetone to various aromatic nitrostyrenes. Chiral subunits (<i>R</i>)- and (<i>S</i>)-1,2,3,4-tetrahydro-1-naphthylamine were attached to the tetraaza-bridged calix[4]arene[2]triazine platform in both enantiomeric forms. The <i>R</i> configuration of the major enantiomer of the Michael product was obtained when <b>3a</b> was used as catalyst, and the <i>S</i> configuration was obtained when <b>3b</b> was used as catalyst. This indicated that the configuration of the Michael product was controlled by the chiral calixarene moiety. The Michael adducts were obtained in excellent yields (91%) and enantioselectivities (98%).</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 9","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142231070","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Enantiomer Recognition by the Difference in Adsorption Rates on the Surfaces of Chiral Crystals 通过手性晶体表面吸附速率的差异识别对映体
IF 2.8 4区 化学
Chirality Pub Date : 2024-09-12 DOI: 10.1002/chir.23717
Eduard Belonogov, Ekaterina Ermolaeva, Ilya Zinoviev, Zhi-hui Zhang, Vladimir Guskov
{"title":"Enantiomer Recognition by the Difference in Adsorption Rates on the Surfaces of Chiral Crystals","authors":"Eduard Belonogov,&nbsp;Ekaterina Ermolaeva,&nbsp;Ilya Zinoviev,&nbsp;Zhi-hui Zhang,&nbsp;Vladimir Guskov","doi":"10.1002/chir.23717","DOIUrl":"https://doi.org/10.1002/chir.23717","url":null,"abstract":"<div>\u0000 \u0000 <p>The chirality of biopolymers remains one of the mysteries of Life. For such objects, the phenomenon of supramolecular chirality (SMC) is vital. Enantiomers can be recognized by the adsorption on surfaces with SMC. However, the mechanisms of such chiral recognition are still unknown. In this work, the adsorption kinetics of menthol test enantiomers on the surfaces of γ-glycine and NiSO<sub>4</sub>•6H<sub>2</sub>O chiral crystals was studied. It was found that the difference in adsorption was observed in nonequilibrium state more often than in equilibrium. If the enantioselectivity in equilibrium state was observed, the enantioselectivity coefficient α at nonequilibrium conditions was higher. The maximum α in nonequilibrium state was 2.44 for γ-glycine crystals and 2.12 for NiSO<sub>4</sub>•6H<sub>2</sub>O crystals. Even if no differences in adsorption were observed under adsorption–desorption equilibrium conditions, a significant enantioselectivity at nonequilibrium conditions was found. This has proved the possibility of chiral recognition on surfaces with SMC by the differences in adsorption rates. Such novel chiral recognition mechanism can provide enhanced enantioselectivity in adsorption, catalysis, chromatographic separation, and chemical sensing.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 9","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142174230","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Correction to “Structural Investigations of Cargo Molecules Inside Icosahedrally Symmetric Encapsulin by VUVCD Spectroscopic Measurements” 通过紫外可见分光光度测量对二十面体对称包囊蛋白内货物分子的结构研究 "的更正
IF 2.8 4区 化学
Chirality Pub Date : 2024-09-08 DOI: 10.1002/chir.23714
{"title":"Correction to “Structural Investigations of Cargo Molecules Inside Icosahedrally Symmetric Encapsulin by VUVCD Spectroscopic Measurements”","authors":"","doi":"10.1002/chir.23714","DOIUrl":"https://doi.org/10.1002/chir.23714","url":null,"abstract":"<p>\u0000 <span>Kumamoto, S</span>, <span>Yamamoto, A</span>, <span>Shiratsuchi, Y</span>, <span>Matsuo, K</span>, <span>Higashiura, A</span>, <span>Hira, D</span>. <span>Structural Investigations of Cargo Molecules Inside Icosahedrally Symmetric Encapsulin by VUVCD Spectroscopic Measurements</span>. <i>Chirality</i>. <span>2024</span>; <span>36</span>(<span>8</span>):e23700, https://doi.org/10.1002/chir.23700.\u0000 </p><p>This article was published ahead of its designation as a themed special issue article and was intended to contain a note saying that it will be published as part of the special issue for “Proceedings of 19th International Conference on Chiroptical Spectroscopy, Hiroshima, Japan 2023.”</p><p>We apologize for this error.</p>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 9","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-09-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.23714","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142158569","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Improved, Efficient, and Simple Methodology for the Resolution of Racemic Benoxaprofen: A Nonsteroidal Anti-Inflammatory Drug (NSAID) 改进、高效、简单的外消旋苯氧洛芬（一种非甾体抗炎药 (NSAID) ）解析方法
IF 2.8 4区 化学
Chirality Pub Date : 2024-08-28 DOI: 10.1002/chir.23713
Siva Rama Kasibabu Velugula, Veera Babu Kagita, Ramadas Chavakula, Paul Douglas Sanasi
{"title":"Improved, Efficient, and Simple Methodology for the Resolution of Racemic Benoxaprofen: A Nonsteroidal Anti-Inflammatory Drug (NSAID)","authors":"Siva Rama Kasibabu Velugula,&nbsp;Veera Babu Kagita,&nbsp;Ramadas Chavakula,&nbsp;Paul Douglas Sanasi","doi":"10.1002/chir.23713","DOIUrl":"https://doi.org/10.1002/chir.23713","url":null,"abstract":"<div>\u0000 \u0000 <p>The present article discloses an improved, efficient, and simple resolution methodology for the preparation of (<i>S</i>)-benoxaprofen which is a nonsteroidal anti-inflammatory drug (NSAID). The resolution of racemic benoxaprofen uses an easily available, efficient, recoverable, and cost-effective chiral reagent, namely, (1<i>R</i>,2<i>S</i>)-(+)-<i>cis</i>-1-amino-2-indanol. This novel resolution process is having a very high purity of (<i>S</i>)-benoxaprofen, greater than 99%, substantially free from (<i>R</i>)-benoxaprofen (less than 1%).</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 9","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142100100","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Molecular Docking of Chiral Drug Enantiomers With Different Bioactivities 具有不同生物活性的手性药物对映体的分子对接
IF 2.8 4区 化学
Chirality Pub Date : 2024-08-28 DOI: 10.1002/chir.23712
Ekaterina V. Semenova, Ekaterina V. Belova, Alexey V. Sulimov, Vladimir B. Sulimov
{"title":"Molecular Docking of Chiral Drug Enantiomers With Different Bioactivities","authors":"Ekaterina V. Semenova,&nbsp;Ekaterina V. Belova,&nbsp;Alexey V. Sulimov,&nbsp;Vladimir B. Sulimov","doi":"10.1002/chir.23712","DOIUrl":"https://doi.org/10.1002/chir.23712","url":null,"abstract":"<div>\u0000 \u0000 <p>Chirality has an important role in the drug design because enantiomers may exhibit different bioactivity when interacting with macromolecules of a living organism. In our previous work, based on the analysis of a set of 100 chiral drugs, a relationship was established between the sign of chirality of enantiomers and their bioactivity. To understand the reasons for the observed patterns of chiral specificity of drug enantiomers, the interaction of 10 enantiomeric pairs of chiral drugs with the corresponding target proteins has been considered using molecular docking and further postprocessing by quantum chemistry methods. The data obtained confirm that the energetic aspect of the interaction between opposite enantiomers and target protein affects the enantiomer biological activity. In addition, the results show that molecular docking is able to distinguish between bioactive and inactive/less active enantiomers, although many docking programs are not accurate enough to distinguish a weak inhibitor from a strong one.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 9","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142089836","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chiral Chemopolymorphism in the Monoterpenes of Pistacia palaestina Leaves and Galls Pistacia palaestina 叶子和瘿中单萜的手性化学多态性。
IF 2.8 4区 化学
Chirality Pub Date : 2024-08-13 DOI: 10.1002/chir.23702
Einat Bar, Rachel Davidovich-Rikanati, Shashank Saini, Moshe Inbar, Efraim Lewinsohn
{"title":"Chiral Chemopolymorphism in the Monoterpenes of Pistacia palaestina Leaves and Galls","authors":"Einat Bar,&nbsp;Rachel Davidovich-Rikanati,&nbsp;Shashank Saini,&nbsp;Moshe Inbar,&nbsp;Efraim Lewinsohn","doi":"10.1002/chir.23702","DOIUrl":"10.1002/chir.23702","url":null,"abstract":"<div>\u0000 \u0000 <p><i>Pistacia palaestina</i> Boiss. is a common tree in the Mediterranean maquis. The leaves of this plant accumulate defensive monoterpenes, whose levels greatly increase in galls induced by the aphid <i>Baizongia pistaciae</i>. We previously found a significant chemopolymorphism in monoterpene content among individual trees, but the chirality of these monoterpenes was unknown. Although most plant species specifically accumulate one enantiomeric form of a given compound, <i>P. palaestina</i> individuals display chemopolymorphism in the chirality of the key monoterpenes accumulated. We report here a marked enantiomeric variation for the limonene, α- and β-pinene, camphene, sabinene, δ-3-carene, and terpene-4-ol content in leaves and galls of nine different naturally growing <i>P. palaestina</i> trees. Interestingly, insect-induced gall monoterpene composition is an augmentation of the specific enantiopolymorphism originally displayed by each individual tree.</p>\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"36 8","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141975202","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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