Tetrahedron Green Chem最新文献

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Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent
Tetrahedron Green Chem Pub Date : 2025-01-26 DOI: 10.1016/j.tgchem.2025.100066
Parisa Amani, Mansour Shahedi, Elaheh Rezaei, Zohreh Habibi
{"title":"Laccase cataylzed synthesis of quaternary malononitriles with an aryl substituent","authors":"Parisa Amani,&nbsp;Mansour Shahedi,&nbsp;Elaheh Rezaei,&nbsp;Zohreh Habibi","doi":"10.1016/j.tgchem.2025.100066","DOIUrl":"10.1016/j.tgchem.2025.100066","url":null,"abstract":"<div><div>Synthesis of quaternary malononitriles with an aryl substituent is of great importance because these scaffolds serve as essential intermediates in the synthesis of bioactive compounds. This study presents an efficient method for the laccase-catalyzed arylation of 2-substituted malononitrile derivatives by oxidation of catechols using aerial oxygen as the oxidant, followed by the nucleophilic addition of 2-substituted malononitriles. The process achieves yields ranging from moderate to excellent (73–97 %), and also, it was associated with a slight decrease in efficiency in higher scales.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100066"},"PeriodicalIF":0.0,"publicationDate":"2025-01-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096432","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A review on synthesis of β-amino carbonyl compounds using nanocatalyst
Tetrahedron Green Chem Pub Date : 2025-01-25 DOI: 10.1016/j.tgchem.2025.100065
Satyaranjan Behera
{"title":"A review on synthesis of β-amino carbonyl compounds using nanocatalyst","authors":"Satyaranjan Behera","doi":"10.1016/j.tgchem.2025.100065","DOIUrl":"10.1016/j.tgchem.2025.100065","url":null,"abstract":"<div><div>Nanomaterials have piqued researchers' interest in various fields due to their extraordinary advantages, which include a large surface area. The use of nanomaterials in catalysis is a hot issue for researchers. Catalysis plays a vital role in the synthesis of medicinal as well as pharmaceutical compounds. Pharmaceutical chemicals, including β-amino carbonyl compounds and their derivatives, are commonly used as synthetic intermediates in manufacturing natural products, pharmaceuticals, physiologically active molecules, and medicines. Synthesis of β-amino carbonyl compounds involves many processes, including Mannich and aza-Michael reactions. The synthesis of β-amino carbonyl compounds remains challenging for chemists due to their severe side products. Researchers have now used nanocatalysts to achieve clean and smooth reactions, high purity of products, and reusability. Due to high surface area, nanocatalysts have tremendous catalytic activity. Nowadays many modified nanocatalyst have been developed to produce high yields of the products. The present review described the synthesis of β-amino carbonyl compounds by using different nanocatalysts reported to date.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100065"},"PeriodicalIF":0.0,"publicationDate":"2025-01-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096509","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","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 macrocyclization of unactivated C(sp3)-H bond in natural product synthesis
Tetrahedron Green Chem Pub Date : 2025-01-18 DOI: 10.1016/j.tgchem.2025.100064
Zhuo Wang
{"title":"Catalytic macrocyclization of unactivated C(sp3)-H bond in natural product synthesis","authors":"Zhuo Wang","doi":"10.1016/j.tgchem.2025.100064","DOIUrl":"10.1016/j.tgchem.2025.100064","url":null,"abstract":"<div><div>Macrocyclic natural products present as essential scaffolds in drug development. Excited by the biological properties of macrocyclic natural products, its synthesis and the development of macrocyclization methods is an important research area in organic and medicinal chemistry. In particular, macrocyclization preparing macrocyclic structures <em>via</em> catalytic functionalization of unactivated C(sp<sup>3</sup>)-H bonds is increasingly prevalent in the literature. Here, we provide a <em>minireview</em> highlighting the contemporary advancements of catalytic macrocyclization of unactivated C(sp<sup>3</sup>)-H bond in method developments and natural product synthesis. Representative examples from 2017 to 2024 are discussed.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100064"},"PeriodicalIF":0.0,"publicationDate":"2025-01-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096433","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst
Tetrahedron Green Chem Pub Date : 2025-01-16 DOI: 10.1016/j.tgchem.2025.100063
Jens Wéry, Sofia Radelicki, Thomas J.N. Hooper, Margot Houbrechts, Kwinten Janssens, Wouter Stuyck, Dimitrios Sakellariou, Dirk E. De Vos
{"title":"Selective synthesis of phosphate mono-esters with an acidic modified niobium oxide catalyst","authors":"Jens Wéry,&nbsp;Sofia Radelicki,&nbsp;Thomas J.N. Hooper,&nbsp;Margot Houbrechts,&nbsp;Kwinten Janssens,&nbsp;Wouter Stuyck,&nbsp;Dimitrios Sakellariou,&nbsp;Dirk E. De Vos","doi":"10.1016/j.tgchem.2025.100063","DOIUrl":"10.1016/j.tgchem.2025.100063","url":null,"abstract":"<div><div>The atom-efficient esterification of phosphoric acid was investigated for the selective synthesis of phosphate mono-esters using an acid treated niobium oxide catalyst, avoiding the use of amines as is common in literature. Kinetic studies revealed that the heterogeneous catalyst exhibited higher selectivity for mono-esters compared to homogeneous acid catalysts, as supported by calculation of the relative reactivity of mono-ester and phosphoric acid with different catalysts. To characterize the catalyst, its Hammett acidity value (H<sub>0</sub>) was determined, while solid state <sup>31</sup>P NMR enabled studying the adsorption of H<sub>3</sub>PO<sub>4</sub>. Due to the mild acidity of the niobium oxide, alcohols with acid-sensitive functions, including substituted double bonds, could be phosphorylated, enabling the synthesis of surfactants such as oleyl phosphate.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100063"},"PeriodicalIF":0.0,"publicationDate":"2025-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096512","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Green and traditional one-pot synthesis techniques for bioactive quinoline derivatives: A review
Tetrahedron Green Chem Pub Date : 2025-01-02 DOI: 10.1016/j.tgchem.2025.100062
Manav C. Parmar, Bonny Y. Patel
{"title":"Green and traditional one-pot synthesis techniques for bioactive quinoline derivatives: A review","authors":"Manav C. Parmar,&nbsp;Bonny Y. Patel","doi":"10.1016/j.tgchem.2025.100062","DOIUrl":"10.1016/j.tgchem.2025.100062","url":null,"abstract":"<div><div>The review examines one-pot strategies and their mechanistic approaches for synthesizing the quinoline nucleus from 2009 to 2024, with a focus on their therapeutic potential. The paradigm shifts from conventional synthetic protocols to advanced green methodologies has revolutionized the synthesis of quinoline derivatives. Strategies that adhere to sustainable chemistry principles by minimizing waste, solvent consumption, and energy input. Various green catalysts, including <em>p</em>-toluenesulfonic acid (<em>p</em>-TSA), <em>para</em>-sulfonic acid calix[4]arene (CX4SO<sub>3</sub>H), cerium nitrate, ammonium acetate, potassium carbonate (K<sub>2</sub>CO<sub>3</sub>), and catalyst-free techniques, have proven effective in synthesizing quinoline analogs. The use of greener solvents such as ethanol and water further supports the eco-friendly synthesis of these compounds. The review also highlights a broad spectrum of pharmacological activities of quinoline derivatives, including antibacterial, antiviral, antidiabetic, anticancer properties and so on. SAR studies show that adding EDGs (-CH<sub>3</sub>, –OCH<sub>3</sub>, –OH) and EWGs (-Cl, –F, –NO<sub>2</sub>, –CF<sub>3</sub>) can enhance electronic properties, lipophilicity, and receptor-binding affinities. Moreover, hybridization with heterocyclic scaffolds such as furan, pyrazole, indole, and thiadiazole significantly improves bioactivity, demonstrating the intricate relationship between structural modifications and biological efficacy. By merging sustainable chemistry with targeted pharmacological strategies, quinoline-based compounds emerge as innovative candidates for diverse clinical applications.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100062"},"PeriodicalIF":0.0,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143135611","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Solvent-free and eco-friendly green protocol for N-Boc Protection of amines using picric acid as a catalyst
Tetrahedron Green Chem Pub Date : 2024-12-13 DOI: 10.1016/j.tgchem.2024.100061
Ramesha Thongolla , Ummareddy Venkata Subba Reddy , Sailam Sri Gogula , Empati Raja Sekhar , Puchakayala Muralidhar Reddy , Anren Hu
{"title":"Solvent-free and eco-friendly green protocol for N-Boc Protection of amines using picric acid as a catalyst","authors":"Ramesha Thongolla ,&nbsp;Ummareddy Venkata Subba Reddy ,&nbsp;Sailam Sri Gogula ,&nbsp;Empati Raja Sekhar ,&nbsp;Puchakayala Muralidhar Reddy ,&nbsp;Anren Hu","doi":"10.1016/j.tgchem.2024.100061","DOIUrl":"10.1016/j.tgchem.2024.100061","url":null,"abstract":"<div><div>We have developed an environmentally conscious green protocol to protect amine functional groups in drug discovery and the total synthesis of biologically active natural products. This method utilizes di-<em>tert</em>-butyl dicarbonate ((Boc)<sub>2</sub>O) to protect aromatic and aliphatic amines, with readily available picric acid (2 mol%) serving as a Brønsted acid catalyst. This approach enables rapid and high-yield (up to 98 %) protection of amines under completely solvent-free and eco-friendly conditions, thereby promoting a cleaner and more sustainable synthetic process.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100061"},"PeriodicalIF":0.0,"publicationDate":"2024-12-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096510","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
ANO-catalyzed multicomponent synthesis of 3-nitroalkyl-N-substituted pyrroles
Tetrahedron Green Chem Pub Date : 2024-12-08 DOI: 10.1016/j.tgchem.2024.100060
Luiz H. Dapper , Viviane T. Mena , Márcio S. Silva , Filipe Penteado , Eder J. Lenardão
{"title":"ANO-catalyzed multicomponent synthesis of 3-nitroalkyl-N-substituted pyrroles","authors":"Luiz H. Dapper ,&nbsp;Viviane T. Mena ,&nbsp;Márcio S. Silva ,&nbsp;Filipe Penteado ,&nbsp;Eder J. Lenardão","doi":"10.1016/j.tgchem.2024.100060","DOIUrl":"10.1016/j.tgchem.2024.100060","url":null,"abstract":"<div><div>A sustainable and atom-economic method was developed to prepare functionalized nitroalkyl pyrroles through a multicomponent reaction involving anilines, hexane-2,5-dione, and <em>β</em>-nitrostyrene derivatives. Ammonium niobium oxalate (ANO) was used as a cheap and reusable catalyst with ethanol as an eco-friendly solvent. A total of twenty-five <em>N</em>-substituted nitroalkyl-functionalized pyrroles were prepared in moderate to excellent yields (up to 93%). The method was successfully applied to electron-rich and electron-poor anilines, as well as to butylamine, simply by using a telescoping procedure (one-pot). Besides, the easy transformation of the obtained product in a primary amine was demonstrated.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100060"},"PeriodicalIF":0.0,"publicationDate":"2024-12-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096511","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
An efficient photo-degradation of methylene blue by poly-3-thenoic acid sensitized Co/TiO2 under visible light and inactivation of pathogens
Tetrahedron Green Chem Pub Date : 2024-12-04 DOI: 10.1016/j.tgchem.2024.100058
Neha Kumari , Sudhakar Chintakula , Immandhi Sai Sonali Anantha , Pilla Pushpavati , Suresh Maddila
{"title":"An efficient photo-degradation of methylene blue by poly-3-thenoic acid sensitized Co/TiO2 under visible light and inactivation of pathogens","authors":"Neha Kumari ,&nbsp;Sudhakar Chintakula ,&nbsp;Immandhi Sai Sonali Anantha ,&nbsp;Pilla Pushpavati ,&nbsp;Suresh Maddila","doi":"10.1016/j.tgchem.2024.100058","DOIUrl":"10.1016/j.tgchem.2024.100058","url":null,"abstract":"<div><div>Methylene blue dye is used extensively in industries, including paper, temporary hair coloring, coating for paper stock wool, and cotton dying. When the amount of methylene blue dye is more significant than 2 mg/kg, it can lead to serious health issues in people, including cyanosis, tissue necrosis, elevated heart rate, vomiting, shock, and Heinz body formation. The present chapter discusses the sol-gel-assisted synthesis of P3TA-supported Cobalt-doped TiO<sub>2</sub> nanohybrid. This study investigated the characteristics of both prepared bare TiO<sub>2</sub> and metal (Co) doped nano-hybrid using a variety of analytical tools, including XRD, SEM-EDX, BET, FTIR, XPS, and UV–visible DRS. The photo-catalytic performance of prepared samples was executed towards the degradation of methylene blue (MB) dye under visible light irradiations. Additionally, tests for antibiotic resistance were performed on the pathogens <em>E. coli</em> and <em>S. aureus</em>. Significant antibacterial activities against <em>E. coli</em> and <em>S. aureus</em> were demonstrated by the chemical under investigation (P3TA/Co-TiO<sub>2</sub>) at a higher dosage of 800 μg/mL, with inhibition zones of 2.0 mm and 2.1 mm, respectively. The antibacterial activity against <em>E. coli</em> and <em>S. aureus</em> at 400 μg/mL was negligible, with inhibition zones of 1.0 mm and 1.2 mm, respectively. Because these materials are affordable and adaptable, they further the field of nano photo-catalysts.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100058"},"PeriodicalIF":0.0,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143135612","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Comparing the photocatalytic activity of suspended and floating Ag-decorated TiO2 for dye removal
Tetrahedron Green Chem Pub Date : 2024-12-04 DOI: 10.1016/j.tgchem.2024.100059
Nila Davari , Ermelinda Falletta , Claudia L. Bianchi , Viviane Yargeau , Cristina Rodriguez-Seco , Daria C. Boffito
{"title":"Comparing the photocatalytic activity of suspended and floating Ag-decorated TiO2 for dye removal","authors":"Nila Davari ,&nbsp;Ermelinda Falletta ,&nbsp;Claudia L. Bianchi ,&nbsp;Viviane Yargeau ,&nbsp;Cristina Rodriguez-Seco ,&nbsp;Daria C. Boffito","doi":"10.1016/j.tgchem.2024.100059","DOIUrl":"10.1016/j.tgchem.2024.100059","url":null,"abstract":"<div><div>We proposed a two-step synthesis process to fabricate floating TiO<sub>2</sub> and Ag-decorated TiO<sub>2</sub> (Ag/TiO<sub>2</sub>) photocatalysts. In the first step, an ultrasound-assisted sol-gel method followed by spray drying was adopted to synthesize powder photocatalysts. Next, the powder samples were immobilized onto a floating polyurethane foam (PUF) support with an ultrasound-assisted impregnation method. The photocatalytic activity of TiO<sub>2</sub> and Ag/TiO<sub>2</sub> was evaluated to remove methyl orange (MO) as a dye pollutant in two suspended and floating photocatalytic systems. Ag decoration on TiO<sub>2</sub> improved the optical and textural properties by narrowing the bandgap energy to 2.9 eV and increasing the surface area from 10 m<sup>2</sup>/g to 30 m<sup>2</sup>/g. Ag/TiO<sub>2</sub> exhibited higher photocatalytic activity compared to TiO<sub>2</sub> for MO removal, which was 98 % for suspended and 95 % for floating catalysts under simulated sunlight irradiation. In addition, floating photocatalysts exhibited higher photocatalytic activity over five cycles of reuse. Floating Ag/TiO<sub>2</sub>@PUF maintained 89 % of its initial photoactivity, while suspended Ag/TiO<sub>2</sub> lost 50 % after the five cycles. Moreover, we investigated the effect of operating conditions on the photocatalytic performance of floating Ag/TiO<sub>2</sub>@PUF. Optimal conditions for the complete removal of MO below detection limits were obtained as follows: Ag/TiO<sub>2</sub>@PUF loading = 0.4:200 g/mL, initial MO concentration = 5 mg/L, time = 90 min, and pH = 4 under simulated sunlight irradiation. This study highlights the potential of floating photocatalyst systems as a sustainable, reusable, and scalable approach for wastewater treatment, addressing challenges in catalyst recovery and efficiency under real-world conditions.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"5 ","pages":"Article 100059"},"PeriodicalIF":0.0,"publicationDate":"2024-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143096513","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synergistic effects of hydroxyl and tertiary amine in the catalytic carbonatization of epoxides with CO2 at atmospheric pressure 羟基和叔胺在常压下催化环氧化物与二氧化碳的碳化反应中的协同效应
Tetrahedron Green Chem Pub Date : 2024-11-08 DOI: 10.1016/j.tgchem.2024.100057
Fawaz Al Hussein , Andreas Hartwig , Henning Großekappenberg
{"title":"Synergistic effects of hydroxyl and tertiary amine in the catalytic carbonatization of epoxides with CO2 at atmospheric pressure","authors":"Fawaz Al Hussein ,&nbsp;Andreas Hartwig ,&nbsp;Henning Großekappenberg","doi":"10.1016/j.tgchem.2024.100057","DOIUrl":"10.1016/j.tgchem.2024.100057","url":null,"abstract":"<div><div>Fixation of carbon dioxide is a key issue for the sustainable synthesis of chemical compounds. A catalyst system for the preparation of cyclic carbonates by the fixation of carbon dioxide (CO<sub>2</sub>) onto epoxides is presented. This system is designed for easy application due to the availability of the compounds on an industrial scale as well as moderate reaction conditions. Notably, it avoids the use of metal-halogen catalysts and instead employs a tertiary amine as the catalytic center, in conjunction with an alcohol acting as a hydrogen bond donor (HBD). The kinetics of the cycloaddition reaction between epoxides and CO<sub>2</sub> were thoroughly investigated using IR spectroscopy. Remarkably, optimization of the amino-to-alcohol group ratio and the amine structure was carried out to enhance the overall performance of the catalyst system showing a synergistic effect between the tertiary amine and the hydroxyl. Most notably, this entire process is conducted without the use of solvents and operates at ambient pressure, underscoring its significant ecological advantages.</div></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"4 ","pages":"Article 100057"},"PeriodicalIF":0.0,"publicationDate":"2024-11-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142655451","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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