Journal of Inclusion Phenomena and Macrocyclic Chemistry最新文献

{"title":"Inclusion complex of emodin and glycyrrhetinic acid-conjugated-β-cyclodextrin to target liver cells: synthesis, characterization, and bioactivity in vitro and in vivo","authors":"Song-Cu Yu,&nbsp;Yi-Ting Hou,&nbsp;Chin-Mu Hsu,&nbsp;Fuu-Jen Tsai,&nbsp;Yuhsin Tsai","doi":"10.1007/s10847-021-01123-0","DOIUrl":"10.1007/s10847-021-01123-0","url":null,"abstract":"<div><p>The objective of this study is to prepare a novel delivery vector, glycyrrhetinic acid -conjugated-β-cyclodextrin (GA-CD) for liver targeting, and investigate the effects of the emodin-GA-CD inclusion complex (E-GA-CD complex) on liver cancer therapy. GA-CD was synthesized from GA and CD, and was used to encapsulate emodin to form an E-GA-CD complex. Proton nuclear magnetic resonance spectroscopy, two-dimensional rotating-frame Overhauser effect spectroscopy, and differential scanning calorimetry were used to characterize GA-CD and the E-GA-CD complex. Liver cell targeting bioactivity of the E-GA-CD complex was investigated by cellular uptake, cell viability, and biodistribution. In vitro results revealed that the E-GA-CD complex exhibited increased cellular uptake and cytotoxicity against Hep3B cells compared to free emodin. In vivo biodistribution results indicated that mice treated with the E-GA-CD complex exhibited greater emodin uptake in liver tissue than emodin-treated mice, suggesting that the E-GA-CD complex was effective in targeting liver cells.</p></div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 3-4","pages":"339 - 346"},"PeriodicalIF":2.3,"publicationDate":"2022-01-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4120636","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}

{"title":"Protective effects of cyclodextrins on edaravone degradation induced by atmospheric oxygen or additive oxidant","authors":"Ryosuke Hiroshige,&nbsp;Satoru Goto,&nbsp;Risa Ichii,&nbsp;Shota Shimizu,&nbsp;Ayako Wada-Hirai,&nbsp;Ying-Peng Li,&nbsp;Yohsuke Shimada,&nbsp;Yuta Otsuka,&nbsp;Kosho Makino,&nbsp;Hideyo Takahashi","doi":"10.1007/s10847-021-01122-1","DOIUrl":"10.1007/s10847-021-01122-1","url":null,"abstract":"<p>Antioxidants scavenge free radicals and may help prevent disease. However, due to poor stability, continuous intake is required. This study investigates the ability of cyclodextrin inclusion to improve the stability of the novel antioxidant edaravone. Kinetic models of cyclodextrin protection against edaravone oxidative decomposition were assessed and the data obtained was analyzed using Hanes–Woolf plots and Scatchard plots. In addition, complexation was analyzed using phase-solubility diagrams. The results show that cyclodextrin inclusion can control the oxidation rate of antioxidant molecules such as edaravone. This paper also demonstrates a substantial variation in the quantitative stability constant when calculated using different methods. This observation is relevant to determining complexation during the many and varied applications of cyclodextrins. The study establishes mechanisms to enhance the stability of antioxidants, which in turn may be useful to improve their bioavailability and may have translational implications in future.</p>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 3-4","pages":"327 - 338"},"PeriodicalIF":2.3,"publicationDate":"2021-11-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-021-01122-1.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5166759","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}

{"title":"A simple and cost-effective synthesis of sulfated β-cyclodextrin and its application as chiral mobile phase additive in the separation of cloperastine enantiomers","authors":"Krishnapriya Mohanraj,&nbsp;Krishna Deshpande,&nbsp;Pranav Pathak,&nbsp;Vishvas Joshi,&nbsp;Stephen Barton","doi":"10.1007/s10847-021-01117-y","DOIUrl":"10.1007/s10847-021-01117-y","url":null,"abstract":"<div><p>A simple and cost-effective method for the synthesis of sulfated β-cyclodextrin, one of the most widely used chiral mobile phase additives, using sulfamic acid as a sulfonating agent has been described. The method was optimized, and the synthesized product was characterized by spectroscopic, size-exclusion chromatographic, thermal, and microscopic methods and was compared to the marketed Sigma Aldrich sulfated β-cyclodextrin. β-Cyclodextrin, hydroxypropyl β-cyclodextrin, sulfated β-cyclodextrin (marketed and synthesized) were evaluated as chiral mobile phase additives for the enantiomeric separation of cloperastine, an antitussive agent, using reversed-phase HPLC. Under optimized conditions, a resolution of 3.14 was achieved within 15 min on an achiral Kromasil C₈ (150 × 4.6 mm, 5 µm) column, with 5 mM monopotassium phosphate containing 10 mM synthesized sulfated β-cyclodextrin pH 3.0 and 45% methanol as mobile phase. The method utilizing synthesized sulfated β-cyclodextrin as chiral mobile phase additive was validated as per ICH guidelines and applied for the quantitative determination of cloperastine enantiomers in active pharmaceutical ingredients and pharmaceutical formulations. The selectivity changes imparted by sulfated β-cyclodextrin were proven to be beneficial for chiral separation. For the enantiomeric separation of cloperastine, synthesized sulfated β-cyclodextrin afforded better resolution than marketed sulfated β-cyclodextrin.</p></div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 3-4","pages":"279 - 293"},"PeriodicalIF":2.3,"publicationDate":"2021-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"5019843","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}

{"title":"Preparation and characterization of cyclodextrin complexes of doxycycline hyclate for improved photostability in aqueous solution","authors":"Mukesh Pandey,&nbsp;Priyanka Rani,&nbsp;Lokesh Adhikari,&nbsp;Mukul Gupta,&nbsp;Ajay Semalty,&nbsp;Mona Semalty","doi":"10.1007/s10847-021-01116-z","DOIUrl":"10.1007/s10847-021-01116-z","url":null,"abstract":"<div><p>Doxycycline hyclate is Biopharmaceutical Classification System, class I drug (high solubility and high permeability), but it is associated with poor photostability. It is in the class of tetracycline antibiotic, which is used to treat various infections, but its bioavailability is compromised due to its sensitivity to light and aqueous instability. In this paper, the influence of inclusion complexation with different cyclodextrins, i.e., αCD, γCD, HPβCD and RMβCD, on the photostability of doxycycline hyclate in aqueous media was investigated. Host–guest inclusion complexes were prepared by freeze- drying method. The prepared complexes were characterized for drug content, SEM, XRPD, in vitro permeation studies and photostability studies. XRPD showed diffused peaks for most of the complexes, while SEM showed irregularly shaped particles. The formulation D20 (Drug: γCD in 1:20 molar ratio) showed the highest % drug content (83.72 ± 1.2%), and the formulations D1 (Drug: αCD in 1: 2 molar ratio) showed the lowest % drug content among all the CD complexes. It was found that the photodegradation of the drug was reduced significantly upon complexation. For Drug: CD complexes, the photostability of the aqueous solution of drug/CD complexes was found to be in the order of γCD &gt; RMβCD &gt; HPβCD &gt; αCD with maximum photostability shown by Drug: γCD (1:20 molar ratio) complex. The obtained results suggested that cyclodextrin complexation can be used as an alternative approach for increasing the photostability of doxycycline hyclate.</p></div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 3-4","pages":"271 - 278"},"PeriodicalIF":2.3,"publicationDate":"2021-11-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4989785","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}

{"title":"A molecular dynamics study of the complexation of tryptophan, phenylalanine and tyrosine amino acids with cucurbit[7]uril","authors":"Khaled Bodoor,&nbsp;Musa I. El-Barghouthi,&nbsp;Khaleel I. Assaf,&nbsp;Baker Jawabrah Al Hourani,&nbsp;Abdel Monem M. Rawashdeh,&nbsp;Osama M. Abuhasan,&nbsp;Dima F. Alhamad,&nbsp;Hamzeh M. Abdel-Halim","doi":"10.1007/s10847-021-01113-2","DOIUrl":"10.1007/s10847-021-01113-2","url":null,"abstract":"<div><p>Molecular dynamics simulations were performed in aqueous solution to elucidate an atomistic level picture of complex formation between cucurbit[7]uril (CB7) and three standard aromatic amino acids: tyrosine, tryptophan, and phenylalanine. It was found that all three amino acids formed stable host–guest complexes with CB7, in which the side chain was included inside the hydrophobic cavity and the ammonium and carboxylate groups were excluded. The major forces driving complexation, as calculated from the MM-PBSA method, were the electrostatic and van der Waal interactions. To better understand the effect of pH and the roles of the ammonium and carboxylate groups in the complexation process, simulations were performed for phenylalanine considering different protonation state (at low and high pH) as well as for the deaminated and decarboxylated forms of phenylalanine. The results showed that, compared to phenylalanine at neutral pH (exists as zwitterion), low pH resulted in an increased complex stability for the cationic form, deamination and high pH reduced the stability, while decarboxylation did not result in a significant change. Results from quantum-chemical calculations correlated well with the simulation data.</p><h3>Graphical abstract</h3>\u0000 <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 1-2","pages":"159 - 168"},"PeriodicalIF":2.3,"publicationDate":"2021-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4275972","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}

{"title":"Convenient construction of unique bis-[1]rotaxanes based on azobenzene-bridged dipillar[5]arenes","authors":"Dan Li,&nbsp;Ying Han,&nbsp;Jing Sun,&nbsp;Wen-Long Liu,&nbsp;Chao-Guo Yan","doi":"10.1007/s10847-021-01115-0","DOIUrl":"10.1007/s10847-021-01115-0","url":null,"abstract":"<div><p>A series of azobenzene-bridged dipillar[5]arenes were conveniently synthesized by coupling reaction of aminoalkyl-functionalized pillar[5]arenes with azobenzene-4,4’-dioxyacetic acid or azobenzene-4,4’-dioxybutanoic acid in dry chloroform under the combinatorial catalysis of HOBt/EDCl. ¹H NMR, 2D NOESY spectra and single crystal structure clearly indicated that the unique bis-[1]rotaxanes could be formed by threading two diaminoalkylene units into the two cavities of pillar[5]arenes depending on the length of the diaminoalkylene chains. Under light irradiation at 365 nm, the <i>trans</i>-azobenzene unit transferred to <i>cis-</i>configuration, while the basic bis-[1]rotaxane structure was kept unchanged.</p><h3>Graphic abstract</h3>\u0000 <figure><div><div><div><picture><img></picture></div></div></div></figure>\u0000 </div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 3-4","pages":"261 - 270"},"PeriodicalIF":2.3,"publicationDate":"2021-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-021-01115-0.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4986919","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}

{"title":"Exploring the interactions between buffers and cyclodextrin complexes—formation of regular inclusion or atypical non-inclusion complexes","authors":"Lisa Samuelsen,&nbsp;Rene Holm,&nbsp;Christian Schönbeck","doi":"10.1007/s10847-021-01111-4","DOIUrl":"10.1007/s10847-021-01111-4","url":null,"abstract":"<div><p>The aim of this study was for the first time to determine the effect of 11 buffers on a γ-cyclodextrin complex, and use these and previous reported data to systematically explore the effect of buffers on different cyclodextrin complexes, considering differences in cavity size and exterior between the cyclodextrins. The effect of 11 buffers on the binding between γ-cyclodextrin and the bile salt taurochenodeoxycholate was determined using isothermal titration calorimetry, and the stability constant of the complex ranged from 6.1 × 10⁴ to 9.0 × 10⁴ M⁻¹, depending on the buffer species. Three buffers (citric, maleic and 2-morpholinoethane-sulfonic acid) decreased the stability constant of the complex compared to the stability in water, though to a degree that has limited practical relevance. As for other cyclodextrin complexes, the stability constant depended on the buffer species present in solution. The analysis showed that the size of the cyclodextrin cavity, rather than the exterior, was paramount for the effect of carboxylic acid buffers, suggesting formation of regular inclusion complexes between carboxylic acid buffers and cyclodextrins.</p></div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 1-2","pages":"151 - 158"},"PeriodicalIF":2.3,"publicationDate":"2021-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4628068","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}

{"title":"The effect of folate-appended methyl-β-cyclodextrin increases on survival rates in a peritoneal dissemination mouse models of human ovarian cancer","authors":"Risako Onodera,&nbsp;Aiko Sakai,&nbsp;Azumi Tokuda,&nbsp;Taishi Higashi,&nbsp;Keiichi Motoyama","doi":"10.1007/s10847-021-01109-y","DOIUrl":"10.1007/s10847-021-01109-y","url":null,"abstract":"<div><p>Among gynaecological cancers, ovarian cancer is known to be highly sensitive to chemotherapy. However, it is often detected at an advanced stage since it exhibits few early symptoms, and therefore, patients tend to show poor prognosis. Therefore, the development of new anticancer agents for the treatment advanced stage cancers is required. We previously reported that folic acid-modified methyl-β-cyclodextrin (FA-M-β-CyD) is a promising anticancer agent that exhibits selective antitumor activity in cancers cells. However, the antitumor effect of FA-M-β-CyD in ovarian cancer is not known. Therefore, in this study, we investigated the antitumor effect of FA-M-β-CyD in ovarian cancer. FA-M-β-CyD showed excellent cytotoxic activity in the reduced folate carrier (RFC) positive human ovarian cancer ES-2 cells line. We found that the cytotoxic activity of FA-M-β-CyD in ES-2 (RFC+) cells is unlikely to be a result of apoptosis triggered by a decrease in mitochondrial membrane potential. Moreover, FA-M-β-CyD prolonged the survival of BALB/c nude mice bearing ES-2 (RFC+) cells. These results suggest the potential of FA-M-β-CyD as an antitumor agent for treatment of metastatic ovarian cancer.</p></div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 1-2","pages":"143 - 149"},"PeriodicalIF":2.3,"publicationDate":"2021-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4958392","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}

{"title":"Essential oil characterization of Ocimum basilicum and Syzygium aromaticum free and complexed with β-cyclodextrin. Determination of its antioxidant, antimicrobial, and antitumoral activities","authors":"Juliana H. Miyoshi,&nbsp;Juliana C. Castro,&nbsp;Vanderson C. Fenelon,&nbsp;Francielle P. Garcia,&nbsp;Celso V. Nakamura,&nbsp;Ana C. Nogueira,&nbsp;Tania Ueda-Nakamura,&nbsp;Hâmara M. de Souza,&nbsp;Camila S. Mangolim,&nbsp;Gislaine F. Moura-Costa,&nbsp;Graciette Matioli","doi":"10.1007/s10847-021-01107-0","DOIUrl":"10.1007/s10847-021-01107-0","url":null,"abstract":"<p>This research evaluated the chemical composition of <i>Ocimum basilicum</i> and <i>Syzygium aromaticum</i> and to characterize their complex with β-cyclodextrin (β-CD) using physical mixing, kneading, and co-precipitation methods. Gas chromatography coupled to a mass spectrometer showed that methyl-chavicol and eugenol were, respectively, the major compounds from <i>O. basilicum</i> and <i>S. aromaticum</i>. By the use different vibrational spectroscopic methods (ATR-FTIR and FT-Raman) and thermal analysis (DSC and TGA), it was possible to strongly suggest the formation of EO-β-CD complex. The antioxidant activity was evident in <i>S. aromaticum</i> EO due to the presence of the eugenol compound in the complexes. The antioxidant stability was evaluated at different temperatures, in which OE had its antioxidant activity reduced drastically while the complexes had a reduction of 6–13% of its activity. The antimicrobial activity was observed for EO and its complexes of <i>S. aromaticum</i> against yeasts of the genus Candida, in which there was a reduction of the concentration of the MIC and CFM for the complexes formed by the co-precipitation methodology. The antitumor activity against HT-29 and HeLa cells was observed in both EOs, in contrast, the cytotoxicity of EOs was also increased. The complex formed from OE <i>S. aromaticum</i> showed the best antitumor activity against HT-29 cells (IC 50 = 12.5 µg/mL) with a better selectivity index (IS = 12.32). It is concluded that the techniques used were suitable for the confirmation of the complexes with β-CD, and that the complexation contributed with the stability and action of the essential oils evaluated, allowing their use in the various industrial sectors, such as pharmaceutical and food industry.</p>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 1-2","pages":"117 - 132"},"PeriodicalIF":2.3,"publicationDate":"2021-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4878674","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}

{"title":"A β-cyclodextrin/graphene oxide hybrid gel with smart responsiveness","authors":"Mingfang Ma,&nbsp;Zirui He,&nbsp;Shumin Zhou,&nbsp;Xuyan Liu,&nbsp;Min Zhao,&nbsp;Xinyan Wang,&nbsp;Huan Liu,&nbsp;Aiyou Hao","doi":"10.1007/s10847-021-01106-1","DOIUrl":"10.1007/s10847-021-01106-1","url":null,"abstract":"<p>Even through gels based on the polymer modified with β-cyclodextrin have been researched widely, there are only few studies focus on gels based on β-cyclodextrin directly. In this study, we report a novel smart responsive β-cyclodextrin/graphene oxide hybrid gel. Graphene oxide can be loaded into the network of β-cyclodextrin gel successfully by co-assembly method, which can be supported by transmission electron microscope and scanning electron microscope. Hydrogen bonding is the main driving force in gel formation from fourier transform infrared spectroscopy and X-ray diffraction analysis. More interesting is that β-cyclodextrin/graphene oxide hybrid gel can respond to multiple stimuli sensitively. The change of temperature can induce the formation and deformation of gel reversibly. Besides, gel will collapse with the addition of different metal ions including Na⁺, K⁺, Zn²⁺, Ba²⁺ and Fe³⁺. Hence, this composite gel is a smart responsive material, may have great potential applications in intelligent material fields.</p><p>In this study, we report a\u0000novel smart responsive β-cyclodextrin/graphene oxide hybrid gel. Graphene oxide\u0000can be loaded into the network of β-cyclodextrin gel successfully by\u0000co-assembly method, which can be supported by transmission electron microscope\u0000and scanning electron microscope. Hydrogen bonding is the main driving force in\u0000gel formation from fourier transform infrared spectroscopy and X-ray\u0000diffraction analysis. More interesting is that β-cyclodextrin/graphene oxide\u0000hybrid gel can respond to multiple stimuli sensitively. The change of\u0000temperature can induce the formation and deformation of gel reversibly.\u0000Besides, gel will collapse with the addition of different metal ions including\u0000Na⁺, K⁺, Zn²⁺, Ba²⁺ and Fe³⁺.\u0000Hence, this composite gel is a smart responsive material, may have great\u0000potential applications in intelligent material fields.</p>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 1-2","pages":"109 - 116"},"PeriodicalIF":2.3,"publicationDate":"2021-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"4879499","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}