{"title":"L-Proline Catalyzed Synthesis of Dihydropyrano[2,3-c]pyrazoles and Their Anti-Inflammatory Activity","authors":"K. J. Pansuriya, I. J. Modasiya, G. G. Dubal","doi":"10.1134/S1068162024050121","DOIUrl":"10.1134/S1068162024050121","url":null,"abstract":"<p><b>Objective:</b> In the present work synthesis and characterization of new heterocyclic derivatives containing dihydropyrano[2,3-<i>c</i>]pyrazoles. <b>Methods:</b> Synthesis of compounds was done using the conventional method <i>via</i> multicomponent reaction using substituted aldehyde, hydrazine hydrate or phenyl hydrazine, malononitrile, and L-proline as a catalyst with good yield. Reaction optimization is also performed. <b>Results and Discussion:</b> All synthesized compounds were tested for their <i>in vitro</i> anti-inflammatory and a comparison was done against the standard drug Diclofenac sodium. <b>Conclusions:</b> Some of the newly synthesized compounds demonstrated good to moderate anti-inflammatory activity.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1935 - 1942"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410887","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":"Synthesis of Thioacetamide-Thiazoles as Anticholinesterase and Antioxidant Agents against Alzheimer’s Disease","authors":"Arti Soni, Ashwani Kumar, Vivek Kumar","doi":"10.1134/S1068162024050212","DOIUrl":"10.1134/S1068162024050212","url":null,"abstract":"<p><b>Objective:</b> synthesize thioacetamide-thiazole as key pharmacophore possessing acetylcholinesterase (AChE) inhibitory activity. <b>Methods:</b> Thirteen compounds (<b>IIIa–IIIm</b>) were synthesized by preparing differently substituted aminothiazoles and subsequently evaluated for AChE inhibitory and antioxidant activity. <b>Results and Discussion:</b> Compound (<b>IIIk</b>) (IC<sub>50</sub> = 1.99 µM) exhibits promising AChE inhibitory activity amongvarious derivatives of the series. The antioxidant potential of synthesized compounds were determined by DPPH assay (IC<sub>50</sub> = 1.10 to 15.45 µM). Compound (<b>IIIk</b>) exhibited the utmost antioxidant activity with IC<sub>50</sub> = 1.10 µM. Further molecular docking, drug-likeness, and ADMET predictions of all synthesized compounds were also assessed with computational methods. The results unequivocally supported the <i>in vitro</i> studies of all derivatives by displaying good docking score with binding pocket of PDB4EY7. <b>Conclusions:</b> The study concluded that compound (<b>IIIk</b>) emerged as potential lead compound as AChE inhibitor for the development of new compounds as anti-Alzheimer’s candidates.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1646 - 1658"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410911","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}
О. А. Nurkenov, S. D. Fazylov, E. М. Satbayeva, Т. М. Seilkhanov, А. Zh. Mendibayeva, S. K. Kabiyeva, Sh. N. Tursymbek
{"title":"Synthesis and Study Anti-Inflammatory Activity of Nicotinic Acid Hydrazones","authors":"О. А. Nurkenov, S. D. Fazylov, E. М. Satbayeva, Т. М. Seilkhanov, А. Zh. Mendibayeva, S. K. Kabiyeva, Sh. N. Tursymbek","doi":"10.1134/S1068162024050376","DOIUrl":"10.1134/S1068162024050376","url":null,"abstract":"<p><b>Objective:</b> The aim of this study is to produce novel of the new functionally substituted nicotinohydrazones, analyze their anti-inflammatory activity, and assess their toxicity. A promising avenue for the advancement of novel bioactive compounds is the pursuit of “hybrid molecules” that contain pharmacophore fragments within their structural composition, with a particular focus on the examination of these molecules for the discovery of novel biological activities. <b>Methods:</b> The synthesis of nicotinic acid hydrazones (<b>II–VI</b>) was performed by condensation of nicotinic acid hydrazide with various aldehydes in ethanol when refluxing the reaction mixture at 60–70°C. The anti-inflammatory activity was studied using the formalin paw edema method in non-linear white rats. The acute inflammatory reaction was reproduced by subplantar (i.e., underplantar or plantar aponeurosis) injection of 0.1 mL of a 2% formalin solution into the right paw using a conventional insulin syringe. <b>Results and Discussion:</b> The structure of the new functionally substituted nicotinohydrazones has been confirmed by a combination of the <sup>1</sup>H and <sup>13</sup>C NMR methods, and COSY (<sup>1</sup>H-<sup>1</sup>H), HMQC (<sup>1</sup>H–<sup>13</sup>C), and HMBC (<sup>1</sup>H–<sup>13</sup>C) two-dimensional NMR spectroscopy methods.<sup>1</sup>H, and <sup>13</sup>C NMR spectroscopy were used to investigate all the prepared derivatives. The acute toxicity of the aforementioned compounds was preliminarily evaluated using a specially developed Toxicity Assessment Software Tool within the United States Environmental Protection Agency. The LD<sub>50</sub> values for rats following oral administration of the compounds tested by the QSAR method. According to the projected toxicological effects, compounds (<b>II</b>), (<b>III</b>) can be classified into Class 4 in terms of toxicity. Compounds (<b>IV</b>), (<b>V</b>) and (<b>VI</b>) have low toxicity and very low toxicity, respectively. <b>Conclusions:</b> The anti-inflammatory activity of the synthesized hydrazones has been evaluated and it has been demonstrated that these compounds were ineffective in comparison with ibuprofen at a dosage of 100 mg/kg (<i>p</i><sup>2</sup> < 0.05). The low toxicity level of all the tested compounds was predicted by the computer modeling. The LD<sub>50</sub> values of the compounds range from 445.461 to 1491.991 mg/kg. The studies on the model of formalin paw edema in nonlinear white rats indicate the absence of an anti-inflammatory effect of the tested compounds.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"2066 - 2075"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410946","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}
О. V. Gribovskaya, V. V. Yanchenko, A. M. Tsygankov, V. P. Martinovich
{"title":"Synthesis of SARS-CoV-2 Spike Glycoprotein Peptide Fragments and Study of Their Binding to Human Blood Cells","authors":"О. V. Gribovskaya, V. V. Yanchenko, A. M. Tsygankov, V. P. Martinovich","doi":"10.1134/S1068162024050352","DOIUrl":"10.1134/S1068162024050352","url":null,"abstract":"<p><b>Objective:</b> Тhe development of new proteins against COVID-19 is an urgent task. The goal of this work was the synthesis of the peptides Lys-Ile-Ala-Asp-Tyr-Asn-Tyr-Lys-Leu (417–425 aa) and Val-Arg-Gln-Ala-Pro-Asn-Gly- Gln-Thr (407–415 aa) – fragments of the surface glycoprotein Spike of SARS-CoV-2 – as potential components of a vaccine against COVID-19 and the study of their binding to human blood cells. <b>Methods:</b> The compounds were synthesized using peptide chemistry methods in solution. The effect of peptides on leukocytes was studied by flow cytometry using monoclonal antibodies against molecules expressed on leukocytes (CD45), that are responsible for the early activation of lymphocytes (CD69) and basophils (CD203c, CD63). The concentration of IFN-γ, which was secreted by lymphocytes in response to peptides, was determined by ELISA. <b>Results and Discussion:</b> It was established that peptides could bind to leukocytes, which indicates the universality of reactions to peptides, especially in innate immune cells. It was shown that the Lys-Ile-Ala-Asp-Tyr-Asn-Tyr-Lys-Leu peptide contacted the leukocytes activated the lymphocytes and basophils. It was confirmed by an increase in gamma interferon compared to the Val-Arg-Gln-Ala-Pro-Asn-Gly-Gln-Thr. <b>Conclusions:</b> A method that allows to evaluate the effect of short peptides on leukocytes was tested. It was shown that the obtained peptides interact with leukocytes, activating them, which was evidenced by secretion of IFN-γ. Our proposed method for evaluating the effect of short peptides on blood cells is the first step in the development of a new peptide-based vaccine against COVID-19.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1904 - 1916"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410903","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}
V. N. Azev, L. G. Mustaeva, E. Yu. Gorbunova, L. K. Baidakova, A. N. Chulin, L. N. Maslov, A. V. Mukhomedzyanov, М. В. Molchanov, A. I. Miroshnikov
{"title":"Boc/Bzl Solid-Phase Synthesis of Deltorphin II and Its Analogs without the Utilization of Anhydrous Hydrogen Fluoride","authors":"V. N. Azev, L. G. Mustaeva, E. Yu. Gorbunova, L. K. Baidakova, A. N. Chulin, L. N. Maslov, A. V. Mukhomedzyanov, М. В. Molchanov, A. I. Miroshnikov","doi":"10.1134/S1068162024050297","DOIUrl":"10.1134/S1068162024050297","url":null,"abstract":"<p><b>Objective:</b> The disadvantages of the published methods for the preparation of peptide deltorphin II and its analogues hamper thorough biological investigations of this class of molecules. Aiming to develop a more productive synthetic method we investigated an approach where Boc/Bzl solid phase peptide synthesis technique was employed without the utilization of anhydrous hydrogen fluoride. Deltorphin II and its analogues were prepared in high yields and purity using the developed method and trifluoromethane sulfonic acid as a deprotection regent. <b>Methods:</b> Boc/Bzl solid phase peptide synthesis using accelerated and classical coulpling protocols was employed. A few strong Lewis acids were used in the final deprotection synthesis step. <b>Results and Discussion:</b> The toxicity and aggressive nature of hydrogen fluoride have resulted in the development of alternative strong Lewis acid-based reagents for the final deprotection and cleavage steps in Boc/Bzl peptide synthesis. Unlike hydrogen fluoride, these acids have high boiling points; however, the favorable physicochemical properties of most peptides allow them to be quite easily isolated from the cleavage cocktails by precipitation with ether. We found that this simple procedure is not suitable for the isolation of deltorphin II peptide and its analogs and developed and successfully implemented alternative methods of synthesis, isolation, and purification of these peptides. <b>Conclusions:</b> The use of strong Lewis acids as an alternative to anhydrous hydrogen fluoride may complicate the isolation of hydrophobic peptides by the standard techniques. An alternative method was proposed and successfully employed in the preparation of peptide deltorphin II and its three analogs. The developed procedures can be used to purify other hydrophobic peptides.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1701 - 1709"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410876","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}
Munir Ur Rehman, Aftab Alam, Syed Adnan Ali Shah, Abid Ali, Qaisar Ali, Abdullah F. AlAsmari, Fawaz Alasmari, Momin Khan
{"title":"Discovering the DPPH Free Radical Scavenging Activity of Azine Derivatives Bearing Ethyl Phenyl Ketone Moiety","authors":"Munir Ur Rehman, Aftab Alam, Syed Adnan Ali Shah, Abid Ali, Qaisar Ali, Abdullah F. AlAsmari, Fawaz Alasmari, Momin Khan","doi":"10.1134/S1068162024050029","DOIUrl":"10.1134/S1068162024050029","url":null,"abstract":"<p><b>Objective:</b> The aim of this study was to synthesize azine analogues of 1,2-diphenylethan-1-one while assessing their ability to scavenge free radicals with DPPH. In order to explore these compounds’ potential as novel antioxidant agents with possible applications in the pharmaceutical, neutraceutical, and other industries, we synthesized them. <b>Methods:</b> The initial steps involved reacting 1,2-diphenylethan-1-one and additional amount of hydrated hydrazine in an ethanol solvent to produce the needed hydrazone, which paved the way for a two-step reaction that produced azine derivatives. Ultimately, a number of substituted aldehydes that are aromatic were heated by reflux condition, catalyzed by acetic acid with the obtained hydrazone to produce the azine derivatives in high yields. <b>Results:</b> These synthetic derivatives were screened for their anti-oxidant activity, compound (<b>IIe</b>) (IC<sub>50</sub> = 24.13 ± 0.27 µM), (<b>IIf</b>) (IC<sub>50</sub> = 29.11 ± 0.41 µM), and (<b>IIg</b>) (IC<sub>50</sub> = 31.12 ± 0.44 µM) attributed the most excellent activity, however compound (<b>IIc</b>) and (<b>IId</b>) were found as significant DPPH free radical scavenging agents with IC<sub>50</sub> values 46.21 ± 0.12 and 49.23 ± 0.54 µM, respectively while compound (<b>IIa</b>) and (<b>IIb</b>) displayed less anti-oxidant effect with IC<sub>50</sub> values 55.11 ± 0.24 and 66.21 ± 0.12 µM. <b>Conclusions:</b> The study shows that the azine derivatives under investigation have promising potential as synthetic antioxidants due to their significant DPPH radical scavenging action. Furthermore, compounds containing electron-donating groups exhibit antioxidant activity comparable to that of ascorbic acid, an antioxidant that occurs naturally. These findings highlight the antioxidant qualities of the synthetic azine derivatives and suggest potential applications as medical treatments for oxidative stress-related illnesses.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1639 - 1645"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410877","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":"Design, Synthesis, and Biological Evaluation of Novel Apigenin Derivatives as Potential Antitumor Agents","authors":"Bei-Qiao He, Xiao-Xiao Fan, Tian-Yu Zheng, Ya-Ting Gao, Xu Chen, Yong-Gang Liu, Yuan-Yuan Zhang","doi":"10.1134/S1068162024050091","DOIUrl":"10.1134/S1068162024050091","url":null,"abstract":"<p><b>Objective:</b> The objective of this study was to design and synthesize novel apigenin derivatives and evaluate their antitumor activities against NSCLC cells. <b>Methods:</b> A series of apigenin derivatives were synthesized and their antiproliferative effects were evaluated against the NSCLC cell line A549. The most promising compounds were identified based on their antitumor activities. Their safety was confirmed by testing them on the normal human lung cell line Beas-2B. The mechanisms of their antitumor activities were investigated by inducing apoptosis in A549 cells and inhibiting Akt protein phosphorylation. The physicochemical and ADME properties of these compounds were also predicted to evaluate their potential as PI3K inhibitors for NSCLC therapy. <b>Results and Discussion:</b> Compounds (<b>Va</b>) and (<b>VIa</b>) exhibited suitable antitumor activities against A549 cells, with no significant toxicity towards Beas-2B cells. They were capable of inducing apoptosis in A549 cells and inhibiting Akt protein phosphorylation, which preliminarily revealed their mechanisms for antitumor activities in vitro. The predictions of physicochemical and ADME properties showed that compound (<b>VIa</b>) would be a potent PI3K inhibitor for NSCLC therapy in the future. <b>Conclusions:</b> This study has successfully designed and synthesized apigenin derivatives with antitumor activities for NSCLC therapy. Compounds (<b>Va</b>) and (<b>VIa</b>) exhibited suitable antitumor activities with low toxicity and promising mechanisms of action. The physicochemical and ADME properties of compound (<b>VIa</b>) suggest its potential as a potent PI3K inhibitor for NSCLC therapy in the future. These findings provide valuable insights for the development of novel therapeutic agents against NSCLC.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1659 - 1671"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410901","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}
Rui Li, Ya-Min Ding, Tian Qin, Xuan-Yi Xue, Wei-Wei Liu, Rong-Bin Wei, Yuan-Fen Zhai, Gang Ding, Da-Hua Shi
{"title":"Design, Synthesis, and Anticancer Activities of Bakuchiol-1,3,5-triazine Derivatives","authors":"Rui Li, Ya-Min Ding, Tian Qin, Xuan-Yi Xue, Wei-Wei Liu, Rong-Bin Wei, Yuan-Fen Zhai, Gang Ding, Da-Hua Shi","doi":"10.1134/S1068162024050066","DOIUrl":"10.1134/S1068162024050066","url":null,"abstract":"<p><b>Objective:</b> In search of the better anticancer agents, fifteen bakuchiol-1,3,5-triazine derivatives were designed and synthesized through nucleophilic substitution reaction. <b>Methods:</b> The newly synthesized derivatives were evaluated for their <i>in vitro</i> cytotoxic activity against Panc-1, MDA-MB-231, A549, and UM-UC-3 using the MTT assay. <b>Results and Discussion:</b> The data revealed that all of the bakuchiol-1,3,5-triazine derivatives could inhibit the proliferation of Panc-1 cells. Four compounds exhibited better antiproliferative activities than that of bakuchiol. Among them, compound (<b>IVj</b>) displayed potent antiproliferative activity with IC<sub>50</sub> values of 21.83 μM. Compound (<b>IVj</b>) also showed potent inhibitory activity against the proliferation of MDA-MB-231, A549, and UM-UC-3 cells when compared with bakuchiol. Additionally, compound (<b>IVj</b>) exhibited strong inhibitory effects on the migration, invasion, and adhesion of Panc-1 cells. <b>Conclusions:</b> The results showed that, compound (<b>IVj</b>) could be a promising candidate agent for the treatment of cancer.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"1851 - 1862"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410906","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}
G. F. Shtylev, I. Yu. Shishkin, S. A. Lapa, V. E. Shershov, V. E. Barsky, S. A. Polyakov, V. A. Vasiliskov, O. A. Zasedateleva, V. E. Kuznetsova, A. V. Chudinov
{"title":"Generation of Active Amino Groups on the Surface of a Polyethylene Terephthalate Film and Their Quantitative Evaluation","authors":"G. F. Shtylev, I. Yu. Shishkin, S. A. Lapa, V. E. Shershov, V. E. Barsky, S. A. Polyakov, V. A. Vasiliskov, O. A. Zasedateleva, V. E. Kuznetsova, A. V. Chudinov","doi":"10.1134/S106816202405039X","DOIUrl":"10.1134/S106816202405039X","url":null,"abstract":"<p><b>Objective:</b> Polyethylene terephthalate (PET) is thermally stable, biocompatible, transparent in visible and near-infrared light. The study of grafting conditions and the distribution of reactive amino groups on the PET surface without affecting the polymer array makes it possible to change the surface properties in a directed manner. <b>Methods:</b> A method for obtaining active amino groups on the surface of polyethylene terephthalate (PET) substrate by reaction with ethylenediamine was developed. A method for quantitative estimation of the concentration and distribution of chemically accessible amino groups on the surface of PET substrate using cyanine dye Cy5 and digital fluorescence microscopy was developed. <b>Results and Discussion:</b> The PET surface during chemical modification remains without visible damage up to the concentration of amino groups 8 pmol/cm<sup>2</sup>, while surface degradation is observed at higher concentrations. Chemically available amino groups capable of covalently binding to Cy5 dye are distributed unevenly, which is probably due to the presence of amorphous and crystalline areas on the surface of PET substrates. Amino groups can be used for further chemical modification of the PET surface, grafting of various functional groups, and covalent binding to biomolecules, which opens up prospects for the wide use of inexpensive PET as functional substrates in biochips, biosensors, lab-on-a-chip devices, and other biotechnological applications.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"50 5","pages":"2050 - 2057"},"PeriodicalIF":1.1,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142410825","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}