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A new route for the synthesis of substituted benzo [1,3,4] oxadiazine derivatives via copper-catalyzed N-arylation-cyclization of hydrazonoyl chlorides and 2-iodophenol 通过铜催化肼酰氯和 2-碘苯酚的 N-芳基化-环化合成取代的苯并 [1,3,4] 恶二嗪衍生物的新途径
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-18 DOI: 10.1016/j.tetlet.2024.155333
Manijeh Nematpour
{"title":"A new route for the synthesis of substituted benzo [1,3,4] oxadiazine derivatives via copper-catalyzed N-arylation-cyclization of hydrazonoyl chlorides and 2-iodophenol","authors":"Manijeh Nematpour","doi":"10.1016/j.tetlet.2024.155333","DOIUrl":"10.1016/j.tetlet.2024.155333","url":null,"abstract":"<div><div>In this research, a rapid and direct approach for the synthesis of benzo [1,3,4] oxadiazine derivatives via a copper-catalyzed intermolecular <em>N</em>-arylation of 2-iodophenol and hydrozonoyl chloride is described. The reaction occurs rapidly at room temperature, making it convenient and time-saving. No complex ligands or special equipment are required. The use of simple and readily available raw materials, without column chromatography, mild catalytic copper reaction conditions, and good yield (71–93 %), are notable features of this protocol. The [1,3,4] oxadiazine moiety is often found in drugs and other bioactive molecules.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142532504","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
A mild and chemoselective photoredox-catalyzed reduction of aromatic ketones 一种温和的化学选择性光氧化催化芳香酮还原法
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-18 DOI: 10.1016/j.tetlet.2024.155334
Chris Boeke , Aerin Mellott , Gahan Lahiri, Hin Yu Kenneth Huang, Jeffrey S. Cannon
{"title":"A mild and chemoselective photoredox-catalyzed reduction of aromatic ketones","authors":"Chris Boeke ,&nbsp;Aerin Mellott ,&nbsp;Gahan Lahiri,&nbsp;Hin Yu Kenneth Huang,&nbsp;Jeffrey S. Cannon","doi":"10.1016/j.tetlet.2024.155334","DOIUrl":"10.1016/j.tetlet.2024.155334","url":null,"abstract":"<div><div>A mild, chemoselective reduction of aromatic ketones was discovered and investigated. The combination of photoredox and Lewis acid catalysis with an organic hydrogen source reduced aromatic ketones in good to high yield. Optimization found 2-phenylbenzothiazoline to be a sufficiently strong source of hydrogen in combination with an iridium photosensitizer and lanthanum triflate. Effective photomediated reduction of some substrates was also observed in the absence of photocatalyst and Lewis acid or with photocatalyst only. While yields were typically higher under catalytic conditions, some acid-sensitive substrates were more effectively reduced in the absence of Lewis acid. The reaction was generally high yielding, and chemoselective, while tolerant of complex and functionally rich molecules.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142531493","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
AgOTf-catalyzed three-component coupling for the synthesis of C-alkynyl iminosugars AgOTf 催化三组分偶联合成 C-炔基亚胺糖
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-18 DOI: 10.1016/j.tetlet.2024.155326
Goparaju Rakesh , V. Veerabhadra Reddy , Allam Vinaykumar , B.V. Subba Reddy
{"title":"AgOTf-catalyzed three-component coupling for the synthesis of C-alkynyl iminosugars","authors":"Goparaju Rakesh ,&nbsp;V. Veerabhadra Reddy ,&nbsp;Allam Vinaykumar ,&nbsp;B.V. Subba Reddy","doi":"10.1016/j.tetlet.2024.155326","DOIUrl":"10.1016/j.tetlet.2024.155326","url":null,"abstract":"<div><div>A<sup>3</sup> coupling of tosylribose, primary amine and alkyne has been accomplished for the synthesis of <em>C</em>-alkynyl iminosugars using a catalytic amount of AgOTf under extremely mild conditions. This method is compatible with acid sensitive acetonide and cyclohexylidene and also TBS and PMB ethers The reaction proceeds through a cyclic iminium ion, which is formed from tosylribose and a primary amine followed by the attack of alkyne resulting in the formation of <em>C</em>-alkynyl iminosugar, which is a key intermediate of many biologically important natural products.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142531490","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
Brønsted acid-catalyzed selective alkylation of tetrazoles with acetone 布氏酸催化的四唑与丙酮的选择性烷基化反应
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-15 DOI: 10.1016/j.tetlet.2024.155327
Chunyan Li , Tonghui Zhang , Menghua Dong , Lewan Li , Huan Li , Jie Zeng , Jian Lv , Haifeng Wang , Shuangxi Gu
{"title":"Brønsted acid-catalyzed selective alkylation of tetrazoles with acetone","authors":"Chunyan Li ,&nbsp;Tonghui Zhang ,&nbsp;Menghua Dong ,&nbsp;Lewan Li ,&nbsp;Huan Li ,&nbsp;Jie Zeng ,&nbsp;Jian Lv ,&nbsp;Haifeng Wang ,&nbsp;Shuangxi Gu","doi":"10.1016/j.tetlet.2024.155327","DOIUrl":"10.1016/j.tetlet.2024.155327","url":null,"abstract":"<div><div>The alkylation of tetrazole and acetone under the catalysis of TfOH has been shown to be an efficient process with high levels of regioselective control. This protocol features simple and readily accessible starting materials, unique reaction mechanism, excellent compatibility with diverse functional groups.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142432879","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
Two isoledene-type sesquiterpenoids from a soft coral Heteroxenia sp. 来自软珊瑚 Heteroxenia sp.
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-15 DOI: 10.1016/j.tetlet.2024.155323
Viqqi Kurnianda , Hao-Chun Hu , Ping-Jyun Sung , Yasuhiro Hayashi , Kanami Mori-Yasumoto , Ayumi Suetake , Hikari Nakayama , Mina Yasumoto-Hirose , Yuna Tsutsumi , Genta Koja , Yu-Chi Tsai , Takahiro Jomori , Junichi Tanaka
{"title":"Two isoledene-type sesquiterpenoids from a soft coral Heteroxenia sp.","authors":"Viqqi Kurnianda ,&nbsp;Hao-Chun Hu ,&nbsp;Ping-Jyun Sung ,&nbsp;Yasuhiro Hayashi ,&nbsp;Kanami Mori-Yasumoto ,&nbsp;Ayumi Suetake ,&nbsp;Hikari Nakayama ,&nbsp;Mina Yasumoto-Hirose ,&nbsp;Yuna Tsutsumi ,&nbsp;Genta Koja ,&nbsp;Yu-Chi Tsai ,&nbsp;Takahiro Jomori ,&nbsp;Junichi Tanaka","doi":"10.1016/j.tetlet.2024.155323","DOIUrl":"10.1016/j.tetlet.2024.155323","url":null,"abstract":"<div><div>Two new isoledene-type sesquiterpenoids, <strong>1</strong> and <strong>2</strong>, were isolated from an Okinawan soft coral <em>Heteroxenia</em> sp. The planar structures and stereochemistry of <strong>1</strong> and <strong>2</strong> were determined by spectroscopic analysis, X-ray crystallography, and comparison of experimental and calculated ECD studies. Antiviral and anti-leishmania assays were performed. Compound <strong>2</strong> exhibited activity against promastigotes of <em>Leishmania major</em>.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142446919","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
One-pot synthesis of phenyl- and biphenyl-linked bis-pyrrolo[3,4-b]pyridin-5-ones via a pseudo-repetitive Ugi-Zhu-5CR coupled to a double cascade process (aza-Diels-Alder/N-acylation/decarboxylation/dehydration) 通过伪重复性 Ugi-Zhu-5CR 与双级联过程（氮杂-Diels-Alder/N-酰化/脱羧/脱水）耦合，一步合成苯基和联苯连接的双吡咯并[3,4-b]吡啶-5-酮
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-14 DOI: 10.1016/j.tetlet.2024.155322
Roberto E. Blanco-Carapia, Perla Islas-Jácome, Atilano Gutiérrez-Carrillo, Miguel A. García-Sánchez, Eduardo González-Zamora, Alejandro Islas-Jácome
{"title":"One-pot synthesis of phenyl- and biphenyl-linked bis-pyrrolo[3,4-b]pyridin-5-ones via a pseudo-repetitive Ugi-Zhu-5CR coupled to a double cascade process (aza-Diels-Alder/N-acylation/decarboxylation/dehydration)","authors":"Roberto E. Blanco-Carapia,&nbsp;Perla Islas-Jácome,&nbsp;Atilano Gutiérrez-Carrillo,&nbsp;Miguel A. García-Sánchez,&nbsp;Eduardo González-Zamora,&nbsp;Alejandro Islas-Jácome","doi":"10.1016/j.tetlet.2024.155322","DOIUrl":"10.1016/j.tetlet.2024.155322","url":null,"abstract":"<div><div>Fifteen new <em>bis</em>-pyrrolo[3,4-<em>b</em>]pyridin-5-ones were synthesized <em>via</em> a one-pot process composed by a pseudo-repetitive Ugi-Zhu-5CR coupled to a double cascade sequence (<em>aza</em>-Diels-Alder cycloaddition/<em>N</em>-acylation/decarboxylation/dehydration) in 39–77 % yields, and in short reaction times (only one hour per compound) despite the big size, symmetry and high complexity of the products. The reaction conditions were first optimized step-by-step, and then, the <em>bis</em>-heterocyclic products were synthesized in one-pot manner. It was observed that, formation of the corresponding imines and the double cascade process were carried out without external heating inputs, instead that only under constant stirring at room temperature. Reaction conditions turned out to be the friendliest (in terms of energy) with the environment in comparison with all previously published methodologies involving post-Ugi-Zhu reactions. Therefore, this work shows that pseudo-repetitive MCRs are more thermodynamically favorable compared to classic MCRs, and that they also allow rapid access to highly structurally complex molecules, exhibiting a high degree of symmetry that may play an important role in several fields of knowledge like optics, material science, agrochemistry, and medicinal chemistry.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142446861","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
One-pot synthesis of fused isoxazolo[4′,5′:4,5]thiopyrano[2,3-d]pyrimidines as potent EGFR targeting anti-lung cancer agents 一步法合成融合异噁唑并[4′,5′:4,5]噻喃并[2,3-d]嘧啶作为有效的表皮生长因子受体靶向抗肺癌药物
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-14 DOI: 10.1016/j.tetlet.2024.155325
Suresh S. Ardhapure, Shivraj B. Sirsat
{"title":"One-pot synthesis of fused isoxazolo[4′,5′:4,5]thiopyrano[2,3-d]pyrimidines as potent EGFR targeting anti-lung cancer agents","authors":"Suresh S. Ardhapure,&nbsp;Shivraj B. Sirsat","doi":"10.1016/j.tetlet.2024.155325","DOIUrl":"10.1016/j.tetlet.2024.155325","url":null,"abstract":"<div><div>The requirement for scaffolds has prompted synthetic chemists to devise simple and effective methods for optimal synthesis, which are critical in the medical industry. Under comparatively optimized conditions, a click followed by a C<img>C bond coupling reaction between iodoalkyne (4) and substituted nitrile oxide was utilized to explore the synthesis of fused isoxazoles containing thiopyrano[2,3-<em>d</em>]pyrimidine under microwave irradiation. The synthesized compounds were tested for their anticancer activity against EGFR wild-type human non-small cell lung cancer cells (NCI-H460 and A549). The compounds <strong>6i</strong> and <strong>6l</strong> have shown more potent activity against both cancer cell lines as compared to standard drugs doxorubicin and erlotinib. And also compounds <strong>6e</strong>, <strong>6j</strong>, and <strong>6k</strong> have shown more potent activity as compared to Doxorubicin and moderate activity compared to erlotinib. Later, <em>in vitro</em> EGFR results of more potent compounds revealed that compounds <strong>6l</strong> and <strong>6k</strong> have shown potent EGFR activity compared to standard erlotinib. To evaluate the molecular interactions of more potent compounds with the human epidermal growth factor receptor. It was observed that all the potent compounds exhibited greater binding energies in comparison to the standard drug erlotinib.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142441420","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
7-(Substituted amino)-5-methylthioazolo[1,5-a]pyrimidines: Synthesis, cytotoxic properties in vitro and molecular docking 7-(取代氨基)-5-甲硫基唑并[1,5-a]嘧啶：合成、体外细胞毒性和分子对接
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-14 DOI: 10.1016/j.tetlet.2024.155324
Daniil N. Lyapustin , Dilya F. Fayzullina , Irina V. Marusich , Svetlana K. Kotovskaya , Ilya I. Butorin , Vsevolod V. Melekhin , Maria D. Tokhtueva , Ilya N. Ganebnykh , Evgeny N. Ulomsky , Vladimir L. Rusinov
{"title":"7-(Substituted amino)-5-methylthioazolo[1,5-a]pyrimidines: Synthesis, cytotoxic properties in vitro and molecular docking","authors":"Daniil N. Lyapustin ,&nbsp;Dilya F. Fayzullina ,&nbsp;Irina V. Marusich ,&nbsp;Svetlana K. Kotovskaya ,&nbsp;Ilya I. Butorin ,&nbsp;Vsevolod V. Melekhin ,&nbsp;Maria D. Tokhtueva ,&nbsp;Ilya N. Ganebnykh ,&nbsp;Evgeny N. Ulomsky ,&nbsp;Vladimir L. Rusinov","doi":"10.1016/j.tetlet.2024.155324","DOIUrl":"10.1016/j.tetlet.2024.155324","url":null,"abstract":"<div><div>A method for the synthesis of new 7-(substituted amino)-5-methylthioazolo[1,5-<em>a</em>]pyrimidines has been developed. Based on the MTT test, IC<sub>50</sub> values were calculated for the obtained compounds against lung carcinoma (A549), liver carcinoma (HepG2), embryonal rhabdomyosarcoma (Rd) and human embryonic kidney (HEK 293) cell lines. Some compounds from the series demonstrated activity close to the reference drug, but with a certain selectivity. Based on the results of MTT assay and molecular docking studies for the catalytic subunits of PI3K, two isoforms (PI3Kβ and PI3Kδ) were assumed as the targets for the new series of azolo[1,5-<em>a</em>]pyrimidines with cytotoxic effect on the rhabdomyosarcoma cell line.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142441419","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
Metal-free CH thioarylation of uracils and in situ generated enaminones using thiols in the presence of hexachloroethane 在六氯乙烷存在下使用硫醇对尿嘧啶和原位生成的烯丙酮进行无金属 CH 硫代芳香化反应
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-12 DOI: 10.1016/j.tetlet.2024.155320
Amin Arman, Najmeh Nowrouzi, Mohammad Abbasi
{"title":"Metal-free CH thioarylation of uracils and in situ generated enaminones using thiols in the presence of hexachloroethane","authors":"Amin Arman,&nbsp;Najmeh Nowrouzi,&nbsp;Mohammad Abbasi","doi":"10.1016/j.tetlet.2024.155320","DOIUrl":"10.1016/j.tetlet.2024.155320","url":null,"abstract":"<div><div>A metal-free and one-pot procedure for thioarylation of uracils and <em>in situ</em> generated enaminones with thiols in the presence of C<sub>2</sub>Cl<sub>6</sub> is introduced. This protocol is a less toxic alternative to other conventional thioarylation techniques because it uses hexachloroethane as a solid oxidant, which is stable, inexpensive, readily available and easier to work with.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142417330","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
Anion-driven CF bond cleavage of trifluoromethyl N-aryl hydrazones toward the assembly of N-heterocycles 阴离子驱动三氟甲基 N-芳基肼的 CF 键裂解以组装 N-杂环
IF 1.5 4区 化学
Tetrahedron Letters Pub Date : 2024-10-11 DOI: 10.1016/j.tetlet.2024.155328
Qijie Zou , Qingyu Meng , Jingyuan Wang , Fangyi Li
{"title":"Anion-driven CF bond cleavage of trifluoromethyl N-aryl hydrazones toward the assembly of N-heterocycles","authors":"Qijie Zou ,&nbsp;Qingyu Meng ,&nbsp;Jingyuan Wang ,&nbsp;Fangyi Li","doi":"10.1016/j.tetlet.2024.155328","DOIUrl":"10.1016/j.tetlet.2024.155328","url":null,"abstract":"<div><div>Herein we report an efficient and convenient method for synthesizing 1<em>H</em>-benzo[<em>d</em>]imidazoles via a base-promoted reaction of readily available α-CF<sub>3</sub> ketone-derived hydrazones with <em>o</em>-phenylenediamines. The key innovation is the anion-driven triple-cleavage of the C<img>F bond in the CF<sub>3</sub> group, which acts as a C1 synthon at the 2-position of the 1<em>H</em>-benzo[<em>d</em>]imidazole. This novel approach simplifies the synthesis and can be extended to the preparation of benzo[<em>d</em>]oxazoles and benzo[<em>d</em>]thiazoles. Our method offers a versatile and robust platform for the synthesis of important heterocyclic compounds, with potential applications in medicinal chemistry and drug discovery.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142441469","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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