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Artemeriopolides A–D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity† Artemeriopolides A–D，两种来自毛足蒿的具有稀有碳骨架的倍半萜二聚体及其抗肝癌细胞毒性†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d3qo00223c
Xiao-Feng He , Qi-Hao Li , Tian-Ze Li , Yun-Bao Ma , Wei Dong , Ke-Xin Yang , Chang-An Geng , Hao-Wei Zhang , Yuan Wang , Ji-Jun Chen
{"title":"Artemeriopolides A–D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity†","authors":"Xiao-Feng He ,&nbsp;Qi-Hao Li ,&nbsp;Tian-Ze Li ,&nbsp;Yun-Bao Ma ,&nbsp;Wei Dong ,&nbsp;Ke-Xin Yang ,&nbsp;Chang-An Geng ,&nbsp;Hao-Wei Zhang ,&nbsp;Yuan Wang ,&nbsp;Ji-Jun Chen","doi":"10.1039/d3qo00223c","DOIUrl":"10.1039/d3qo00223c","url":null,"abstract":"<div><p>Artemeriopolides A–D (<strong>1–4</strong>), four novel cadinane sesquiterpenoid dimers featuring the rare 2-oxaspiro[4.6]undecan-1,7-dione, 2-oxaspiro[4.5]decan-1-one, and 2-oxaspiro[5.5]undecan-1-one ring systems, were isolated from <em>Artemisia eriopoda</em>. They are classified as two types of carbon skeletons and the structures and absolute configurations were elucidated by extensive spectral data, ECD calculations, and X-ray crystallography analyses. Antihepatoma cytotoxicity was assayed for compounds <strong>1–4</strong>, which suggested that compound <strong>1</strong> was the most active against HepG2, Huh7, and SK-Hep-1 cells with IC<sub>50</sub> values of 33.6, 59.9, and 56.9 μM, respectively. The Transwell assay indicated that artemeriopolide A (<strong>1</strong>) inhibited cell migration and invasion in HepG2 cells with migration ratios of 89.9%, 62.4%, and 62.2% and invasion ratios of 46.8%, 43.6%, and 15.7% at the concentrations of 16.8, 33.6, and 67.2 μM, respectively. Western blot assay demonstrated that artemeriopolide A (<strong>1</strong>) downregulated the expression of vimentin and N-cadherin and upregulated the expression of E-cadherin. The flow cytometry analysis in HepG2 cells suggested that artemeriopolide A (<strong>1</strong>) induced G0/G1 cell cycle arrest with the percentage of cells in the G0/G1 phase ranging from 47.1% to 50.5%, 51.2%, and 54.5% and promoted cell apoptosis with apoptosis ratios from 4.8% to 6.1%, 8.2%, and 9.8%.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 11","pages":"Pages 2635-2641"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3865606","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
tBuOK/DMSO/O2 catalyzed direct α-C(sp3)–H alkylation with styrenes: productive α-amino radicals for hydroaminoalkylation† tBuOK/DMSO/O2催化与苯乙烯的直接α-C（sp3）–H烷基化：氢氨基烷基化的生产性α-氨基†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d2qo01911f
Zhangqiang Yan , Zhen Zhang , Tao Wen , Lihua Ye , Bo Jin , Chihong Zhang , Wenkun Wang , Zhong-Ning Chen , Hu Cai
{"title":"tBuOK/DMSO/O2 catalyzed direct α-C(sp3)–H alkylation with styrenes: productive α-amino radicals for hydroaminoalkylation†","authors":"Zhangqiang Yan ,&nbsp;Zhen Zhang ,&nbsp;Tao Wen ,&nbsp;Lihua Ye ,&nbsp;Bo Jin ,&nbsp;Chihong Zhang ,&nbsp;Wenkun Wang ,&nbsp;Zhong-Ning Chen ,&nbsp;Hu Cai","doi":"10.1039/d2qo01911f","DOIUrl":"10.1039/d2qo01911f","url":null,"abstract":"<div><p>Direct α-C(sp<sup>3</sup>)–H alkylation of hydroaminoalkylation (HAA) catalyzed by <sup><em>t</em></sup>BuOK/DMSO/O<sub>2</sub> from α-aryl benzylamines with styrenes is reported. The reaction has delivered diverse selectively substituted amines and N-heterocycles under mild conditions. Mechanism studies have shown that α-aminoalkyl radicals act as intermediates and hydrogen atom transfer (HAT) plays a crucial role in the <sup><em>t</em></sup>BuOK/DMSO/O<sub>2</sub> system.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 11","pages":"Pages 2714-2720"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3865618","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
C(sp3)–H fluorosulfonylvinylation/aza-Michael addition approach to FSO2-functionalized tetrahydropyridines† FSO2官能化四氢吡啶的C（sp3）–H氟磺酰基乙烯化/aza-Michael加成方法†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d3qo00639e
Shuai Shi , Xueyan Zhao , Dengfeng Chen , Jinyue Luo , Saihu Liao , Shenlin Huang
{"title":"C(sp3)–H fluorosulfonylvinylation/aza-Michael addition approach to FSO2-functionalized tetrahydropyridines†","authors":"Shuai Shi ,&nbsp;Xueyan Zhao ,&nbsp;Dengfeng Chen ,&nbsp;Jinyue Luo ,&nbsp;Saihu Liao ,&nbsp;Shenlin Huang","doi":"10.1039/d3qo00639e","DOIUrl":"10.1039/d3qo00639e","url":null,"abstract":"<div><p>A novel cascade approach is presented for the synthesis of FSO<sub>2</sub>-functionalized tetrahydropyridines from propargyl alcohols, FSO<sub>2</sub>Cl, and anilines. This strategy successively involves radical fluorosulfonylation of the alkyne, C(sp<sup>3</sup>)–H fluorosulfonylvinylation, enamine formation, and intramolecular aza-Michael addition. Notably, the fluorosulfonyl radical can be generated efficiently <em>via</em> simple blue light irradiation of an electron donor–acceptor (EDA) complex between propargyl alcohols and FSO<sub>2</sub>Cl, which requires no base, catalyst, and additive. The versatile follow-up derivatizations allow rapid ligation of tetrahydropyridines with other bioactive molecules that will be of value for drug discovery.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 15","pages":"Pages 3805-3810"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3865622","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Rh(iii)-catalyzed C–H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones† Rh(iii)催化的C-H活化/ n -氨基甲酰亚砜酰脲环化反应用于三氟甲基取代(二氢)嘧啶吲哚酮的发散合成
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d3qo00803g
Yubo Duan , Shu-Ning Lu , Zuguang Yang , Zhengkai Chen , Xiao-Feng Wu
{"title":"Rh(iii)-catalyzed C–H activation/annulation of N-carbamoylindoles with CF3-imidoyl sulfoxonium ylides for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones†","authors":"Yubo Duan ,&nbsp;Shu-Ning Lu ,&nbsp;Zuguang Yang ,&nbsp;Zhengkai Chen ,&nbsp;Xiao-Feng Wu","doi":"10.1039/d3qo00803g","DOIUrl":"10.1039/d3qo00803g","url":null,"abstract":"<div><p>An efficient and straightforward strategy for the divergent synthesis of trifluoromethyl-substituted (dihydro)pyrimidoindolones <em>via</em> Rh(<span>iii</span>)-catalyzed C–H activation/annulation of <em>N</em>-carbamoylindoles with CF<sub>3</sub>-imidoyl sulfoxonium ylides has been achieved. The cascade reaction might proceed through a C–H imidoylmethylation, tautomerization and intramolecular nucleophilic addition sequence. A wide range of functionalized pyrimidoindolone derivatives were constructed in good to excellent yields under redox-neutral conditions.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 15","pages":"Pages 3843-3848"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3865628","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Frustrated-radical-pair-initiated atom transfer radical addition of perfluoroalkyl halides to alkenes† 全氟烷基卤化物与烯烃的受挫自由基对引发原子转移自由基加成
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d3qo00733b
Fuyu Xie , Jianghua He , Yuetao Zhang
{"title":"Frustrated-radical-pair-initiated atom transfer radical addition of perfluoroalkyl halides to alkenes†","authors":"Fuyu Xie ,&nbsp;Jianghua He ,&nbsp;Yuetao Zhang","doi":"10.1039/d3qo00733b","DOIUrl":"10.1039/d3qo00733b","url":null,"abstract":"<div><p>Frustrated radical pairs (FRP) are expected to effectively combine radical chemistry and the synergistic effects of a Lewis acid (LA) and Lewis base (LB), but this area is still in its primary stage. Here, we present a strategy for the generation of the [PhN˙<sup>+</sup>Me<sub>2</sub>][B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>˙<sup>−</sup>] FRP using B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> as the LA and PhNMe<sub>2</sub> as the LB. This FRP can initiate the efficient atom-transfer radical addition (ATRA) of different perfluoroalkyl halides to a variety of alkenes, furnishing a series of fluoroalkylated compounds in high regioselectivity and high-to-excellent product yields. This method exhibits broad substrate scope, 100% atom economy and good functional group compatibility. Systematic mechanistic studies (<em>i.e.</em>, radical inhibitor and radical clock studies) and detailed experimental data coupled with structural characterizations led to a proposed reaction mechanism.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 15","pages":"Pages 3861-3869"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3865631","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
From benzopyrroles to phenylpyrroles: remodeling of indoles enabled by photoredox catalysis† 从苯并吡咯到苯基吡咯：光氧化还原催化实现吲哚的重塑†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d3qo00505d
Wei Xu , Bin Cheng , Yaoge Zhang , Lijing Fang , Hongbin Zhai , Cuiping Wang , Taimin Wang
{"title":"From benzopyrroles to phenylpyrroles: remodeling of indoles enabled by photoredox catalysis†","authors":"Wei Xu ,&nbsp;Bin Cheng ,&nbsp;Yaoge Zhang ,&nbsp;Lijing Fang ,&nbsp;Hongbin Zhai ,&nbsp;Cuiping Wang ,&nbsp;Taimin Wang","doi":"10.1039/d3qo00505d","DOIUrl":"10.1039/d3qo00505d","url":null,"abstract":"<div><p>A facile approach toward 3-(<em>o</em>-aminophenyl)pyrroles was developed by remodeling of <em>N</em>-sulfonyl-3-acyl indoles with <em>N</em>-phenylglycines under photoredox catalysis. This strategy enables the conversion of a fused bicyclic system into a biaryl scaffold, mechanically involving a Giese-type radical addition to C2<img>C3, C2–N cleavage of the resulting indoline skeleton, and generation of a new pyrrole motif. This novel methodology provides an innovative strategy for the synthesis of potentially valuable 3-(<em>o</em>-aminophenyl)pyrroles and related alkaloids.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 15","pages":"Pages 3875-3882"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3865633","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Binaphthyl-derived armchair-type molecular carbon rings with chirality: synthesis and optical properties† 具有手性的联萘衍生扶手椅型分子碳环：合成和光学性质†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d2qo01977a
Qiang Huang , Jinling Zhang , Huafeng Chen , Xin Kong , Peng Xu , Pingwu Du
{"title":"Binaphthyl-derived armchair-type molecular carbon rings with chirality: synthesis and optical properties†","authors":"Qiang Huang ,&nbsp;Jinling Zhang ,&nbsp;Huafeng Chen ,&nbsp;Xin Kong ,&nbsp;Peng Xu ,&nbsp;Pingwu Du","doi":"10.1039/d2qo01977a","DOIUrl":"10.1039/d2qo01977a","url":null,"abstract":"<div><p>Herein, we report the synthesis of binaphthyl-derived hoop-shaped aromatic hydrocarbon enantiomers (<strong>RCR</strong> and <strong>SCR</strong>) as the segments of (9,9) armchair CNTs. After the structures were identified by HR-MS (MALDI-TOF) and NMR spectroscopy, further circular dichroism (CD) analysis confirmed their chirality. Unlike most of the previously reported chiral-type CNT segments in which chirality arises from the absence of a plane of symmetry or an inversion center in the molecule, the chirality for <strong>RCR</strong> and <strong>SCR</strong> is assigned to the introduction of foreign chiral sources, namely, oxyethyl-modified binaphthyl units. Finally, their photophysical properties were also investigated by absorption and fluorescence spectroscopies.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 4","pages":"Pages 911-915"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3866329","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Chemo- and regioselective synthesis of C3-sulfonate esters and C4-chlorides of quinolines under metal-free conditions† 在无金属条件下化学和区域选择性合成喹啉的C3磺酸盐和C4氯化物†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d2qo01621d
Dong Chen , Yan Liu , Zhiqiang Lu , Haojie Wang , Mingjia Li , Dan Yue , Zhenling Wang
{"title":"Chemo- and regioselective synthesis of C3-sulfonate esters and C4-chlorides of quinolines under metal-free conditions†","authors":"Dong Chen ,&nbsp;Yan Liu ,&nbsp;Zhiqiang Lu ,&nbsp;Haojie Wang ,&nbsp;Mingjia Li ,&nbsp;Dan Yue ,&nbsp;Zhenling Wang","doi":"10.1039/d2qo01621d","DOIUrl":"10.1039/d2qo01621d","url":null,"abstract":"<div><p>Disclosed herein is a novel one-pot synthesis of C3-sulfonate esters and C4-chlorides of quinolines from quinoline <em>N</em>-oxides with sulfonyl chloride. Sulfonyl chlorides were used in two roles, namely sulfonylation and chlorination. Both arenesulfonyl chlorides and aliphatic sulfonyl chlorides were found to be suitable precursors for sulfonation and chlorination reagents. Therefore, a wide variety of C3-sulfonate esters and C4-chlorides of quinolines were afforded under metal-free conditions. This procedure features practicality, high efficiency, environmental friendliness and atomic economy.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 4","pages":"Pages 936-942"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3866334","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A general protocol for stereoselective construction of enaminyl sulfonyl fluorides† 烯甲酰基磺酰基氟化物立体选择性构建的通用方案†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d2qo01810a
Liu-Yang Chen , K.P. Rakesh , Hua-Li Qin
{"title":"A general protocol for stereoselective construction of enaminyl sulfonyl fluorides†","authors":"Liu-Yang Chen ,&nbsp;K.P. Rakesh ,&nbsp;Hua-Li Qin","doi":"10.1039/d2qo01810a","DOIUrl":"10.1039/d2qo01810a","url":null,"abstract":"<div><p>A simple, efficient, and mild reaction of 2-chloroprop-2-ene-1-sulfonyl fluoride (CESF) with amines was developed, affording a variety of highly functionalized enaminyl sulfonyl fluorides in good to excellent yields (56–96%). This transformation features a broad substrate scope, high atom economy, operational simplicity and up to 100% stereoselectivity, which can provide great application value in medicinal chemistry, chemical biology, and drug discovery.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 4","pages":"Pages 951-956"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3866336","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Copper-catalyzed dearomative 1,4-carboxylate rearrangement of 2-carbonateindoles† 铜催化2-羰基吲哚的1,4-羧酸酯脱芳重排†
Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI: 10.1039/d2qo01647h
Yan Zhu , Ying Shao , Shengbiao Tang , Jiangtao Sun
{"title":"Copper-catalyzed dearomative 1,4-carboxylate rearrangement of 2-carbonateindoles†","authors":"Yan Zhu ,&nbsp;Ying Shao ,&nbsp;Shengbiao Tang ,&nbsp;Jiangtao Sun","doi":"10.1039/d2qo01647h","DOIUrl":"10.1039/d2qo01647h","url":null,"abstract":"<div><p>A novel dearomative 1,4-rearrangement reaction of 2-carbonateindoles with aryl diazoacetates has been developed in the presence of a copper catalyst, which might proceed through a tandem formation of a zwitterionic intermediate, intramolecular cyclization and ring-opening reaction to give the final rearrangement products containing an all-carbon quaternary center with two newly formed C–C bonds. In this sequence, the disruption of the aromaticity of indole has been realized, associated with 1,4-carboxylate rearrangements.</p></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"10 1","pages":"Pages 99-103"},"PeriodicalIF":0.0,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"3866342","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","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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