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Metabolites from the Soil-Derived Fungus Trichoderma longicollum BCRC 19F0006 土壤来源真菌长柱木霉BCRC 19F0006的代谢物
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04840-x
Ming-Jen Cheng, Hsia-Wei Liu, Jyh-Yih Leu, Ming-Der Wu, Chung-Yi Chen, Jih-Jung Chen, Huei-Mei Chen
{"title":"Metabolites from the Soil-Derived Fungus Trichoderma longicollum BCRC 19F0006","authors":"Ming-Jen Cheng,&nbsp;Hsia-Wei Liu,&nbsp;Jyh-Yih Leu,&nbsp;Ming-Der Wu,&nbsp;Chung-Yi Chen,&nbsp;Jih-Jung Chen,&nbsp;Huei-Mei Chen","doi":"10.1007/s10600-025-04840-x","DOIUrl":"10.1007/s10600-025-04840-x","url":null,"abstract":"<p>One previously undescribed benzenoid analogue, 19F0006 (<b>1</b>), together with two known ones, methyl vanillate (<b>2</b>) and indole-3-aldehyde (<b>3</b>) were isolated from the mycelial EtOAc extracts of soil-derived fungus <i>Trichoderma longicollum</i> BCRC 19F0006. The structures of all the isolates were elucidated on the basis of extensive analyses of spectroscopic data and comparison with literature data.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1121 - 1123"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847926","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
Design, Synthesis, and Anticancer Activity Evaluation of N′-Arylidenehydrazides of Isopimaric Acid 异海松酸N′-芳基肼类化合物的设计、合成及抗癌活性评价
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04841-w
Juan-Juan Liu, Ya Gao, Zhen-Dong Zhao, Guo-Yong Luo, Shao-Ping Yang
{"title":"Design, Synthesis, and Anticancer Activity Evaluation of N′-Arylidenehydrazides of Isopimaric Acid","authors":"Juan-Juan Liu,&nbsp;Ya Gao,&nbsp;Zhen-Dong Zhao,&nbsp;Guo-Yong Luo,&nbsp;Shao-Ping Yang","doi":"10.1007/s10600-025-04841-w","DOIUrl":"10.1007/s10600-025-04841-w","url":null,"abstract":"<p>A series of <i>N</i>′-aryldenehydrazide derivatives from isopimaric acid were designed, synthesized, and evaluated for their anticancer activities. Some synthesized compounds showed stronger anticancer activity than the positive control drug 5-fluorouracil (5-FU). Compound <b>3c</b>, with a hydroxyl and a methoxyl in the benzene, exhibited the strongest cytotoxicity against human malignant melanoma cells (A375) and ovarian carcinoma cells (ES-2), with IC<sub>50</sub> values of 9.54 and 5.43 μM, respectively. It also demonstrated reduced toxicity to normal human hepatocytes (L-O2), making it the most promising anticancer candidate. Structure–activity relationship studies revealed that the introduction of the hydroxyl group into the benzene ring is beneficial to improve the antitumor activity.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1124 - 1128"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847945","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
Improved Synthetic Method for Water-Soluble Conjugates of a Chlorin e6 Carboxyl Derivative with Galactose – Potential Antitumor Photosensitizers 半乳糖氯e6羧基衍生物水溶性偶联物的改进合成方法-潜在抗肿瘤光敏剂
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04850-9
M. V. Mal’shakova, Ya. I. Pylina, D. V. Belykh
{"title":"Improved Synthetic Method for Water-Soluble Conjugates of a Chlorin e6 Carboxyl Derivative with Galactose – Potential Antitumor Photosensitizers","authors":"M. V. Mal’shakova,&nbsp;Ya. I. Pylina,&nbsp;D. V. Belykh","doi":"10.1007/s10600-025-04850-9","DOIUrl":"10.1007/s10600-025-04850-9","url":null,"abstract":"<p>A synthetic method for water-soluble conjugates of chlorin e<sub>6</sub> carboxyl derivatives with diacetone galactose is proposed. Studies of a primary assessment of the dark and photoinduced cytotoxicity showed that the obtained digalactose carboxychlorins were promising for further studies as potential photosensitizers for medical application.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1165 - 1172"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847864","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 New Alkylresorcinol Dimer from Euphorbia fischeriana 一种新的大戟烷基间苯二酚二聚体
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04838-5
Yu Zhang, Yu-Ping Huang, Wen-Na Li, Ting-Xiang Shi, Yong Zhao
{"title":"One New Alkylresorcinol Dimer from Euphorbia fischeriana","authors":"Yu Zhang,&nbsp;Yu-Ping Huang,&nbsp;Wen-Na Li,&nbsp;Ting-Xiang Shi,&nbsp;Yong Zhao","doi":"10.1007/s10600-025-04838-5","DOIUrl":"10.1007/s10600-025-04838-5","url":null,"abstract":"<p>Our ongoing phytochemical investigation on the twigs and leaves of <i>Euphorbia fischeriana</i> led to the isolation of one new alkylresorcinol dimer, fiseuphenol (<b>1</b>), along with four known flavones (<b>2–5</b>) and three coumarins (<b>6–8</b>). Their structures were identified on the basis of extensive spectroscopic data, including NMR as well as HR-ESI-MS. Compound <b>1</b> was the first example of an alkylresorcinol dimer from the Euphorbiaceae plants.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1113 - 1115"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847930","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 New Dimeric Chromanone from the Endophytic Fungus Pleospora sp. BMX18 Isolated from Aquilaria sinensis 沉香内生真菌Pleospora sp. BMX18中一个新的二聚体色素
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04832-x
Xin Luo, Qing-Yun Ma, Li Yang, Qing-Yi Xie, Jiao-Cen Guo, Hao-Fu Dai, Yan Hua, You-Xing Zhao
{"title":"A New Dimeric Chromanone from the Endophytic Fungus Pleospora sp. BMX18 Isolated from Aquilaria sinensis","authors":"Xin Luo,&nbsp;Qing-Yun Ma,&nbsp;Li Yang,&nbsp;Qing-Yi Xie,&nbsp;Jiao-Cen Guo,&nbsp;Hao-Fu Dai,&nbsp;Yan Hua,&nbsp;You-Xing Zhao","doi":"10.1007/s10600-025-04832-x","DOIUrl":"10.1007/s10600-025-04832-x","url":null,"abstract":"<p>A new dimeric chromanone (<b>1</b>), together with ten known compounds (<b>2–11</b>), was isolated from the endophytic fungus <i>Pleospora</i> sp. BMX18 derived from healthy branches of <i>Aquilaria sinensis</i>. The structure of the new compound (<b>1</b>) was elucidated by extensive spectroscopic analyses, including high-resolution electron spray ionization mass spectrometry and nuclear magnetic resonance. Its absolute structure was assigned by analysis of CD spectrum. Compounds <b>8</b>, <b>10</b>, and <b>11</b> showed moderate antibacterial activities against <i>Aeromonas hydrophila, Vibrio owensii, Vibrio alginolyticus,</i> and <i>Aeromonas veronii.</i></p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1085 - 1089"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847936","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
Diarylheptanoids from Alnus incana 白桦桤木的二芳基庚烷类化合物
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04839-4
Miroslav Novakovic, Antoaneta Trendafilova, Milka Jadranin, Milan Veljic, Jovana Ljujic, Slobodan Milosavljevic, Vele Tesevic
{"title":"Diarylheptanoids from Alnus incana","authors":"Miroslav Novakovic,&nbsp;Antoaneta Trendafilova,&nbsp;Milka Jadranin,&nbsp;Milan Veljic,&nbsp;Jovana Ljujic,&nbsp;Slobodan Milosavljevic,&nbsp;Vele Tesevic","doi":"10.1007/s10600-025-04839-4","DOIUrl":"10.1007/s10600-025-04839-4","url":null,"abstract":"<p>Thirteen known (<b>1–13</b>) and a previously undescribed diarylheptanoid <b>14</b>, named <i>cis</i>-oregonoyl A, were isolated from <i>Alnus incana</i> bark using standard dry column flash silica gel chromatography followed by reversed-phase semipreparative HPLC. Structure elucidation was performed on the basis of <sup>1</sup>H and <sup>13</sup>C, COSY, NOESY, HSQC, and HMBC NMR experiments, supported with HR-ESI-MS, IR, and UV spectroscopy. The known diarylheptanoids and their derivatives are as follows: aceroside VII (<b>1</b>), 1,7-bis-(3,4-dihydroxyphenyl)-3-hydroxyheptane-5-<i>O</i>-<i>β</i>-D-xylopyranoside (<b>2</b>), platyphyllenone (<b>3</b>), alusenone A (<b>4</b>), alusenone B (<b>5</b>), hirsutenone (<b>6</b>), platyphylloside (<b>7</b>), platyphyllonol-5-<i>O</i>-<i>β</i>-D-xylopyranoside (<b>8</b>), alnuside A (<b>9</b>), alnuside B (<b>10</b>), oregonin (<b>11</b>), oregonoyl A (<b>12</b>), and oregonoyl B (<b>13</b>). Compounds <b>1</b>, <b>3–6</b>, <b>8</b>, <b>12–14</b> have not been detected before in <i>A. incana.</i> From a comparison of diarylheptanoid profiles of <i>Alnus</i> species growing in Serbia, <i>A. incana</i>, <i>A. glutinosa</i> and <i>A. viridis</i>, revealed high similarity between <i>A. incana</i> and <i>A. glutinosa.</i></p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1116 - 1120"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847935","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
Three-Component Synthesis of Enaminones Based on Homoveratrylamine and Carbonyl Compounds 基于同戊基胺和羰基化合物的三组分胺酮合成
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-19 DOI: 10.1007/s10600-025-04844-7
A. A. Khudoyberdieva, A. R. Khurramov, Kh. M. Bobakulov, A. Sh. Saidov, K. K. Turgunov, V. I. Vinogradova
{"title":"Three-Component Synthesis of Enaminones Based on Homoveratrylamine and Carbonyl Compounds","authors":"A. A. Khudoyberdieva,&nbsp;A. R. Khurramov,&nbsp;Kh. M. Bobakulov,&nbsp;A. Sh. Saidov,&nbsp;K. K. Turgunov,&nbsp;V. I. Vinogradova","doi":"10.1007/s10600-025-04844-7","DOIUrl":"10.1007/s10600-025-04844-7","url":null,"abstract":"<p>Cyclocondensation reactions of homoveratrylamine and acetoacetic ester with several aromatic aldehydes were studied. The reactions formed a mixture of derivatives of 5-<i>N</i>-[(3,4-dimethoxyphenylethyl)amino]-2,4-diethylester of 1-methyl-3-aryl-cyclohexen-4-ol-1, diethyl 4-hydroxy-4-methyl-6-oxo-2-aryl-cyclohexane-1,3-dicarboxylate, and an imine.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1141 - 1146"},"PeriodicalIF":0.9,"publicationDate":"2025-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847932","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 New Pyrrolidine Alkaloid and Anti-Inflammatory and Antioxidant Constituents from Lobelia alsinoides subsp. hancei 一种新的吡咯烷类生物碱及其抗炎抗氧化活性成分。hancei
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-18 DOI: 10.1007/s10600-025-04853-6
Chu-Wen Kuo, Zih-Rong Chen, Hsueh-Yang Huang, Chien-Ming Huang, Ming-Jen Cheng, Fu-Sen Wu, Jih-Jung Chen
{"title":"A New Pyrrolidine Alkaloid and Anti-Inflammatory and Antioxidant Constituents from Lobelia alsinoides subsp. hancei","authors":"Chu-Wen Kuo,&nbsp;Zih-Rong Chen,&nbsp;Hsueh-Yang Huang,&nbsp;Chien-Ming Huang,&nbsp;Ming-Jen Cheng,&nbsp;Fu-Sen Wu,&nbsp;Jih-Jung Chen","doi":"10.1007/s10600-025-04853-6","DOIUrl":"10.1007/s10600-025-04853-6","url":null,"abstract":"<p>A new pyrrolidine alkaloid, lobelialsine (<b>1</b>), has been isolated from the aerial part of <i>Lobelia alsinoides</i> subsp. <i>hancei</i>, together with eight known compounds, lobelanidine (<b>2</b>), lobeline (<b>3</b>), luteolin (<b>4</b>), apigenin (<b>5</b>), naringenin (<b>6</b>), hesperetin (<b>7</b>), scoparone (<b>8</b>), and isoscopoletin (<b>9</b>). The structure of the new compound <b>1</b> was determined through spectroscopic and MS analyses. Among the isolated compounds, lobelialsin (<b>1</b>), luteolin (<b>4</b>), apigenin (<b>5</b>), and naringenin (<b>6</b>) showed potent inhibition with IC<sub>50</sub> values of 18.31 ± 1.34, 17.49 ± 1.06, 15.49 ± 0.94, and 25.47 ± 1.83 μM, respectively, against LPS-induced NO generation. In addition, compounds <b>1</b>, <b>4</b>, <b>5</b>, and <b>6</b> also showed potent DPPH radicals scavenging activities with SC<sub>50</sub> values of 27.92 ± 2.17, 12.28 ± 0.69, 38.63 ± 2.75, and 55.01 ± 4.80 μM, respectively.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1180 - 1184"},"PeriodicalIF":0.9,"publicationDate":"2025-11-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847858","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
Composition and Biological Activity of Lipids from Seeds of Ammodendron conollyi 梭梭种子脂质组成及生物活性研究
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-18 DOI: 10.1007/s10600-025-04826-9
S. N. Shomuratova, N. K. Yuldasheva, E. R. Kurbanova, R. P. Zakirova, S. Z. Nishanbaev, S. D. Gusakova
{"title":"Composition and Biological Activity of Lipids from Seeds of Ammodendron conollyi","authors":"S. N. Shomuratova,&nbsp;N. K. Yuldasheva,&nbsp;E. R. Kurbanova,&nbsp;R. P. Zakirova,&nbsp;S. Z. Nishanbaev,&nbsp;S. D. Gusakova","doi":"10.1007/s10600-025-04826-9","DOIUrl":"10.1007/s10600-025-04826-9","url":null,"abstract":"<p>Lipids from seeds of <i>Ammodendron conollyi</i> Bunge ex Boiss. were studied for the first time. The content, group composition, and classes of lipids (% of dry substance) were established as 15.0% neutral lipids (NL), 1.2% polar lipids (PL), 1.0% phospholipids, and quinolizidine alkaloids in PL. Fatty acids of the lipids were represented by 18–21 components. Unsaturated acids in NL and PL were dominated by 18:1 and 18:2; saturated acids in PL, by 16:0. The composition of lipophilic substances (LS), with phytosterols accounting for 49.8%, was determined. The exogenic effect of NL from seeds on the growth of wheat and cucumber sprouts was studied under normal conditions and with salt stress. Growth-stimulatory activity at concentrations of 0.001 and 0.0001% was found.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1057 - 1060"},"PeriodicalIF":0.9,"publicationDate":"2025-11-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847883","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
Tetrahydropyridine Alkaloids with Hepatoprotective Activities from Highland Barley Monascus purpureus 青稞红曲霉中具有保肝活性的四氢吡啶类生物碱
IF 0.9 4区 化学
Chemistry of Natural Compounds Pub Date : 2025-11-18 DOI: 10.1007/s10600-025-04852-7
Qin-Ge Ma, Wen-Min Liu, Rong-Rui Wei
{"title":"Tetrahydropyridine Alkaloids with Hepatoprotective Activities from Highland Barley Monascus purpureus","authors":"Qin-Ge Ma,&nbsp;Wen-Min Liu,&nbsp;Rong-Rui Wei","doi":"10.1007/s10600-025-04852-7","DOIUrl":"10.1007/s10600-025-04852-7","url":null,"abstract":"<p>A novel piperidine alkaloid, named (7′E)-3-acetyl-1-olefinic-3′,5′-dihydroxymethylphenyl-4′-O-prenylpiperidine alkaloid (<b>1</b>), and six known piperidine alkaloids (<b>2–7</b>) were isolated from highland barley <i>Monascus purpureus</i> for the first time. These compounds <b>1–7</b> were determined by extensive and comprehensive spectral analyses and comparing with their references. Compounds (<b>1–7</b>) were assayed for their inhibitory effects against the increases in ALT and AST levels on H<sub>2</sub>O<sub>2</sub>-induced HepG2 cells. As a result, compounds <b>1</b>, <b>2</b>, and <b>4</b> displayed significant hepatoprotective activities.</p>","PeriodicalId":514,"journal":{"name":"Chemistry of Natural Compounds","volume":"61 6","pages":"1176 - 1179"},"PeriodicalIF":0.9,"publicationDate":"2025-11-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145847928","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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