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Journal of Carbohydrate Chemistry最新文献

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Facile synthesis of novel 3H-1,5-benzodiazepine-derived aryl C-glycosides by coupling of sugar alkynes, acyl chlorides and 1, 2-phenylenediamine 糖炔、酰氯和1,2 -苯二胺偶联制备新型3h -1,5-苯二氮卓基芳基c -糖苷
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2045020
Qianxia Chen , Xiang Zhou , Fen Han , Fuyi Zhang , Yufen Zhao
{"title":"Facile synthesis of novel 3H-1,5-benzodiazepine-derived aryl C-glycosides by coupling of sugar alkynes, acyl chlorides and 1, 2-phenylenediamine","authors":"Qianxia Chen ,&nbsp;Xiang Zhou ,&nbsp;Fen Han ,&nbsp;Fuyi Zhang ,&nbsp;Yufen Zhao","doi":"10.1080/07328303.2022.2045020","DOIUrl":"10.1080/07328303.2022.2045020","url":null,"abstract":"<div><p>Novel 3<em>H</em>-1,5-benzodiazepine-derived aryl <em>C</em>-glycosides were synthesized in good to excellent yields by the coupling of structurally diverse terminal sugar alkynes, aroyl chlorides and 1, 2-phenylenediamine. The protocol is general, mild and efficient. It was suitable for various terminal sugar alkynes and aroyl chlorides, with 37 selected examples. The sugar substrates include pyranosides, furanosides, and acyclic sugars with sensitive and bulky protecting groups. The aroyl chlorides contain electron-donating, electron-withdrawing and electron-neutral substituents.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 1","pages":"Pages 28-50"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46535329","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
Synthesis of glucopyranoside benzimidazolium-based ionic liquids for Pd-catalyzed aqueous Suzuki reaction pd催化铃木反应中葡萄糖吡喃苷苯并咪唑基离子液体的合成
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2141770
Xiaoming Wen , Jian Wang , Luan He , Bisheng Wei , Ying Xie
{"title":"Synthesis of glucopyranoside benzimidazolium-based ionic liquids for Pd-catalyzed aqueous Suzuki reaction","authors":"Xiaoming Wen ,&nbsp;Jian Wang ,&nbsp;Luan He ,&nbsp;Bisheng Wei ,&nbsp;Ying Xie","doi":"10.1080/07328303.2022.2141770","DOIUrl":"10.1080/07328303.2022.2141770","url":null,"abstract":"<div><p>Several novel benzimidazolium-based ionic liquids (BzIm ILs) with free and acetyl protected glucopyranoside unit were synthesized and used as ligand for Pd-catalyzed environment-friendly Suzuki reaction. The BzIm ILs with the acetyl protection shows the highest activity, probably because the sugar has a large steric hindrance and acetyl groups can coordinate with Pd. The nuclear magnetic resonance spectra of Pd(OAc)<sub>2</sub>/Glc-BzIm ILs free glucopyranoside indicate that Pd-C is formed. The Pd nanoparticles protected by ILs with a size of 5.3 (0.6) nm are considered to be real active species. A series of fluorene core arylfluorene derivatives were prepared with isolated yields above 90%.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 6","pages":"Pages 369-384"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46696689","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
Structural characterization of water-soluble polysaccharides from Sophora flavescens Ait. and their anti-inflammatory activities based on NO release 苦参水溶性多糖的结构表征。以及基于NO释放的抗炎活性
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2023.2174551
Yi-Xuan Li , Bo-Wen Lu , Si-Liang Jiang , Cai-Xia Dong , Juan Du
{"title":"Structural characterization of water-soluble polysaccharides from Sophora flavescens Ait. and their anti-inflammatory activities based on NO release","authors":"Yi-Xuan Li ,&nbsp;Bo-Wen Lu ,&nbsp;Si-Liang Jiang ,&nbsp;Cai-Xia Dong ,&nbsp;Juan Du","doi":"10.1080/07328303.2023.2174551","DOIUrl":"10.1080/07328303.2023.2174551","url":null,"abstract":"<div><p><em>Sophora flavescens</em> Ait. is a medicinal herb traditionally used to treat inflammatory diseases. In this study, four polysaccharides, SFNP-1, SFNP-2, SFAP-1, and SFAP-2, were isolated from <em>S. flavescens</em>. Both SFNP-1 and SFNP-2 were (1→4)-linked glucans. SFAP-1 and SFAP-2 were identified as pectin-type polysaccharides containing mainly a homo-galacturanan backbone (as shown). NO release inhibition test revealed that the major polysaccharides, SFAP-1 and SFAP-2, did not have a significant anti-inflammatory effect. This result suggests that the anti-inflammatory effect of <em>S. flavescens</em> may not depend on its polysaccharides.</p><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (12KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 7","pages":"Pages 405-423"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41906399","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
Structural and conformational dynamics of human milk oligosaccharides, lacto-N-fucopentaose I and II, through molecular dynamics simulation 通过分子动力学模拟，研究人乳低聚糖，乳- n -fucopentaose I和II的结构和构象动力学
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2150203
B. Lalithamaheswari , C. Anu Radha
{"title":"Structural and conformational dynamics of human milk oligosaccharides, lacto-N-fucopentaose I and II, through molecular dynamics simulation","authors":"B. Lalithamaheswari ,&nbsp;C. Anu Radha","doi":"10.1080/07328303.2022.2150203","DOIUrl":"10.1080/07328303.2022.2150203","url":null,"abstract":"<div><p>Carbohydrates, also known as glycans or sugars are the nature’s most abundant biomolecules. Human breast milk contains soluble oligosaccharides that are involved in the biological recognition process. Oligosaccharides occur in numerous conformational states due to their flexible nature at glycosidic linkages. Molecular dynamics simulation is used to investigate the structural flexibility of glycosidic linkage and intramolecular interactions between molecules. The work focused on human milk oligosaccharide (HMOs), lacto-<em>N</em>-fucopentaose (LNFP) I and II, investigated through MD simulation for 250 ns, and its replicate. Possible conformational models for LNFP I and II were determined and deposited in the open-access database 3DSDSCAR. The structural analysis was carried out for the two HMOs with the CPPTRAJ module.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 6","pages":"Pages 385-404"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44579781","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: 1
Sustainable synthesis of zwitterionic galactaric acid monoamides as monomers of hydroxylated polyamides 两性离子半乳糖酸单酰胺作为羟基化聚酰胺单体的可持续合成
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2105861
Grazia Isa. C. Righetti , Ada Truscello , Jiemeng Li , Roberto Sebastiano , Attilio Citterio , Cristian Gambarotti
{"title":"Sustainable synthesis of zwitterionic galactaric acid monoamides as monomers of hydroxylated polyamides","authors":"Grazia Isa. C. Righetti ,&nbsp;Ada Truscello ,&nbsp;Jiemeng Li ,&nbsp;Roberto Sebastiano ,&nbsp;Attilio Citterio ,&nbsp;Cristian Gambarotti","doi":"10.1080/07328303.2022.2105861","DOIUrl":"10.1080/07328303.2022.2105861","url":null,"abstract":"<div><p>A new and sustainable preparation of zwitterionic monoamides of galactaric acid is reported. The protocol consists of an efficient conversion of aldaric acid into the corresponding lactone and its further reaction in the presence of diamines, leading to the formation of the corresponding zwitterionic monoamides in high yields and selectivity. The zwitterions have been used as monomers to obtain the corresponding polyhydroxyamides. The overall protocol has shown a high atom economy, and all the carbon atoms present in the reagents are preserved.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 5","pages":"Pages 314-328"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43130250","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
Cationic gold(I)-catalyzed glycosylation with glycosyl S-3-butynyl thiocarbonate donors 阳离子金（I）催化的硫代碳酸S-3-丁基糖基供体糖基化反应
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2076863
Prakash Thapa , Prem Bahadur Gurung , Ishani Lakshika Hettiarachchi , Jianglong Zhu
{"title":"Cationic gold(I)-catalyzed glycosylation with glycosyl S-3-butynyl thiocarbonate donors","authors":"Prakash Thapa ,&nbsp;Prem Bahadur Gurung ,&nbsp;Ishani Lakshika Hettiarachchi ,&nbsp;Jianglong Zhu","doi":"10.1080/07328303.2022.2076863","DOIUrl":"10.1080/07328303.2022.2076863","url":null,"abstract":"<div><p>A cationic gold(I)-catalyzed <em>O</em>-glycosylation method involving the use of glycosyl <em>S</em>-3-butynyl thiocarbonate donors has been developed. It was found that glycosyl <em>S</em>-3-butynyl thiocarbonates are orthogonal to regular phenyl thioglycoside donors. The utilization of this method was demonstrated in the synthesis of a trisaccharide.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 4","pages":"Pages 223-237"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42564970","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: 1
Comparative study of inclusion complex formation between β-cyclodextrin (host) and aromatic diamines (guests) by mixing in hot water, co-precipitation, and solid-state grinding methods 热水混合、共沉淀法和固态研磨法对β-环糊精(宿主)和芳香二胺(客体)包合物形成的比较研究
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2068026
Mohammed Jabedul Hoque , Mitsuo Toda , Nobuyuki Mase
{"title":"Comparative study of inclusion complex formation between β-cyclodextrin (host) and aromatic diamines (guests) by mixing in hot water, co-precipitation, and solid-state grinding methods","authors":"Mohammed Jabedul Hoque ,&nbsp;Mitsuo Toda ,&nbsp;Nobuyuki Mase","doi":"10.1080/07328303.2022.2068026","DOIUrl":"10.1080/07328303.2022.2068026","url":null,"abstract":"<div><p>Aromatic diamines are essential components of polyimide and many other thermosetting polymers. Recent attention has been growing on the threading of cyclodextrins (CDs) onto diamine monomers intended to improve the solubility in water and thermal stability of resultant polymers. The co-precipitation method is often used to isolate inclusion complexes (ICs) of aromatic diamines and other sparingly water-soluble aromatic guest molecules with β-CD. To find the viability of other methods, we studied IC formation between β-CD and some aromatic diamines by mixing in hot water, co-precipitation, and solid-state grinding. ICs formation in water was carried out by solid guest dispersion into the β-CD aqueous solution at 80<!--> <!-->°C with high-speed magnetic stirring. In contrast, solid-state grinding was employed by adding a small amount of water to promote IC formation. Thus, ICs prepared by mixing in hot water and solid-state grinding methods were crystallized from water by cooling to 4 °C. Structures of the ICs in solution were confirmed by chemical shifts changes of cavity protons of β-CD in <sup>1</sup>H NMR and the cross-peaks between aromatic protons and cavity protons in <sup>1</sup>H-<sup>1</sup>H ROESY NMR. Job’s plot and NMR titration experiments were used to determine the stoichiometric ratio of host and guest in solution.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 4","pages":"Pages 249-272"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44528827","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
The features of liver glycogen fractions in streptozotocin-induced type-I diabetic rats 链脲佐菌素诱导的1型糖尿病大鼠肝糖原组分的特征
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2022-01-01 DOI: 10.1080/07328303.2022.2068027
Kousar Daneshnia , Mani Nosrati , Zahra Bakouei-Katrimi , Mehdi Rasouli
{"title":"The features of liver glycogen fractions in streptozotocin-induced type-I diabetic rats","authors":"Kousar Daneshnia ,&nbsp;Mani Nosrati ,&nbsp;Zahra Bakouei-Katrimi ,&nbsp;Mehdi Rasouli","doi":"10.1080/07328303.2022.2068027","DOIUrl":"10.1080/07328303.2022.2068027","url":null,"abstract":"<div><p>The ratio of counter-regulatory hormones to insulin is increased in diabetes. This causes a change in the activities of the enzymes involved in glycogen metabolism. Thus, it is expected that the structure of glycogen will be changed reversibly in diabetes mellitus. The current research was done to study whether the fractions of glycogen have been changed in streptozotocin (STZ)-induced diabetes in rats. To this end, one group of 10 male rats received a single injection with STZ and were compared with the control group. Liver glycogen fractions were analyzed for the content of carbohydrates, protein, and organic phosphate. Hyperglycemia and clinical signs of diabetes appeared after two days of STZ- injection and continued up to two weeks. In diabetic rats relative to controls, total glycogen decreased by about 39% (24.4<!--> <!-->±<!--> <!-->3.0 mg/g wet weight of liver <em>vs.</em> 39.7 ± 2.2, <em>p</em> = 0.001), and the change happened entirely in acid-soluble glycogen (ASG) fraction (19.1<!--> <!-->±<!--> <!-->1.7 <em>vs.</em> 33.4 ± 2.2, <em>p</em> = 0.001), while acid-insoluble glycogen (AIG) increased slightly but not significantly (5.5 ± 1.1, <em>vs.</em> 4.5 ± 0.8, <em>p</em> = 0.5). Diabetes was also associated with the change in the content of glycogen protein and the ratio of ASG to AIG. The content of organic phosphate was 181.4<!--> <!-->±<!--> <!-->26.3 and 39.2<!--> <!-->±<!--> <!-->7.9 µg/g wet weight of liver for ASG and AIG fractions in control rats and had no significant change in diabetes. In conclusion, diabetes is accompanied by the reduction in liver glycogen carbohydrate and protein of total and soluble fraction but the content of organic phosphate has not been affected.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 4","pages":"Pages 273-286"},"PeriodicalIF":1.0,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45303396","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: 1
Forewords 前言
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-11-22 DOI: 10.1080/07328303.2021.2030897
Q. Wan
{"title":"Forewords","authors":"Q. Wan","doi":"10.1080/07328303.2021.2030897","DOIUrl":"https://doi.org/10.1080/07328303.2021.2030897","url":null,"abstract":"","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 1","pages":"(v) - (vi)"},"PeriodicalIF":1.0,"publicationDate":"2021-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42028670","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
Recent advances in the synthesis of thiosugars using glycal donors 利用糖供体合成硫代糖的最新进展
IF 1 4区 化学
Journal of Carbohydrate Chemistry Pub Date : 2021-01-01 DOI: 10.1080/07328303.2022.2027433
Tao Xiong , Rui Xie , Cai Huang , Xin Lan , Nianyu Huang , Hui Yao
{"title":"Recent advances in the synthesis of thiosugars using glycal donors","authors":"Tao Xiong ,&nbsp;Rui Xie ,&nbsp;Cai Huang ,&nbsp;Xin Lan ,&nbsp;Nianyu Huang ,&nbsp;Hui Yao","doi":"10.1080/07328303.2022.2027433","DOIUrl":"10.1080/07328303.2022.2027433","url":null,"abstract":"<div><p>Thiosugars are not only playing important roles in saccharide synthesis but also occur widely in pharmaceutical agents, natural products and <em>S</em>-glycopeptides/proteins, and possess critical biological activities. Many methods have been developed for the syntheses of thiosugars, but most of them adopted saturated-glycosyl donors to give 1-thiosugars only. With the development of olefin-chemistry and transition metal catalysis, numerous protocols of thiosugar synthesis were developed with 1,2-unsaturated-glycosyl donors (glycals) giving different stereoselectivity and regioselectivity. In this review, we have summarized the synthetic methods of thiosugars using glycal donors based on promoters/catalysts, including main-group, transition metal, rare-earth and solid-supported catalysts.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 7","pages":"Pages 401-439"},"PeriodicalIF":1.0,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41999017","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: 3
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