{"title":"2018 T. Ogawa Young Investigator Award","authors":"Zhongwu Guo","doi":"10.1080/07328303.2019.1685797","DOIUrl":"https://doi.org/10.1080/07328303.2019.1685797","url":null,"abstract":"I am delighted to announce that the winner of the 2018 T. Ogawa Young Investigator Award is Professor Qian Wan at Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan, Hubei, China. T. Ogawa Young Investigator Award is established by the Journal of Carbohydrate Chemistry and is given annually to recognize a young principal investigator for his or her excellent contributions to carbohydrate chemistry. Prof. Wan received his B.S. degree in chemistry from Central China Normal University in 1997. In 2000, he completed his M.S. studies at the Paris-Sud University, supervised by Prof. Claudine Aug e. After receiving his PhD degree in 2004 from the Paris-Sud University under the supervision of Prof. Andr e Lubineau and Prof. Marie-Christine Scherrmann, he joined the group of Prof. Samuel J. Danishefsky at the Memorial SloanKettering Cancer Center as a postdoctoral fellow. From 2007 to 2011, Dr. Wan was a scientist at Amgen Inc. In 2012, he started his independent career as a Full Professor in Tongji School of Pharmacy at Huazhong University of Science and Technology. Dr. Wan’s major research interest has been focused on the development of novel and efficient strategies for the synthesis of biologically important oligosaccharides and the discovery of new free radical chemistry.","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 1","pages":"530 - 530"},"PeriodicalIF":1.0,"publicationDate":"2019-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1685797","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46263802","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":"Microwave chemistry: Synthesis of purine and pyrimidine nucleosides using microwave radiation","authors":"Galal H. Elgemeie , Reham A. Mohamed","doi":"10.1080/07328303.2018.1543430","DOIUrl":"10.1080/07328303.2018.1543430","url":null,"abstract":"<div><p>Pyrimidine and purine nucleosides have a remarkable and comprehensive impact on medicinal chemistry and pharmaceutical industries. They become key parts of the growing interdisciplinary area of antimetabolites. The paramount importance of the nucleoside analogs triggered their broader use in treatment of critical diseases such as cancer, malignancies, microbial infection, and autoimmune diseases. Recent advances in their synthetic strategies through microwave-assisted organic synthesis (MAOS) have been reviewed.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 1","pages":"Pages 20-66"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2018.1543430","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48258772","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":"An extensive review of studies on mycobacterium cell wall polysaccharide-related oligosaccharides – part II: Synthetic studies on complex arabinofuranosyl oligosaccharides carrying other functional motifs and related derivatives and analogs","authors":"Liwen Han , Lizhen Wang , Zhongwu Guo","doi":"10.1080/07328303.2019.1630840","DOIUrl":"10.1080/07328303.2019.1630840","url":null,"abstract":"Abstract Lipoarabinomannan (LAM), mannosyl LAM (ManLAM), and mycolyl-arabinogalactan (mAG) are unique and ubiquitous cell wall constituents of Mycobacterium tuberculosis (M. tb), the bacterium causing tuberculosis (TB). It has been well documented that LAM, ManLAM, and mAG play an important role in mycobacterial infections and in the elicitation of specific immune responses against M. tb in the host. Therefore, LAM, ManLAM, mAG, and related molecules are attractive targets for the development of novel TB diagnostic and therapeutic strategies. Accordingly, numerous research groups have spent great effort on the chemical synthesis and biological studies of mycobacterium-related arabinofuranosyl oligosaccharides and their mimetics and conjugates. This article provides an extensive review about the progresses in this area. Due to the page limit of this journal, the review is published in three parts separately. This part (Part II) is focused on the synthesis of various ManLAM and mAG analogs containing mannose, galactose or galactosamine units and other natural structural motifs, as well as arabinofuranosyl oligosaccharide C-analogs and other derivatives. Graphical Abstract","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 5","pages":"Pages 335-382"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1630840","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49308392","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":"An extensive review of studies on mycobacterium cell wall polysaccharide-related oligosaccharides – part I: Synthetic studies on arabinofuranosyl oligosaccharides","authors":"Lizhen Wang , Zhongwu Guo","doi":"10.1080/07328303.2019.1630839","DOIUrl":"10.1080/07328303.2019.1630839","url":null,"abstract":"<div><p>Lipoarabinomannan (LAM), mannosyl LAM (ManLAM), and mycolyl-arabinogalactan (mAG) are unique and ubiquitous cell wall constituents of <em>Mycobacterium tuberculosis</em> (<em>M. tb</em>), the bacterium causing tuberculosis (TB), one of the deadliest diseases worldwide. It has been well documented that LAM, ManLAM, and mAG play an important role in mycobacterial infections and in the elicitation of specific immune responses against <em>M. tb</em> in the host. Therefore, LAM, ManLAM, mAG, and related molecules are attractive targets for the development of novel diagnostic and therapeutic strategies for TB. Accordingly, great research efforts have been spent on the chemical synthesis and biological studies of mycobacterium-related arabinofuranosyl oligosaccharides and their mimetics and conjugates. This article provides an extensive review about the progresses in this area. Due to the page limit of the journal, this review is published separately in three parts. Part I is focused on various glycosylation methods or strategies and protection tactics for stereoselective and stereospecific construction of α- and β-arabinofuranosyl linkages, as well as their applications to the synthesis of simple to highly complex mycobacterium-related arabinofuranosyl oligosaccharides containing only α-linked or both α- and β-linked arabinofuranosyl residues.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 5","pages":"Pages 269-334"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1630839","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45385775","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}
Chen Li , Shijie Dai , Aijie Cao , Zhifang Zhou , Zhimeng Wu
{"title":"Design and synthesis of rhamnose-modified exenatide conjugate by sortase A-mediated ligation","authors":"Chen Li , Shijie Dai , Aijie Cao , Zhifang Zhou , Zhimeng Wu","doi":"10.1080/07328303.2019.1609021","DOIUrl":"10.1080/07328303.2019.1609021","url":null,"abstract":"Abstract Exenatide modified with rhamnose as a hapten was designed and synthesized by Sortase A-mediated ligation. An Exenatide peptide analog comprised of 46 amino acids, including the sortase A recognition motif LPETG at the C-terminus, was synthesized by solid phase peptide synthesis method. A tri-glycine modified-rhamnose derivative was chemically synthesized in seven steps in good yield. The site-specific conjugation between them catalyzed by Sortase A completed in 3 h and the rhamnose-modified Exenatide conjugate was obtained after semi-preparative HPLC purification and characterized by MALDI-TOF MS. This method should be generally useful for the synthesis of other Exenatide analog for biological studies. Graphical Abstract","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 3","pages":"Pages 167-178"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1609021","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47522616","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":"The significance of complex polysaccharides in personal care formulations","authors":"Haseeb Ahsan","doi":"10.1080/07328303.2019.1615498","DOIUrl":"10.1080/07328303.2019.1615498","url":null,"abstract":"<div><p>Complex polysaccharides have numerous pharmacological activities, such as antioxidant, antibacterial, antiviral, immunomodulating, anticoagulant and anticancer effects. In personal care products, these biopolymers are used as thickener and stabilizing agents or as moisturizing ingredients that could be beneficial to the skin. Various polysaccharides, such as glycosaminoglycans (GAGs), hyaluronic acid (HA), carrageenan, fucose, fucoidan, chitin, chitosan, etc., have applications in cosmeceutical industries. GAGs and HA incorporated in moisturizing creams strengthen the skin barrier by forming a protective layer which prevents transdermal water loss. Therefore, these polysaccharides have been formulated into potential cosmeceuticals and biopharmaceuticals.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 4","pages":"Pages 213-233"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1615498","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45564099","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 evaluation of lactoside-derived galectin-3 inhibitors","authors":"Peng He , Chuanfang Zhao , Xue Sun , Yuguo Du","doi":"10.1080/07328303.2019.1609022","DOIUrl":"10.1080/07328303.2019.1609022","url":null,"abstract":"<div><p>Based on docking computation, a panel of lactoside derivatives have been designed as galectin-3 inhibitors. Suitable functional group modifications at C′-3 of methyl lactoside were predicted to supply some additional π–cation, π…H–O, and hydrogen bond interactions between the designed substrates and galectin-3 residues. The selected compounds, giving higher TotalScore in docking calculations, were thus synthesized, and their binding affinities toward galectin-3 were evaluated with SPR assay.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 3","pages":"Pages 151-166"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1609022","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41682591","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":"Homogeneous phase synthesis of chitosan silica hybrid materials in ionic liquid medium and adsorption of Fe(III) from aqueous solutions","authors":"Ananda S. Amarasekara , Deping Wang","doi":"10.1080/07328303.2019.1663205","DOIUrl":"10.1080/07328303.2019.1663205","url":null,"abstract":"<div><p>Two chitosan silica hybrid materials were prepared by a two-step process in 78–84% yields using the homogeneous phase reaction of 3-(triethoxysilyl)propyl isocyanate with chitosan dissolved in 1-<em>n</em>-butyl-3-methylimidazolium chloride ionic liquid (∼10% w/w), which was followed by NH<sub>4</sub>OH catalyzed hydrolysis of triethoxysilyl groups and then sol-gel process. These new hybrid materials were shown to adsorb up to about 95% of Fe<sup>3+</sup> from 5 × 10<sup>−4</sup> M aqueous solution at room temperature in 24 h.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 9","pages":"Pages 586-597"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1663205","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43472475","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}
Tania Neva , Carmen Ortiz Mellet , José M. García Fernández , Juan M. Benito
{"title":"Multiply–linked cyclodextrin–aromatic hybrids: Caps, hinges and clips","authors":"Tania Neva , Carmen Ortiz Mellet , José M. García Fernández , Juan M. Benito","doi":"10.1080/07328303.2019.1609020","DOIUrl":"10.1080/07328303.2019.1609020","url":null,"abstract":"<div><p>The judicious combination of shaping and recognition elements in cage-type architectures represents a powerful strategy to access molecular devices with tailored receptor properties and controlled abilities to form supramolecular assemblies. Aromatic modules are particularly attractive for these endeavors: they can play the role of rigid walls to build permanent cavities, folding screens between preexisting compartments and/or act as functional components promoting noncovalent self-interactions as well as associations with third species, allowing several levels of organization to be implemented. The field of cyclodextrins has enormously benefitted from the amalgamation with aromatic building blocks to give birth to hybrids with a much broader spectrum of properties and applications. The progress in precision chemistry has further enabled the efficient preparation of multiply-linked cap, hinge or clip cyclodextrin-aromatic chimeras with unprecedented level of control, which has translated into new developments in fields like supramolecular catalysis, self-assembly or gene delivery. This review article focuses specifically in these type of compounds, highlighting the intimate relationship between structure, supramolecular properties and performance in the target application.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 7","pages":"Pages 470-493"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1609020","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44129525","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":"Strategies on the construction of 1,2-branched trans-β-glycosidic linkages and their applications in the synthesis of saponins","authors":"Dapeng Zhu , Mingyu Geng , Fuzhu Yang , Biao Yu","doi":"10.1080/07328303.2019.1642345","DOIUrl":"10.1080/07328303.2019.1642345","url":null,"abstract":"<div><p>General strategies on the construction of 1,2-branched trans-β-glycosidic linkages and the corresponding logics are discussed herein. Linear strategies usually require a temporary acyl protecting group at C2-O position of the glycosylation donors to secure the requisite β-selective glycosylation. Convergent strategies involve selective formation of the trans-β-glycosidic linkages in the absence of neighboring participation, wherein solvent participation, invertive glycosylation, as well as other effects have to be exploited to achieve the β-selective glycosylation. These strategies are illustrated by representative applications in the synthesis of saponins.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 7","pages":"Pages 494-508"},"PeriodicalIF":1.0,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1642345","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46507815","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}