Literature DB >> 27699585

Click inspired synthesis of triazole-linked vanillin glycoconjugates.

Pratibha Dwivedi1,2, Kunj B Mishra1, Bhuwan B Mishra3,4, Vinod K Tiwari5.   

Abstract

The 1,3-dipolar cycloaddition of deoxy-azido sugars 1 with alkyne derivatives of p-vanillin, 3-methoxy-4-(prop-2-ynyloxy)benzaldehyde (2) and 2-methoxy-1-(prop-2-ynyloxy)-4-((prop-2-ynyloxy)methyl)benzene) (4) to afford regioselective triazole-linked vanillinglycoconjugates 5 and 6 was investigated in the presence of CuI/DIPEA in dichloromethane. All the developed glycoconjugates were characterized on the basis of IR, NMR, and MS. Graphical abstract Triazolyl vanillin glycoconjugates via click chemistry.

Entities:  

Keywords:  Carbohydrates; Click chemistry; Glycoconjugates; Vanillin

Mesh：

Substances：

Year:  2016        PMID： 27699585     DOI： 10.1007/s10719-016-9729-4

Source DB:  PubMed          Journal:  Glycoconj J        ISSN： 0282-0080            Impact factor:   2.916


  16 in total

1.  Efficient synthesis of ethisterone glycoconjugate via bis-triazole linkage.

Authors:  Kunj B Mishra; Bhuwan B Mishra; Vinod K Tiwari
Journal:  Carbohydr Res       Date:  2014-09-16       Impact factor: 2.104

Review 2.  Carbohydrate based potential chemotherapeutic agents: recent developments and their scope in future drug discovery.

Authors:  Vinod K Tiwari; Ram C Mishra; Anindra Sharma; Rama P Tripathi
Journal:  Mini Rev Med Chem       Date:  2012-12       Impact factor: 3.862

3.  Synthesis of glycoconjugate benzothiazoles via cleavage of benzotriazole ring.

Authors:  Dhananjay Kumar; Amrita Mishra; Bhuwan B Mishra; Subrato Bhattacharya; Vinod K Tiwari
Journal:  J Org Chem       Date:  2013-01-10       Impact factor: 4.354

4.  Click chemistry inspired highly facile synthesis of triazolyl ethisterone glycoconjugates.

Authors:  Dhananjay Kumar; Kunj B Mishra; Bhuwan B Mishra; Saheli Mondal; Vinod K Tiwari
Journal:  Steroids       Date:  2013-12-05       Impact factor: 2.668

5.  Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.

Authors:  Christian W Tornøe; Caspar Christensen; Morten Meldal
Journal:  J Org Chem       Date:  2002-05-03       Impact factor: 4.354

6.  Virtual screening and in vitro assay of potential drug like inhibitors from spices against glutathione-S-transferase of filarial nematodes.

Authors:  Shamina Azeez; Rosana O Babu; Riju Aykkal; Reena Narayanan
Journal:  J Mol Model       Date:  2011-04-27       Impact factor: 1.810

7.  Expedient synthesis of triazole-linked glycosyl amino acids and peptides.

Authors:  Brian H M Kuijpers; Stan Groothuys; A Bram R Keereweer; Peter J L M Quaedflieg; Richard H Blaauw; Floris L van Delft; Floris P J T Rutjes
Journal:  Org Lett       Date:  2004-09-02       Impact factor: 6.005

8.  Cu-Catalyzed Click Reaction in Carbohydrate Chemistry.

Authors:  Vinod K Tiwari; Bhuwan B Mishra; Kunj B Mishra; Nidhi Mishra; Anoop S Singh; Xi Chen
Journal:  Chem Rev       Date:  2016-01-22       Impact factor: 60.622

Review 9.  Recent applications of the Cu(I)-catalysed Huisgen azide-alkyne 1,3-dipolar cycloaddition reaction in carbohydrate chemistry.

Authors:  Simone Dedola; Sergey A Nepogodiev; Robert A Field
Journal:  Org Biomol Chem       Date:  2007-03-05       Impact factor: 3.876

Review 10.  Biological roles of oligosaccharides: all of the theories are correct.

Authors:  A Varki
Journal:  Glycobiology       Date:  1993-04       Impact factor: 4.313
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  2 in total

1.  Synthesis and Cytotoxic Property of Annonaceous Acetogenin Glycoconjugates.

Authors:  Jing-Fang Shi; Ping Wu; Xiao-Li Cheng; Xiao-Yi Wei; Zi-Hua Jiang
Journal:  Drug Des Devel Ther       Date:  2020-11-17       Impact factor: 4.162

2.  Click Inspired Synthesis of Novel Cinchonidine Glycoconjugates as Promising Plasmepsin Inhibitors.

Authors:  Nidhi Mishra; Anand K Agrahari; Priyanka Bose; Sumit K Singh; Anoop S Singh; Vinod K Tiwari
Journal:  Sci Rep       Date:  2020-02-27       Impact factor: 4.379
  2 in total

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