Literature DB >> 24316164

Click chemistry inspired highly facile synthesis of triazolyl ethisterone glycoconjugates.

Dhananjay Kumar1, Kunj B Mishra1, Bhuwan B Mishra1, Saheli Mondal1, Vinod K Tiwari2.   

Abstract

Numerous deoxy-azido sugars 3 were prepared by the reaction of tosyl/bromo sugars with NaN3 in dry DMF under heating condition. The 1,3-dipolar cycloaddition of deoxy-azido sugars 3 with ethisterone 4 to afford regioselective triazole-linked ethisterone glycoconjugates 5 was investigated in the presence of CuI and DIPEA in dichloromethane or CuSO4·5H2O and sodium ascorbate in aqueous medium. All the developed compounds were characterized by spectroscopic analysis (IR, (1)H &(13)C NMR, and MS spectra). Structure of triazolyl ethisterone glycoconjugate 5a has been further confirmed by its Single Crystal X-ray analysis.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Carbohydrate; Click chemistry; Ethisterone; Glycoconjugate

Mesh:

Substances:

Year:  2013        PMID: 24316164     DOI: 10.1016/j.steroids.2013.11.022

Source DB:  PubMed          Journal:  Steroids        ISSN: 0039-128X            Impact factor:   2.668


  4 in total

1.  Click inspired synthesis of triazole-linked vanillin glycoconjugates.

Authors:  Pratibha Dwivedi; Kunj B Mishra; Bhuwan B Mishra; Vinod K Tiwari
Journal:  Glycoconj J       Date:  2016-10-03       Impact factor: 2.916

2.  Click inspired synthesis of antileishmanial triazolyl O-benzylquercetin glycoconjugates.

Authors:  Pratibha Dwivedi; Kunj B Mishra; Bhuwan B Mishra; Nisha Singh; Rakesh K Singh; Vinod K Tiwari
Journal:  Glycoconj J       Date:  2015-04-14       Impact factor: 2.916

3.  Synthesis, Molecular Docking Analysis and Biological Evaluations of Saccharide-Modified Thiadiazole Sulfonamide Derivatives.

Authors:  Zuo-Peng Zhang; Ye Zhong; Zhen-Bin Han; Lin Zhou; Hua-Sheng Su; Jian Wang; Yang Liu; Mao-Sheng Cheng
Journal:  Int J Mol Sci       Date:  2021-05-22       Impact factor: 5.923

4.  Synthesis, Molecular Docking Analysis, and Biological Evaluations of Saccharide-Modified Sulfonamides as Carbonic Anhydrase IX Inhibitors.

Authors:  Zuopeng Zhang; Huali Yang; Ye Zhong; Yueqing Wang; Jian Wang; Maosheng Cheng; Yang Liu
Journal:  Int J Mol Sci       Date:  2021-12-19       Impact factor: 5.923

  4 in total

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