Literature DB >> 16876409

Syntheses of triazole-modified zanamivir analogues via click chemistry and anti-AIV activities.

Jian Li1, Mingyue Zheng, Wei Tang, Pei-Lan He, Weiliang Zhu, Tianxian Li, Jian-Ping Zuo, Hong Liu, Hualiang Jiang.   

Abstract

Sixteen novel 4-triazole-modified zanamivir (1) analogues were synthesized using the click reactions, and their inhibitory activities against avian influenza virus (AIV, H5N1) were determined. Compound 3b exerts promising inhibitory activity with EC(50) of 6.4 microM, which is very close to that of zanamivir (EC(50) = 2.8 microM). Molecular modeling provided the information about the binding model between inhibitors and neuraminidase, which are in good agreement with inhibitory activities.

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Year:  2006        PMID： 16876409     DOI： 10.1016/j.bmcl.2006.07.047

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  12 in total

1.  Synthesis and antiviral activities of new acyclic and "double-headed" nucleoside analogues.

Authors:  Xinying Zhang; Adel Amer; Xuesen Fan; Jan Balzarini; Johan Neyts; Erik De Clercq; Mark Prichard; Earl Kern; Paul F Torrence
Journal:  Bioorg Chem       Date:  2006-12-02       Impact factor: 5.275

2.  Close mimicry of lung surfactant protein B by "clicked" dimers of helical, cationic peptoids.

Authors:  Michelle T Dohm; Shannon L Seurynck-Servoss; Jiwon Seo; Ronald N Zuckermann; Annelise E Barron
Journal:  Biopolymers       Date:  2009       Impact factor: 2.505

3.  Synthesis of C-4 and C-7 triazole analogs of zanamivir as multivalent sialic acid containing scaffolds.

Authors:  Yan Lu; Jacquelyn Gervay-Hague
Journal:  Carbohydr Res       Date:  2007-06-09       Impact factor: 2.104

4.  Synthesis and Biological Evaluation of Non-Hydrolizable 1,2,3-Triazole Linked Sialic Acid Derivatives as Neuraminidase Inhibitors.

Authors:  Michel Weïwer; Chi-Chang Chen; Melissa M Kemp; Robert J Linhardt
Journal:  European J Org Chem       Date:  2009-06

5.  Synthesis of novel pentacyclic triterpene-Neu5Ac2en derivatives and investigation of their in vitro anti-influenza entry activity.

Authors:  Yongying Shi; Longlong Si; Xu Han; Zibo Fan; Shouxin Wang; Man Li; Jiaqi Sun; Yongmin Zhang; Demin Zhou; Sulong Xiao
Journal:  Medchemcomm       Date:  2017-06-02       Impact factor: 3.597

6.  Structural and functional analysis of laninamivir and its octanoate prodrug reveals group specific mechanisms for influenza NA inhibition.

Authors:  Christopher J Vavricka; Qing Li; Yan Wu; Jianxun Qi; Mingyang Wang; Yue Liu; Feng Gao; Jun Liu; Enguang Feng; Jianhua He; Jinfang Wang; Hong Liu; Hualiang Jiang; George F Gao
Journal:  PLoS Pathog       Date:  2011-10-20       Impact factor: 6.823

7.  AutoClickChem: click chemistry in silico.

Authors:  Jacob D Durrant; J Andrew McCammon
Journal:  PLoS Comput Biol       Date:  2012-03-15       Impact factor: 4.475

8.  Efficient continuous-flow synthesis of novel 1,2,3-triazole-substituted β-aminocyclohexanecarboxylic acid derivatives with gram-scale production.

Authors:  Sándor B Otvös; Adám Georgiádes; István M Mándity; Lóránd Kiss; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2013-07-29       Impact factor: 2.883

9.  Click chemistry based synthesis, cytotoxic activity and molecular docking of novel triazole-thienopyrimidine hybrid glycosides targeting EGFR.

Authors:  Reham R Khattab; Asma K Alshamari; Allam A Hassan; Hussein H Elganzory; Wael A El-Sayed; Hanem M Awad; Eman S Nossier; Nasser A Hassan
Journal:  J Enzyme Inhib Med Chem       Date:  2021-12       Impact factor: 5.051

10.  In Vitro and In Vivo Antiviral Studies of New Heteroannulated 1,2,3-Triazole Glycosides Targeting the Neuraminidase of Influenza A Viruses.

Authors:  Omnia Kutkat; Ahmed Kandeil; Yassmin Moatasim; Yaseen A M M Elshaier; Wael A El-Sayed; Samir T Gaballah; Ahmed El Taweel; Mina Nabil Kamel; Mohamed El Sayes; Mohammed A Ramadan; Rabeh El-Shesheny; Farouk M E Abdel-Megeid; Richard Webby; Ghazi Kayali; Mohamed A Ali
Journal:  Pharmaceuticals (Basel)       Date:  2022-03-14
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