Literature DB >> 16153835

An efficient synthesis of argifin: a natural product chitinase inhibitor with chemotherapeutic potential.

Mark J Dixon1, Ole A Andersen, Daan M F van Aalten, Ian M Eggleston.   

Abstract

The first synthesis of the cyclopentapeptide family 18 chitinase inhibitor argifin has been achieved by a combination of solid phase and solution chemistry. Synthetic argifin is a nanomolar inhibitor of chitinase B1 from Aspergillus fumigatus and the high-resolution X-ray structure of the synthesized material in complex with the same enzyme is identical to that previously obtained for the natural product.

Entities:  

Mesh:

Substances:

Year:  2005        PMID: 16153835     DOI: 10.1016/j.bmcl.2005.07.068

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


  7 in total

1.  Fully deacetylated chitooligosaccharides act as efficient glycoside hydrolase family 18 chitinase inhibitors.

Authors:  Lei Chen; Yong Zhou; Mingbo Qu; Yong Zhao; Qing Yang
Journal:  J Biol Chem       Date:  2014-05-14       Impact factor: 5.157

2.  Potent family-18 chitinase inhibitors: x-ray structures, affinities, and binding mechanisms.

Authors:  Supansa Pantoom; Ingrid R Vetter; Heino Prinz; Wipa Suginta
Journal:  J Biol Chem       Date:  2011-04-29       Impact factor: 5.157

3.  Direct arginine modification in native peptides and application to chemical probe development.

Authors:  Verena Grundler; Karl Gademann
Journal:  ACS Med Chem Lett       Date:  2014-10-27       Impact factor: 4.345

Review 4.  Recent development of two chitinase inhibitors, Argifin and Argadin, produced by soil microorganisms.

Authors:  Tomoyasu Hirose; Toshiaki Sunazuka; Satoshi Omura
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2010       Impact factor: 3.493

5.  Total synthesis of the putative structure of the proposed Banyasin A.

Authors:  Xuguang Gao; Qi Ren; Sun Choi; Zhengshuang Xu; Tao Ye
Journal:  Front Chem       Date:  2015-03-17       Impact factor: 5.221

6.  Solid-phase synthesis of cyclic peptide chitinase inhibitors: SAR of the argifin scaffold.

Authors:  Mark J Dixon; Amit Nathubhai; Ole A Andersen; Daan M F van Aalten; Ian M Eggleston
Journal:  Org Biomol Chem       Date:  2008-11-13       Impact factor: 3.876

7.  Structure-based dissection of the natural product cyclopentapeptide chitinase inhibitor argifin.

Authors:  Ole A Andersen; Amit Nathubhai; Mark J Dixon; Ian M Eggleston; Daan M F van Aalten
Journal:  Chem Biol       Date:  2008-03
  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.