Literature DB >> 15471498

Synthesis of (-)-noviose from 2,3-O-isopropylidene-D-erythronolactol.

Xiao Ming Yu1, Gang Shen, Brian S J Blagg.   

Abstract

Noviose is a key synthon for the construction of novobiocin, a clinically useful antitumor agent that has been shown to inhibit both type II topoisomerases and Hsp90. The synthesis of d-noviose from 2,3-O-isopropylidene-d-erythronolactol is described.

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Year:  2004        PMID: 15471498     DOI: 10.1021/jo048953t

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

1.  Synthesis and biological evaluation of arylated novobiocin analogs as Hsp90 inhibitors.

Authors:  Bhaskar Reddy Kusuma; Adam S Duerfeldt; Brian S J Blagg
Journal:  Bioorg Med Chem Lett       Date:  2011-10-01       Impact factor: 2.823

2.  Modified biphenyl Hsp90 C-terminal inhibitors for the treatment of cancer.

Authors:  Leah K Forsberg; Weiya Liu; Jeffrey Holzbeierlein; Brian S J Blagg
Journal:  Bioorg Med Chem Lett       Date:  2017-07-11       Impact factor: 2.823

3.  Development of noviomimetics that modulate molecular chaperones and manifest neuroprotective effects.

Authors:  Leah K Forsberg; Mercy Anyika; Zhenyuan You; Sean Emery; Mason McMullen; Rick T Dobrowsky; Brian S J Blagg
Journal:  Eur J Med Chem       Date:  2017-10-18       Impact factor: 6.514

4.  Targeting the heat shock protein 90 dimer with dimeric inhibitors.

Authors:  Bhaskar Reddy Kusuma; Laura B Peterson; Huiping Zhao; George Vielhauer; Jeffrey Holzbeierlein; Brian S J Blagg
Journal:  J Med Chem       Date:  2011-08-23       Impact factor: 7.446

5.  Engineering an antibiotic to fight cancer: optimization of the novobiocin scaffold to produce anti-proliferative agents.

Authors:  Huiping Zhao; Alison C Donnelly; Bhaskar R Kusuma; Gary E L Brandt; Douglas Brown; Roger A Rajewski; George Vielhauer; Jeffrey Holzbeierlein; Mark S Cohen; Brian S J Blagg
Journal:  J Med Chem       Date:  2011-05-09       Impact factor: 7.446

6.  Synthesis and Evaluation of Noviose Replacements on Novobiocin that Manifest Anti-proliferative Activity.

Authors:  Huiping Zhao; Bhaskar Reddy Kusuma; Brian S J Blagg
Journal:  ACS Med Chem Lett       Date:  2010-07-13       Impact factor: 4.345

7.  Exploiting polarity and chirality to probe the Hsp90 C-terminus.

Authors:  Leah K Forsberg; Rachel E Davis; Virangika K Wimalasena; Brian S J Blagg
Journal:  Bioorg Med Chem       Date:  2018-04-13       Impact factor: 3.641

  7 in total

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