Document Detail


Synthesis of boronic acid derivatives of tyropeptin: proteasome inhibitors.
MedLine Citation:
PMID:  19307118     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Boronic acid derivatives of tyropeptin were synthesized with TP-110 as the lead compound. Due to the lability of the aminoboronic acid moiety, careful design of the deprotection and coupling sequence was required. Liquid-liquid partition chromatography was found to be a powerful tool for purification of compounds of this class. The obtained derivatives showed potent inhibitory activities against the human 20S proteasome in vitro.
Authors:
Takumi Watanabe; Isao Momose; Masatoshi Abe; Hikaru Abe; Ryuichi Sawa; Yoji Umezawa; Daishiro Ikeda; Yoshikazu Takahashi; Yuzuru Akamatsu
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Publication Detail:
Type:  Comparative Study; Journal Article     Date:  2009-03-04
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  19     ISSN:  1464-3405     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2009 Apr 
Date Detail:
Created Date:  2009-04-03     Completed Date:  2009-08-26     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  2343-5     Citation Subset:  IM    
Affiliation:
Molecular Structure Research Group, Microbial Chemistry Research Center, Tokyo, Japan. twatanabe@bikaken.or.jp
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MeSH Terms
Descriptor/Qualifier:
Boronic Acids / chemical synthesis*,  pharmacology
Cell Line, Tumor
Dipeptides / chemical synthesis*,  pharmacology
Humans
Oligopeptides / chemistry,  pharmacology
Protease Inhibitors / chemical synthesis*,  pharmacology
Proteasome Endopeptidase Complex / antagonists & inhibitors*,  metabolism
Chemical
Reg. No./Substance:
0/1-naphthylacetyl-(O-methyl)-tyrosyl-valyl-(O-methyl)-tyrosinal; 0/Boronic Acids; 0/Dipeptides; 0/Oligopeptides; 0/Protease Inhibitors; 0/tyropeptin A; 0/tyropeptin B; EC 3.4.25.1/Proteasome Endopeptidase Complex

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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