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Design, synthesis and biological evaluation of novel non-peptide boronic acid derivatives as proteasome inhibitors.

Abstract：

:A novel series of non-peptide proteasome inhibitors bearing the 1, 4-naphthoquinone scaffold and boronic acid warhead was developed. In the biological evaluation on the chymotrypsin-like activity of human 20S proteasome, five compounds showed IC50 values in the nanomolar range. Docking experiments into the yeast 20S proteasome rationalized their biological activities and allowed further optimization of this interesting class of inhibitors. Within the cellular proliferation inhibition assay and western blot analysis, compound 3e demonstrated excellent anti-proliferative activity against solid tumor cells and clear accumulation of ubiquitinated cellular proteins. Furthermore, in the microsomal stability assay compound 3e demonstrated much improved metabolic stability compared to bortezomib, emerging as a promising lead compound for further design of non-peptide proteasome inhibitors.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Ge Y,Li A,Wu J,Feng H,Wang L,Liu H,Xu Y,Xu Q,Zhao L,Li Y

doi

10.1016/j.ejmech.2017.01.034

subject

Has Abstract

pub_date

2017-03-10 00:00:00

pages

180-191

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(17)30044-2

journal_volume

128

pub_type

杂志文章

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