当前位置： SCI文献检索 > BIOORGANIC & MEDICINAL CHEMISTRY期刊下所有文献 > Synthesis and antioxidant activity evaluation of new 7-aryl or 7-heteroarylamino-2,3-dimethylbenzo[b]thiophenes obtained by Buchwald-Hartwig C-N cross-coupling.

Synthesis and antioxidant activity evaluation of new 7-aryl or 7-heteroarylamino-2,3-dimethylbenzo[b]thiophenes obtained by Buchwald-Hartwig C-N cross-coupling.

Abstract：

:New 7-aryl or 7-heteroarylamino-2,3-dimethylbenzo[b]thiophenes were prepared by palladium-catalyzed Buchwald-Hartwig cross-coupling of 7-bromo or 7-amino-2,3-dimethylbenzo[b]thiophenes, previously prepared by us, with substituted (4-methoxy or 3,4-dimethoxy) anilines and 3-aminopyridine or with substituted (3-methoxy or 4-cyano) bromobenzenes and 2-bromopyridine, respectively, using Pd(OAc)2, rac-BINAP or Xantphos as ligands, and Cs2CO3 as base. Their antioxidant properties were evaluated by several methods: reducing power, scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals, inhibition of erythrocyte hemolysis and inhibition of lipid peroxidation using the beta-carotene linoleate system. EC50 values for all the methods were determined and it was possible to establish some structure-activity relationships (SARs) based on the presence and position of different substituents on the phenyl ring (1 or 2 OMe and CN), on the presence of a pyridine ring and on the position of its nitrogen atom relative to the N-H bond.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Queiroz MJ,Ferreira IC,Calhelha RC,Estevinho LM

doi

10.1016/j.bmc.2006.11.035

subject

Has Abstract

pub_date

2007-02-15 00:00:00

pages

1788-94

issue

4

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(06)00977-1

journal_volume

15

pub_type

杂志文章

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