Antibacterial and antiproliferative activity of novel 2-benzimidazolyl- and 2-benzothiazolyl-substituted benzo[b]thieno-2-carboxamides

被引：22

作者：

Cindric, Maja ^{[1
]}

Peric, Mihaela ^{[2
]}

Kralj, Marijeta ^{[3
]}

Martin-Kleiner, Irena ^{[3
]}

David-Cordonnier, Marie-Helene ^{[4
]}

Paljetak, Hana Cipcic ^{[2
]}

Matijasic, Mario ^{[2
]}

Verbanac, Donatella ^{[2
]}

Karminski-Zamola, Grace ^{[1
]}

Hranjec, Marijana ^{[1
]}

机构：

[1] Univ Zagreb, Fac Chem Engn & Technol, Dept Organ Chem, Marulicev Trg 20,POB 177, Zagreb 10000, Croatia

[2] Univ Zagreb, Sch Med, Ctr Translat & Clin Res, Dept Intercellular Commun, Salata 2, Zagreb 10000, Croatia

[3] Rudjer Boskovic Inst, Div Mol Med, Bijenicka Cesta 54, Zagreb 10000, Croatia

[4] Univ Lille, Hosp Ctr Lille CHU, INSERM, JPARC,IRCL,UMR S1172, Pl Verdun, F-59045 Lille, France

来源：

MOLECULAR DIVERSITY | 2018年 / 22卷 / 03期

关键词：

Benzo[b]thieno-2-carboxamides; Benzimidazoles; Benzothiazoles; Antibacterial activity; Antiproliferative activity; DNA binding; DNA-BINDING PROPERTIES; 3D-DERIVED QSAR ANALYSIS; PHOTOCHEMICAL-SYNTHESIS; BIOLOGICAL EVALUATION; INHIBITORS; DERIVATIVES; BENZOTHIOPHENE; QUINOLONES; DESIGN;

D O I：

10.1007/s11030-018-9822-7

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Novel nitro (3a-3f)- and amino (4a-4f and 5a-5f)-substituted 2-benzimidazolyl and 2-benzothiazolyl benzo[b]thieno-2-carboxamides were designed and synthesized as potential antibacterial agents. The antibacterial activity of these compounds has been evaluated against Gram-positive (Staphylococcus aureus and Enterococcus faecalis) and Gram-negative bacteria (Escherichia coli and Moraxella catarrhalis). The most promising antibacterial activity was observed for the nitro- and amino-substituted benzimidazole derivatives 3a, 4a, 5a and 5b with MICs 2-8 . Additionally, compounds with inferior antibacterial activity were further tested for their antiproliferative activity in vitro against three human cancer cell lines. Amino-substituted benzothiazole hydrochloride salt 5d displayed the most pronounced and selective activity against the MCF-7 cell line with an of 40 nM. Furthermore, DNA binding experiments of selected derivatives indicated that DNA cannot be considered as a primary biological target for this type of compounds. [GRAPHICS] .

引用

页码：637 / 646

页数：10

共 23 条

[1] Anilides and quinolones with nitrogen-bearing substituents from benzothiophene and thienothiophene series: Synthesis, photochemical synthesis, cytostatic evaluation, 3D-derived QSAR analysis and DNA-binding properties [J].