Synthesis, DNA binding affinity and anticancer activity of novel 4H-benzo[g][1,2,3]triazolo[5,1-c] [1,4] oxazocines

被引：10

作者：

Sastry, K. N. Visweswara ^{[1
,2
]}

Routhu, Sunitha Rani ^{[1
,3
]}

Datta, Soma Gupta ^{[1
,3
]}

Nagesh, Narayana ^{[4
]}

Babu, Bathini Nagendra ^{[2
]}

Nanubolu, Jagadeesh Babu ^{[5
]}

Kumar, C. Ganesh ^{[1
]}

Maurya, Ram Awatar ^{[6
]}

Kamal, Ahmed ^{[1
,2
]}

机构：

[1] CSIR Indian Inst Chem Technol, Div Med Chem & Pharmacol, Hyderabad 500007, Andhra Pradesh, India

[2] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Hyderabad 500037, Andhra Pradesh, India

[3] Acharya Nagarjuna Univ, Dept Biotechnol, Guntur 522510, Andhra Pradesh, India

[4] CSIR Ctr Cellular & Mol Biol, Hyderabad 500007, Andhra Pradesh, India

[5] CSIR Indian Inst Chem Technol, Ctr Xray Crystallog, Hyderabad 500007, Andhra Pradesh, India

[6] CSIR North East Inst Sci & Technol, Chem Sci & Technol Div, Appl Organ Chem Grp, Jorhat 785006, Assam, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 39期

关键词：

POTENT ANTITUMOR-ACTIVITY; FUSED BETA-CARBOLINES; REGIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; FLOW MICROREACTORS; AGENTS; CYTOTOXICITY; COMPLEXES; DESIGN; MOLECULES;

D O I：

10.1039/c6ob01077f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new class of tricyclic heterocycles 4H-benzo[g][1,2,3] triazolo[5,1-c][1,4]oxazocines was synthesized through a Knoevenagel condensation/azide-alkyne cycloaddition reaction cascade in one-pot operation. These eight membered ring containing heterocycles exhibited moderately high anticancer activity against four cancer cell lines; human cervix cancer cell line (HeLa), human prostate cancer cell line (DU145), human breast cancer cell line (MCF-7) and human breast adenocarcinoma epithelial cell line (MDA-MB-231). Our results indicate that these compounds have a weak cytotoxic effect on normal human mammary epithelial cell line (MCF-10A). Cell cycle and apoptosis assay indicate that they inhibit the cell cycle at the G2/M phase and induce apoptosis. Through the RED100 assay, it is evident that they have potential to inhibit pBR 322 plasmid DNA cleavage by BamH1. UV-visible, fluorescence titration and viscosity studies suggested that these compounds possess DNA binding affinity.

引用

页码：9294 / 9305

页数：12

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