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Facile synthesis of 1,2,3-triazole-fused indolo- and pyrrolo[1,4]diazepines, DNA-binding and evaluation of their anticancer activity.

Abstract：

:A facile synthetic strategy has been developed for the generation of structurally diverse N-fused heterocycles. The formation of fused 1,2,3-triazole indolo and pyrrolodiazepines proceeds through an initial Knoevenagel condensation followed by intramolecular azide-alkyne cycloaddition reaction at room temperature without recourse to the traditional Cu(I)-catalyzed azide-alkyne cycloadditions. The synthesized compounds were evaluated for their in vitro anti-cancer activity against the NCI 60 cell line panel. Among the tested compounds, 3a and 3h were found to exhibit potent inhibitory activity against many of the cell lines. Cell cycle analysis indicated that the compounds inhibit the cell cycle at sub G1 phase. The DNA- nano drop method, viscosity experiment and docking studies suggested these compounds possess DNA binding affinity.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Gour J,Gatadi S,Pooladanda V,Ghouse SM,Malasala S,Madhavi YV,Godugu C,Nanduri S

doi

10.1016/j.bioorg.2019.103306

subject

Has Abstract

pub_date

2019-12-01 00:00:00

pages

103306

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(19)31025-9

journal_volume

93

pub_type

杂志文章

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