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3-benzylamino-β-carboline derivatives induce apoptosis through G2/M arrest in human carcinoma cells HeLa S-3.

Abstract：

:β-carboline derivatives are known as the lead compounds for anti-tumor agents. To examine an optimal structure for anti-tumor activity, we synthesized a variety of β-carboline derivatives, possessing a variety of substituents on the nitrogen atom of the amino group of 3-amino-β-carboline, and evaluated their anti-tumor activity for HeLa S-3 cell line. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay showed that an optimal structure for anti-tumor activity was 3-cyclohexylmethylamino (1e) or 3-benzylamino-β-carboline (1f). An optimal counter anion of 2-methyl-3-benzylamino- β-carbolinium salts was a triflate anion 2c. In addition, the introduction of a hydroxyl group on the meta-position of the benzyl group of 3-benzylamino-β-carboline (3e) enhanced its anti-tumor activity. Hoechst 33342 staining and DNA fragmentation assay suggested that 1f, 2c and 3e induced cell death by apoptosis unlike 1e. Flow cytometry analysis showed that 1f, 2c and 3e induced cell apoptosis through arrest of the cell cycle in the G2/M phase.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Ikeda R,Iwaki T,Iida T,Okabayashi T,Nishi E,Kurosawa M,Sakai N,Konakahara T

doi

10.1016/j.ejmech.2010.11.044

subject

Has Abstract

pub_date

2011-02-01 00:00:00

pages

636-46

issue

2

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(10)00839-1

journal_volume

46

pub_type

杂志文章

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