Synthesis of methoxy- and bromo-substituted indirubins and their activities on apoptosis induction in human neuroblastoma cells

Hiroaki Saito; Keiichi Tabata; Satoshi Hanada; Yuko Kanda; Takashi Suzuki; Shinichi Miyairi

doi:10.1016/j.bmcl.2011.07.011

Synthesis of methoxy- and bromo-substituted indirubins and their activities on apoptosis induction in human neuroblastoma cells

Bioorg Med Chem Lett. 2011 Sep 15;21(18):5370-3. doi: 10.1016/j.bmcl.2011.07.011. Epub 2011 Jul 14.

Authors

Hiroaki Saito¹, Keiichi Tabata, Satoshi Hanada, Yuko Kanda, Takashi Suzuki, Shinichi Miyairi

Affiliation

¹ School of Pharmacy, Nihon University, 7-7-1 Narashinodai, Funabashi-shi, Chiba 274-8555, Japan.

PMID: 21802947
DOI: 10.1016/j.bmcl.2011.07.011

Abstract

This paper reports the synthesis of methoxy- and bromo-indirubins, and their antiproliferative activities in human neuroblastoma. Among 20 compounds, 5'-methoxyindirubin induced cell death in human neuroblastoma cells (IMR-32, SK-N-SH and NB-39) without inhibiting normal cells (NHDF and HUVEC). Typical morphologic features of apoptosis were observed in 5'-methoxyindirubin-treated cells by Hoechst 33342 staining. Additional studies by flow cytometry support apoptosis induction. These data suggest that 5'-methoxyindirubin might be an effective drug for treatment of neuroblastoma.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Apoptosis / drug effects*
Cell Line, Tumor
Cell Survival / drug effects
Chemistry Techniques, Synthetic
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Indoles / chemical synthesis
Indoles / chemistry
Indoles / pharmacology
Molecular Structure
Neuroblastoma / drug therapy*
Neuroblastoma / pathology
Stereoisomerism
Structure-Activity Relationship

Substances

Antineoplastic Agents
Indoles
indirubin