Structure-based design, synthesis and biological evaluation of novel anthra[1,2-d]imidazole-6,11-dione homologues as potential antitumor agents

Tsung Chih Chen, Dah Shyong Yu, Kuo Feng Huang, Yung Chien Fu, Chia Chung Lee, Chun Liang Chen, Fong Chun Huang, Hsi Hsien Hsieh, Jing Jer Lin, Hsu Shan Huang

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

By using fragment-based design strategies, a series of 2-thio-substituted anthra[1,2-d]imidazole-6,11-diones were synthesized and evaluated for hTERT repressing activities, cell proliferations, and NCI 60-cell panel assay. Compounds 2, 3, 4, 11, 15 and 35 were selected by the NCI and 3, 4, 11 and 15 represent the GI50, TGI and LC50, respectively. Among them, all were moderate selectivity toward leukemia cancer except for 4 exhibited distinctive selectivity of CNS and renal cancer with 7.403 and 6.475. The overall of test compounds exhibited different cytostatic and cytotoxic activities for further developing potential application as anticancer drugs.

Original languageEnglish
Pages (from-to)278-293
Number of pages16
JournalEuropean Journal of Medicinal Chemistry
Volume69
DOIs
Publication statusPublished - 2013
Externally publishedYes

Fingerprint

Kidney Neoplasms
Cell proliferation
Cytostatic Agents
Antineoplastic Agents
Assays
Leukemia
Cell Proliferation
Pharmaceutical Preparations
Neoplasms
heparinized hydrophilic polymer
imidazole

Keywords

  • Anthra 12-dimidazole-611-dione
  • Cytostatic and cytotoxic activities
  • NCI 60-cell panel assay
  • Selectivity ratio

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Structure-based design, synthesis and biological evaluation of novel anthra[1,2-d]imidazole-6,11-dione homologues as potential antitumor agents. / Chen, Tsung Chih; Yu, Dah Shyong; Huang, Kuo Feng; Fu, Yung Chien; Lee, Chia Chung; Chen, Chun Liang; Huang, Fong Chun; Hsieh, Hsi Hsien; Lin, Jing Jer; Huang, Hsu Shan.

In: European Journal of Medicinal Chemistry, Vol. 69, 2013, p. 278-293.

Research output: Contribution to journalArticle

Chen, Tsung Chih ; Yu, Dah Shyong ; Huang, Kuo Feng ; Fu, Yung Chien ; Lee, Chia Chung ; Chen, Chun Liang ; Huang, Fong Chun ; Hsieh, Hsi Hsien ; Lin, Jing Jer ; Huang, Hsu Shan. / Structure-based design, synthesis and biological evaluation of novel anthra[1,2-d]imidazole-6,11-dione homologues as potential antitumor agents. In: European Journal of Medicinal Chemistry. 2013 ; Vol. 69. pp. 278-293.
@article{deca87327cb647cfb73996c00403b205,
title = "Structure-based design, synthesis and biological evaluation of novel anthra[1,2-d]imidazole-6,11-dione homologues as potential antitumor agents",
abstract = "By using fragment-based design strategies, a series of 2-thio-substituted anthra[1,2-d]imidazole-6,11-diones were synthesized and evaluated for hTERT repressing activities, cell proliferations, and NCI 60-cell panel assay. Compounds 2, 3, 4, 11, 15 and 35 were selected by the NCI and 3, 4, 11 and 15 represent the GI50, TGI and LC50, respectively. Among them, all were moderate selectivity toward leukemia cancer except for 4 exhibited distinctive selectivity of CNS and renal cancer with 7.403 and 6.475. The overall of test compounds exhibited different cytostatic and cytotoxic activities for further developing potential application as anticancer drugs.",
keywords = "Anthra 12-dimidazole-611-dione, Cytostatic and cytotoxic activities, NCI 60-cell panel assay, Selectivity ratio",
author = "Chen, {Tsung Chih} and Yu, {Dah Shyong} and Huang, {Kuo Feng} and Fu, {Yung Chien} and Lee, {Chia Chung} and Chen, {Chun Liang} and Huang, {Fong Chun} and Hsieh, {Hsi Hsien} and Lin, {Jing Jer} and Huang, {Hsu Shan}",
year = "2013",
doi = "10.1016/j.ejmech.2013.06.058",
language = "English",
volume = "69",
pages = "278--293",
journal = "European Journal of Medicinal Chemistry",
issn = "0223-5234",
publisher = "Elsevier Masson SAS",

}

TY - JOUR

T1 - Structure-based design, synthesis and biological evaluation of novel anthra[1,2-d]imidazole-6,11-dione homologues as potential antitumor agents

AU - Chen, Tsung Chih

AU - Yu, Dah Shyong

AU - Huang, Kuo Feng

AU - Fu, Yung Chien

AU - Lee, Chia Chung

AU - Chen, Chun Liang

AU - Huang, Fong Chun

AU - Hsieh, Hsi Hsien

AU - Lin, Jing Jer

AU - Huang, Hsu Shan

PY - 2013

Y1 - 2013

N2 - By using fragment-based design strategies, a series of 2-thio-substituted anthra[1,2-d]imidazole-6,11-diones were synthesized and evaluated for hTERT repressing activities, cell proliferations, and NCI 60-cell panel assay. Compounds 2, 3, 4, 11, 15 and 35 were selected by the NCI and 3, 4, 11 and 15 represent the GI50, TGI and LC50, respectively. Among them, all were moderate selectivity toward leukemia cancer except for 4 exhibited distinctive selectivity of CNS and renal cancer with 7.403 and 6.475. The overall of test compounds exhibited different cytostatic and cytotoxic activities for further developing potential application as anticancer drugs.

AB - By using fragment-based design strategies, a series of 2-thio-substituted anthra[1,2-d]imidazole-6,11-diones were synthesized and evaluated for hTERT repressing activities, cell proliferations, and NCI 60-cell panel assay. Compounds 2, 3, 4, 11, 15 and 35 were selected by the NCI and 3, 4, 11 and 15 represent the GI50, TGI and LC50, respectively. Among them, all were moderate selectivity toward leukemia cancer except for 4 exhibited distinctive selectivity of CNS and renal cancer with 7.403 and 6.475. The overall of test compounds exhibited different cytostatic and cytotoxic activities for further developing potential application as anticancer drugs.

KW - Anthra 12-dimidazole-611-dione

KW - Cytostatic and cytotoxic activities

KW - NCI 60-cell panel assay

KW - Selectivity ratio

UR - http://www.scopus.com/inward/record.url?scp=84883877783&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84883877783&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2013.06.058

DO - 10.1016/j.ejmech.2013.06.058

M3 - Article

C2 - 24051300

AN - SCOPUS:84883877783

VL - 69

SP - 278

EP - 293

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

ER -