One-pot double intramolecular homolytic aromatic substitution routes to dialicyclic ring fused imidazobenzimidazolequinones and preliminary analysis of anticancer activity
Publication type: Journal Article
Publication date: 2010-05-18
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
DOI:
10.1039/c003511d
PubMed ID:
20485753
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Bu(3)SnH/1,1'-azobis(cyclohexanecarbonitrile) (ACN)-mediated five, six, and seven-membered double alkyl radical cyclizations onto imidazo[5,4-f]benzimidazole and imidazo[4,5-f]benzimidazole are described. The quinone derivatives evaluated show selective toxicity towards human cervical (HeLa) and prostate (DU145) cancer cell lines (with negligible toxicity towards a normal human cell line, GM00637). Only the Fremy oxidation of the 6-aminoimidazo[5,4-f]benzimidazole gave iminoquinone, which showed high specificity towards the prostate cancer cell line (DU145).
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26
Total citations:
26
Citations from 2025:
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GOST
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Fagan V. et al. One-pot double intramolecular homolytic aromatic substitution routes to dialicyclic ring fused imidazobenzimidazolequinones and preliminary analysis of anticancer activity // Organic and Biomolecular Chemistry. 2010. Vol. 8. No. 14. p. 3149.
GOST all authors (up to 50)
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Fagan V., Bonham S., Carty M. P., Aldabbagh F. One-pot double intramolecular homolytic aromatic substitution routes to dialicyclic ring fused imidazobenzimidazolequinones and preliminary analysis of anticancer activity // Organic and Biomolecular Chemistry. 2010. Vol. 8. No. 14. p. 3149.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1039/c003511d
UR - https://doi.org/10.1039/c003511d
TI - One-pot double intramolecular homolytic aromatic substitution routes to dialicyclic ring fused imidazobenzimidazolequinones and preliminary analysis of anticancer activity
T2 - Organic and Biomolecular Chemistry
AU - Fagan, Vincent
AU - Bonham, Sarah
AU - Carty, Michael P.
AU - Aldabbagh, Fawaz
PY - 2010
DA - 2010/05/18
PB - Royal Society of Chemistry (RSC)
SP - 3149
IS - 14
VL - 8
PMID - 20485753
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2010_Fagan,
author = {Vincent Fagan and Sarah Bonham and Michael P. Carty and Fawaz Aldabbagh},
title = {One-pot double intramolecular homolytic aromatic substitution routes to dialicyclic ring fused imidazobenzimidazolequinones and preliminary analysis of anticancer activity},
journal = {Organic and Biomolecular Chemistry},
year = {2010},
volume = {8},
publisher = {Royal Society of Chemistry (RSC)},
month = {may},
url = {https://doi.org/10.1039/c003511d},
number = {14},
pages = {3149},
doi = {10.1039/c003511d}
}
Cite this
MLA
Copy
Fagan, Vincent, et al. “One-pot double intramolecular homolytic aromatic substitution routes to dialicyclic ring fused imidazobenzimidazolequinones and preliminary analysis of anticancer activity.” Organic and Biomolecular Chemistry, vol. 8, no. 14, May. 2010, p. 3149. https://doi.org/10.1039/c003511d.