HOMEPRODUCTSCOMPANYCONTACTFAQResearchDictionaryPharmaSign Up FREE or Login

Anthraquinone-chalcone hybrids: synthesis, preliminary antiproliferative evaluation and DNA-interaction studies.

Abstract
Novel anthraquinone based chalcone compounds were synthesized starting from 1-acetylanthraquinone in a Claisen-Schmidt reaction and evaluated for their anticancer potential against three human cancer cell lines. Compounds 4a, 4b and 4j showed promising activity in inhibition of HeLa cells with IC50 values ranging from 2.36 to 2.73 μM and low cytotoxicity against healthy MRC-5 cell lines. The effects that compounds produces on the cell cycle were investigated by flow cytometry. It was found that 4a, 4b and 4j cause the accumulation of cells in the S and G2/M phases in a dose-dependent manner and induce caspase-dependent apoptosis. All of three compounds exhibit calf thymus DNA-binding activity. The determined binding constants by absorption titrations (2.65 × 10(3) M(-1), 1.36 × 10(3) M(-1)and 2.51 × 10(3) M(-1) of 4a/CT-DNA, 4b/CT-DNA and 4j/CT-DNA, respectively) together with fluorescence displacement analysis designate 4a, 4b and 4j as strong minor groove binders, but no cleavage of plasmid DNA was observed.
AuthorsVioleta Marković, Nevena Debeljak, Tatjana Stanojković, Branka Kolundžija, Dušan Sladić, Miroslava Vujčić, Barbara Janović, Nikola Tanić, Milka Perović, Vesna Tešić, Jadranka Antić, Milan D Joksović
JournalEuropean journal of medicinal chemistry (Eur J Med Chem) Vol. 89 Pg. 401-10 (Jan 07 2015) ISSN: 1768-3254 [Electronic] France
PMID25462255 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
CopyrightCopyright © 2014 Elsevier Masson SAS. All rights reserved.
Chemical References
  • Anthraquinones
  • Antineoplastic Agents
  • Chalcones
  • DNA
  • calf thymus DNA
Topics
  • Anthraquinones (chemical synthesis, chemistry, pharmacology)
  • Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
  • Apoptosis (drug effects)
  • Binding Sites
  • Cell Cycle (drug effects)
  • Cell Proliferation (drug effects)
  • Cell Survival (drug effects)
  • Chalcones (chemical synthesis, chemistry, pharmacology)
  • DNA (chemistry)
  • Fibroblasts (drug effects, pathology)
  • HeLa Cells
  • Humans
  • Molecular Structure
  • Structure-Activity Relationship

Join CureHunter, for free Research Interface BASIC access!

Take advantage of free CureHunter research engine access to explore the best drug and treatment options for any disease. Find out why thousands of doctors, pharma researchers and patient activists around the world use CureHunter every day.
Realize the full power of the drug-disease research graph!


Choose Username:
Email:
Password:
Verify Password:
Enter Code Shown: