Literature DB >> 22740854

Polycyclic aromatic compounds as anticancer agents: Evaluation of synthesis and in vitro cytotoxicity.

Debasish Bandyopadhyay1, Jose C Granados, John D Short, Bimal K Banik.   

Abstract

Polycyclic aromatic hydrocarbons (PAHs) are considered to be significant environmental carcinogens. Additionally, various planar ring systems are capable of intercalating with DNA, leading to a number of drugs that possess chemotherapeutic activity. In this study, three new polyaromatic compounds with a side chain were synthesized, and spectroscopic as well as elemental analyses were performed. The addition of the long chains to either chrysene or pyrene caused a red-shift in the spectral emission when compared to the corresponding polycyclic aromatic hydrocarbons itself. Furthermore, the cytotoxicity of the three novel polyaromatic compounds was evaluated in vitro in a panel of cultured mammalian cell lines. The pyrenyl ether demonstrated better cytotoxicity compared to cisplatin against colon (HT-29) as well as cervical (HeLa) cancer cell lines. In conclusion, three new compounds were synthesized and investigated in this study. This novel method is likely to play a role in other areas of research.

Entities:  

Year:  2011        PMID: 22740854      PMCID: PMC3362437          DOI: 10.3892/ol.2011.436

Source DB:  PubMed          Journal:  Oncol Lett        ISSN: 1792-1074            Impact factor:   2.967


  31 in total

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Authors:  L S LERMAN
Journal:  Proc Natl Acad Sci U S A       Date:  1963-01-15       Impact factor: 11.205

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Authors:  L S LERMAN
Journal:  J Mol Biol       Date:  1961-02       Impact factor: 5.469

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Authors:  T P Wunz; M T Craven; M D Karol; G C Hill; W A Remers
Journal:  J Med Chem       Date:  1990-06       Impact factor: 7.446

4.  (1-Pyrenylmethyl)amino alcohols, a new class of antitumor DNA intercalators. Discovery and initial amine side chain structure-activity studies.

Authors:  K W Bair; R L Tuttle; V C Knick; M Cory; D D McKee
Journal:  J Med Chem       Date:  1990-09       Impact factor: 7.446

5.  Fluorescence spectral studies on the metabolic activation of chrysene by hamster embryo cells.

Authors:  P Vigny; M Spiro; R M Hodgson; P L Grover; P Sims
Journal:  Carcinogenesis       Date:  1982       Impact factor: 4.944

Review 6.  Synthesis, electrophilic substitution and structure-activity relationship studies of polycyclic aromatic compounds towards the development of anticancer agents.

Authors:  B K Banik; F F Becker
Journal:  Curr Med Chem       Date:  2001-10       Impact factor: 4.530

Review 7.  DNA topoisomerase targeting drugs: mechanisms of action and perspectives.

Authors:  H Malonne; G Atassi
Journal:  Anticancer Drugs       Date:  1997-10       Impact factor: 2.248

Review 8.  Anthracycline and anthraquinone anticancer agents: current status and recent developments.

Authors:  J W Lown
Journal:  Pharmacol Ther       Date:  1993-11       Impact factor: 12.310

9.  Synthesis and antitumour activity of pyrene-linked pyrrolo [2,1-c]benzodiazepine hybrids.

Authors:  Ahmed Kamal; G Ramesh; O Srinivas; P Ramulu
Journal:  Bioorg Med Chem Lett       Date:  2004-01-19       Impact factor: 2.823

10.  Amine-guanidine switch: a promising approach to improve DNA binding and antiproliferative activities.

Authors:  Keiichiro Ohara; Michael Smietana; Audrey Restouin; Séverine Mollard; Jean-Paul Borg; Yves Collette; Jean-Jacques Vasseur
Journal:  J Med Chem       Date:  2007-12-04       Impact factor: 7.446

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  7 in total

1.  Microwave-assisted polystyrene sulfonate-catalyzed synthesis of novel pyrroles.

Authors:  Rosario Astrid Vargas Cárdenas; Blanca Olinda Quintanilla Leal; Ashwini Reddy; Debasish Bandyopadhyay; Bimal K Banik
Journal:  Org Med Chem Lett       Date:  2012-06-22

2.  Polycyclic aromatic compounds as anticancer agents: synthesis and biological evaluation of methoxy dibenzofluorene derivatives.

Authors:  Frederick F Becker; Bimal K Banik
Journal:  Front Chem       Date:  2014-08-01       Impact factor: 5.221

3.  A microwave-assisted bismuth nitrate-catalyzed unique route toward 1,4-dihydropyridines.

Authors:  Debasish Bandyopadhyay; Stephanie Maldonado; Bimal K Banik
Journal:  Molecules       Date:  2012-03-05       Impact factor: 4.411

4.  An expeditious iodine-catalyzed synthesis of 3-pyrrole-substituted 2-azetidinones.

Authors:  Debasish Bandyopadhyay; Jessica Cruz; Ram N Yadav; Bimal K Banik Banik
Journal:  Molecules       Date:  2012-09-28       Impact factor: 4.411

5.  Selective Killing of Cancer Cells by Nonplanar Aromatic Hydrocarbon-Induced DNA Damage.

Authors:  Yan Zhou; Fuwei Gan; Yuanliang Zhang; Xiaozhen He; Chengshuo Shen; Huibin Qiu; Peifeng Liu
Journal:  Adv Sci (Weinh)       Date:  2019-09-16       Impact factor: 16.806

6.  Molecular docking analysis of selected pyrimidine derivatives with human cyclin-dependent kinase 2.

Authors:  R Bharathi; N Santhi
Journal:  Bioinformation       Date:  2021-07-31

7.  Anticancer activities of toxic isolate of Xestospongia testudinaria sponge.

Authors:  Made Dira Swantara; Wiwik Susanah Rita; Nyoman Suartha; Kadek Karang Agustina
Journal:  Vet World       Date:  2019-09
  7 in total

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