Modeling, design and synthesis of new heteroaryl ethylenes active against the MCF-7 breast cancer cell-line

Molecular BioSystems

Volumn 9, Issue 10, 2013, Pages 2426-2429

  Barresi, Vincenza ^a   Bonaccorso, Carmela ^a   Consiglio, Giuseppe ^a   Goracci, Laura ^a   Musso, Nicolò ^a   Musumarra, Giuseppe ^a   Satriano, Cristina ^a   Fortuna, Cosimo G ^a  

^a UNIVERSITY OF CATANIA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; ETHYLENE DERIVATIVE;

BREAST TUMOR; CELL PROLIFERATION; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG DESIGN; DRUG EFFECTS; FEMALE; HUMAN; IC50; MCF 7 CELL LINE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SYNTHESIS; ARTICLE; CELL STRAIN MCF 7; DRUG EFFECT; IC 50;

ANTINEOPLASTIC AGENTS; BREAST NEOPLASMS; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; ETHYLENES; FEMALE; HUMANS; INHIBITORY CONCENTRATION 50; MCF-7 CELLS; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84883331178     PISSN: 1742206X     EISSN: 17422051     Source Type: Journal    
DOI: 10.1039/c3mb70151d     Document Type: Article

References (32)

1. P. Cozzi N. Mongelli A. Suarato Recent anticancer cytotoxic agents Curr. Med. Chem.: Anticancer Agents 2004 4 93 121
2. J. Mackey D. McLeod J. Ragaz K. Gelmon S. Verma K. Pritchard K. Laing L. Provencher L. F. Charbonneau Adjuvant targeted therapy in early breast cancer Cancer 2009 115 1154 1168
3. F. Rojo J. Albanell A. Rovira J. M. Corominas F. Manzarbeitia Targeted therapies in breast cancer Semin. Diagn. Pathol. 2008 25 245 261
4. J. D. Lewis A. B. Chagpar E. A. Shaughnessy J. Nurko K. McMasters M. J. Edwards Excellent outcomes with adjuvant toremifene or tamoxifen in early stage breast cancer Cancer 2010 116 2307 2315
5. G. M. Higa Breast cancer: beyond the cutting edge Expert Opin. Pharmacother. 2009 10 2479 2498
6. R. V. Chari Targeted cancer therapy: conferring specificity to cytotoxic drugs Acc. Chem. Res. 2008 41 98 107
7. J. K. Buolamwini J. Addo S. Kamath S. Patil D. Mason M. Ores Small molecule antagonists of the MDM2 oncoprotein as anticancer agents Curr. Cancer Drug Targets 2005 5 57 68
8. G. Bacher T. Beckers P. Emig T. Klenner B. Kutscher B. Nickel New small-molecule tubulin inhibitors Pure Appl. Chem. 2001 73 1459 1464
9. A. Gomtsyan Heterocycles in drugs and drug discovery Chem. Heterocycl. Compd. 2012 48 7 10
10. E. Von Angerer C. Biberger S. Leichlt Studies on Heterocycle-Based Pure Estrogen Antagonist Ann. N. Y. Acad. Sci. 1995 761 176 191
11. C. G. Fortuna V. Barresi C. Bonaccorso G. Consiglio S. Failla A. Trovato-Salinaro G. Musumarra Design, synthesis and in vitro antitumour activity of new heteroaryl ethylenes Eur. J. Med. Chem. 2012 47 221 227
12. V. Barresi D. F. Condorelli C. G. Fortuna G. Musumarra In Vitro Antitumor Activities of 2,6-di-[2-(Heteroaryl)vinyl]pyridines and Pyridiniums Bioorg. Med. Chem. 2002 10 2899 2904
13. F. P. Ballistreri V. Barresi P. Benedetti G. Caltabiano C. G. Fortuna M. L. Longo G. Musumarra Design, Synthesis and in Vitro Antitumor Activity of New trans 1-Heteroaryl-2-(1,3-dimethylimidazolium-2-yl)ethylenes Bioorg. Med. Chem. 2004 12 1689 1695
14. F. P. Ballistreri V. Barresi G. Consiglio C. G. Fortuna M. L. Longo G. Musumarra Synthesis spectroscopic characterization and in vitro antitumor activity of new trans 1-heteroaryl-2-(1-methylpyridinium-2-yl)ethylenes ARKIVOC 2003 105 117
15. C. G. Fortuna V. Barresi G. Berellini G. Musumarra Design and synthesis of trans 2-(furan-2-yl)vinyl heteroaromatic iodides with antitumour activity Bioorg. Med. Chem. 2008 16 4150 4159
16. C. G. Fortuna V. Barresi G. Musumarra Design, synthesis and biological evaluation of trans 2-(thiophen-2-yl)vinyl heteroaromatic iodides Bioorg. Med. Chem. 2010 18 4516 4523
17. C. G. Fortuna V. Barresi N. Musso G. Musumarra Synthesis and applications of new trans 1-indolyl-2-(1-methyl pyridinium and quinolinium-2-yl)ethylenes ARKIVOC 2009 122 129
18. A. Mazzoli B. Carlotti C. G. Fortuna A. Spalletti Photobehaviour and DNA interaction of styrylquinolinium salts bearing thiophene substituents Photochem. Photobiol. Sci. 2011 10 973 979
19. C. Hansch QSAR in cancer chemotherapy Farmaco Sci. 1979 34 89 104
20. A. Speck-Planche V. V. Kleandrova F. Luan M. N. D. S. Cordeiro Chemoinformatics in anti-cancer chemotherapy: multi-target QSAR model for the in silico discovery of anti-breast cancer agents Eur. J. Pharm. Sci. 2012 47 1 273 279
21. A. Speck-Planche V. V. Kleandrova F. Luan M. N. D. S. Cordeiro Rational drug design for anti-cancer chemotherapy: multi-target QSAR models for the in silico discovery of anti-colorectal cancer agents Bioorg. Med. Chem. 2012 20 15 4848 4855
22. H. Gonzalez-Diaz Editorial: QSAR/QSPR models as enabling technologies for drug & targets discovery in: medicinal chemistry, microbiology- parasitology, neurosciences, bioinformatics, proteomics and other biomedical sciences Curr. Top. Med. Chem. 2012 12 8 799 801
23. A. Malik H. Singh M. Andrabi A. Husain S. Ahmad Database and QSAR for Cancer Research Cancer Inform. 2006 2 99 111
24. H. González-Díaz S. Arrasate N. Sotomayor E. Lete C. R. Munteanu A. Pazos L. Besada-Porto J. M. Ruso MIANN Models in Medicinal, Physical and Organic Chemistry Curr. Top. Med. Chem. 2013 13 5 619 641
25. V. Aguiar-Pulido C. R. Munteanu J. A. Seoane E. Fernández-Blanco L. G. Pérez-Montoto H. González-Díaz J. Dorado Naïve Bayes QSDR classification based on spiral-graph Shannon entropies for protein biomarkers in human colon cancer Mol. BioSyst. 2012 8 6 1716 1722
26. S. Vilar H. González-Díaz E. Uriarte QSAR model for alignment-free prediction of human breast cancer biomarkers based on electrostatic potentials of protein pseudofolding HP-lattice networks J. Comput. Chem. 2008 29 16 2613 2622 10.1002/jcc.21016
27. G. Cruciani P. Crivori P. A. Carrupt B. Testa Molecular Fields in Quantitative Structure-Permeation Relationships: The VolSurf Approach THEOCHEM 2000 503 1-2 17 30
28. The VolSurf+ Manual available at: http://www.moldiscovery. com/docs/vsplus/.
29. G. Musumarra V. Barresi D. F. Condorelli C. G. Fortuna S. Scirè Potentialites of multivariate approaches in genome based cancer research: identification of candidate genes for new diagnostics by PLS-discriminant analysis J. Chemom. 2004 18 125 132
30. P. Crivori G. Cruciani P. A. Carrupt B. Testa Predicting blood-brain barrier permeation from three-dimensional molecular structure J. Med. Chem. 2000 43 2204
31. C. G. Fortuna V. Barresi C. Bonaccorso G. Consiglio S. Failla A. Trovato-Salinaro G. Musumarra Design, synthesis and in vitro antitumour activity of new heteroaryl ethylenes Eur. J. Med. Chem. 2012 47 221 227
32. C. Fortuna C. Bonaccorso F. Qamarb A. Anu I. Ledoux G. Musumarra Synthesis and NLO properties of new trans 2-(thiophen-2-yl)vinyl heteroaromatic iodides Org. Biomol. Chem. 2011 9 5 1608 1613