Prediction of telomerase inhibitory activity for acridinic derivatives based on chemical structure

European Journal of Medicinal Chemistry

Volumn 44, Issue 12, 2009, Pages 4826-4840

  Castillo González, Daimel ^a   Cabrera Pérez, Miguel Ángel ^a   Pérez González, Maykel ^a   Helguera, Aliuska Morales ^a   Durán Martínez, Alexander ^a  

^a CENTRAL UNIVERSITY OF LAS VILLAS   (Cuba)

Author keywords

Acridines; Acridones; Drug design; G quartet; QSAR; Telomerase

Indexed keywords

ACRIDINE DERIVATIVE; ACRIDONE DERIVATIVE; ANTINEOPLASTIC AGENT; TELOMERASE; TELOMERASE INHIBITOR;

ACCURACY; ANTINEOPLASTIC ACTIVITY; ARTICLE; CARCINOMA CELL; CHEMICAL MODEL; CONTROLLED STUDY; DRUG BINDING; DRUG POTENCY; DRUG STRUCTURE; ENZYME INHIBITION; FEMALE; HUMAN; HUMAN CELL; IC 50; OVARY CARCINOMA; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SENSITIVITY AND SPECIFICITY;

ACRIDINES; COMPUTER-AIDED DESIGN; ENZYME INHIBITORS; INHIBITORY CONCENTRATION 50; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; STRUCTURE-ACTIVITY RELATIONSHIP; TELOMERASE;

EID: 70449623086     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.07.029     Document Type: Article

References (60)

1. Blackburn E.H. Cell 106 (2001) 661-673
2. Wright W.E., and Shay J.W. J. Am. Geriatr. Soc. 53 (2005) S292-S294
3. Collins K., and Mitchell J.R. Oncogene 21 (2002) 564-579
4. Blasco M.A. Embo. J. 24 (2005) 1095-1103
5. Lang G.H., Wang Y., Nomura N., and Matsumura M. Mar. Biotechnol. (NY) 6 (2004) 347-354
6. Harrington L.A., and Greider C.W. Nature 353 (1991) 451-454
7. Avilion A.A., Harrington L.A., and Greider C.W. Dev. Genet. 13 (1992) 80-86
8. Collins K., and Greider C.W. Genes Dev. 7 (1993) 1364-1376
9. Maes L., Lippens E., Kalala J.P., and de Ridder L. Cell Prolif. 38 (2005) 3-12
10. Shay J.W. J. Cell Physiol. 173 (1997) 266-270
11. Shay J.W., and Wright W.E. Carcinogenesis 26 (2005) 867-874
12. Shcherbakova D.M., Zvereva M.E., Shpanchenko O.V., and Dontsova O.A. Mol. Biol. (Mosk) 40 (2006) 580-594
13. Mashimo T., and Sugiyama H. Nucleic Acids Symp Ser (Oxf) (2007) 239-240
14. Lixia G., Fei Y., Jiajia J., and Jianhui L. Biotechnol. Lett. 30 (2008) 47-53
15. Hurley L.H., Wheelhouse R.T., Sun D., Kerwin S.M., Salazar M., Fedoroff O.Y., Han F.X., Han H., Izbicka E., and Von Hoff D.D. Pharmacol. Ther. 85 (2000) 141-158
16. Koeppel F., Riou J.F., Laoui A., Mailliet P., Arimondo P.B., Labit D., Petitgenet O., Helene C., and Mergny J.L. Nucleic Acids Res. 29 (2001) 1087-1096
17. Oganesian L., Graham M.E., Robinson P.J., and Bryan T.M. Biochemistry 46 (2007) 11279-11290
18. Zhang W.J., Ou T.M., Lu Y.J., Huang Y.Y., Wu W.B., Huang Z.S., Zhou J.L., Wong K.Y., and Gu L.Q. Bioorg. Med. Chem. 15 (2007) 5493-5501
19. Phatak P., Cookson J.C., Dai F., Smith V., Gartenhaus R.B., Stevens M.F., and Burger A.M. Br. J. Cancer 96 (2007) 1223-1233
20. Neidle S., and Read M.A. Biopolymers 56 (2000) 195-208
21. Gowan S.M., Heald R., Stevens M.F., and Kelland L.R. Mol. Pharmacol. 60 (2001) 981-988
22. Rossetti L., Franceschin M., Bianco A., Ortaggi G., and Savino M. Bioorg. Med. Chem. Lett. 12 (2002) 2527-2533
23. Gomez D., Mergny J.L., and Riou J.F. Cancer Res. 62 (2002) 3365-3368
24. Gowan S.M., Harrison J.R., Patterson L., Valenti M., Read M.A., Neidle S., and Kelland L.R. Mol. Pharmacol. 61 (2002) 1154-1162
25. Ishikawa Y., Yamashita T., Tomisugi Y., and Uno T. Nucleic Acids Res. Suppl. (2001) 107-108
26. Kim M.Y., Gleason-Guzman M., Izbicka E., Nishioka D., and Hurley L.H. Cancer Res. 63 (2003) 3247-3256
27. Li C.P., Huang J.H., Chang A.C., Hung Y.M., Lin C.H., Chao Y., Lee S.D., Whang-Peng J., and Huang T.S. Pharm. Res. 21 (2004) 93-100
28. Tauchi T., Shin-Ya K., Sashida G., Sumi M., Nakajima A., Shimamoto T., Ohyashiki J.H., and Ohyashiki K. Oncogene 22 (2003) 5338-5347
29. Guyen B., Schultes C.M., Hazel P., Mann J., and Neidle S. Org. Biomol. Chem. 2 (2004) 981-988
30. Harrison R.J., Reszka A.P., Haider S.M., Romagnoli B., Morrell J., Read M.A., Gowan S.M., Incles C.M., Kelland L.R., and Neidle S. Bioorg. Med. Chem. Lett. 14 (2004) 5845-5849
31. Kieltyka R., Fakhoury J., Moitessier N., and Sleiman H.F. Chemistry (2007)
32. Valerio Jr. L.G., Arvidson K.B., Chanderbhan R.F., and Contrera J.F. Toxicol. Appl. Pharmacol. (2007)
33. Li B., Lyle M.P., Chen G., Li J., Hu K., Tang L., Alaoui-Jamali M.A., and Webster J. Bioorg. Med. Chem. (2007)
34. Incles C.M., Schultes C.M., Kempski H., Koehler H., Kelland L.R., and Neidle S. Mol. Cancer Ther. 3 (2004) 1201-1206
35. Harrison R.J., Gowan S.M., Kelland L.R., and Neidle S. Bioorg. Med. Chem. Lett. 9 (1999) 2463-2468
36. Schultes C.M., Guyen B., Cuesta J., and Neidle S. Bioorg. Med. Chem. Lett. 14 (2004) 4347-4351
37. Harrison R.J., Cuesta J., Chessari G., Read M.A., Basra S.K., Reszka A.P., Morrell J., Gowan S.M., Incles C.M., Tanious F.A., Wilson W.D., Kelland L.R., and Neidle S. J. Med. Chem. 46 (2003) 4463-4476
38. Martins C., Gunaratnam M., Stuart J., Makwana V., Greciano O., Reszka A.P., Kelland L.R., and Neidle S. Bioorg. Med. Chem. Lett. 17 (2007) 2293-2298
39. Moore M.J., Schultes C.M., Cuesta J., Cuenca F., Gunaratnam M., Tanious F.A., Wilson W.D., and Neidle S. J. Med. Chem. 49 (2006) 582-599
40. Belmont P., Bosson J., Godet T., and Tiano M. Anticancer Agents Med. Chem. 7 (2007) 139-169
41. Kim N.W., Piatyszek M.A., Prowse K.R., Harley C.B., West M.D., Ho P.L., Coviello G.M., Wright W.E., Weinrich S.L., and Shay J.W. Science 266 (1994) 2011-2015
42. Shi D., Wheelhouse R.T., Sun D., and Hurley L. J. Med. Chem. 44 (2001) 4509-4523
43. Mailliet P., Laoui A., Riou J.F., Doerflinger G., Mergny J.L., Hamy F., and Caulfield T. Triazine Derivatives and Their Applications as Antitelomerase Agents vol. US6887873 B2 (2005), Aventis Pharma S.A., France
44. Mailliet P., Riou J.F., Alasia M., Doerflinger G., Mergny J.L., Laoui A., Petitgenet O., and Renou E. Chemical Derivatives and Their Applications as Antitelomerase agents vol. US 6858608 B2 (2005), Aventis Pharma S.A., France 26
45. I. StatSoft, STATISTICA, 2001.
46. Todeschini R., Consonni V., Maui A., and Pavan M. Dragon (2005)
47. Weininger D. J. Chem. Inf. Comput. Sci. 28 (1988) 31-36
48. Klein D.J., Randić M., Babić D., Lučić B., Nikolić S., and Trinajstić N. Int. J. Quant. Chem. 63 (1991) 215-222
49. Randi&cacute M. New J. Chem. 15 (1991) 517-525
50. Golbraikh A., and Tropsha A. J. Mol. Graph. Model. 20 (2002) 269-276
51. Rose K., Hall L.H., and Kier L.B. J. Chem. Inf. Comput. Sci. 42 (2002) 651-666
52. Stewart J., and Gill L. Econometrics. second ed. (1998), Prentice Hall, London
53. F. Provost, T. Fawcett, Analysis and visualization of classifier performance comparison under class and cost distributions, in: A.A.f.A. Intelligence (Ed.), Third International Conference on Knowledge Discovery and Data Mining (KDD-97), American Association for Artificial Intelligence, 1997.
54. Toivonen H., Srinivasan A., King R.D., Kramer S., and Helma C. Bioinformatics 19 (2003) 1183-1193
55. Benigni R., and Giuliani A. Bioinformatics 19 (2003) 1194-1200
56. Campbell N.H., Parkinson G.N., Reszka A.P., and Neidle S. J. Am. Chem. Soc. 130 (2008) 6722-6724
57. Raic-Malic S., Svedruzic D., Gazivoda T., Marunovic A., Hergold-Brundic A., Nagl A., Balzarini J., De Clercq E., and Mintas M. J. Med. Chem. 43 (2000) 4806-4811
58. Netzeva T.I., Worth A.P., Aldenberg T., Benigni R., Cronin M.T.D., Gramatica P., Jaworska J.S., Kahn S., Klopman G., Marchant C.A., Myatt G., Nikolova-Jeliazkova N., Patlewicz G.Y., Perkins R., Roberts D.W., Schultz T.W., Stanton D.T., van de Sandt J.J.M., Tong W., Veith G., and Yang C. ATLA 33 (2005) 155-173
59. Eriksson L., Jaworska J., Worth A.P., Cronin M.T.D., McDowell R.M., and Gramatica P. Environ. Health Perspect. 111 (2003) 1361-1375
60. Gramatica P., Pilutti P., and Papa E. Atmos. Environ. 37 (2003) 3115-3124