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Volumn 346, Issue 5, 2013, Pages 367-379

Synthesis, cytotoxicity, and pro-apoptosis activity of etodolac hydrazide derivatives as anticancer agents

(9) Çikla, Pelin a Özsavci, Derya a Bingöl Özakpinar, Özlem a Şener, Azize a Çevik, Özge a,b Özbaş Turan, Suna a Akbuǧa, Jülide a Şahin, Fikrettin c Küçükgüzel, Ş Güniz a

a MARMARA UNIVERSITY (Turkey)

b CUMHURIYET UNIVERSITY (Turkey)

c YEDITEPE UNIVERSITY (Turkey)

Author keywords

4 Thiazolidinone; Apoptosis; Etodolac; Hydrazide hydrazone; PC 3 prostate cancer cell line

Indexed keywords

ETODOLAC;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL; CARBON NUCLEAR MAGNETIC RESONANCE; CELL VIABILITY; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SYNTHESIS; FIBROBLAST; FIBROBLAST CULTURE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; INFRARED SPECTROSCOPY; PRIORITY JOURNAL; PROSTATE CANCER; PROTON NUCLEAR MAGNETIC RESONANCE;

ANIMALS; ANTINEOPLASTIC AGENTS; APOPTOSIS; CASPASE 3; CELL LINE; CELL LINE, TUMOR; DOSE-RESPONSE RELATIONSHIP, DRUG; ETODOLAC; FIBROBLASTS; HUMANS; INHIBITORY CONCENTRATION 50; MALE; NEOPLASMS; PROSTATIC NEOPLASMS; PROTO-ONCOGENE PROTEINS C-BCL-2; RATS; SPECTRUM ANALYSIS;

EID: 84877786187 PISSN: 03656233 EISSN: 15214184 Source Type: Journal
DOI: 10.1002/ardp.201200449 Document Type: Article

Times cited : (56)

References (54)

1
- 0034994651
- W. Dempke, C. Rie, A. Grothey, H. J. Schmoll, J. Cancer Res. Clin. Oncol. 2001, 127, 411-417.
- (2001) J. Cancer Res. Clin. Oncol. , vol.127 , pp. 411-417
- Dempke, W.¹ Rie, C.² Grothey, A.³ Schmoll, H.J.⁴

2
- 0037138743
- M. J. Thun, S. J. Henley, C. Patrono, J. Natl. Cancer Inst. 2002, 94, 252-266.
- (2002) J. Natl. Cancer Inst. , vol.94 , pp. 252-266
- Thun, M.J.¹ Henley, S.J.² Patrono, C.³

3
- 64049109107
- R. E. Harris, Inflammopharmacology 2009, 17, 55-67.
- (2009) Inflammopharmacology , vol.17 , pp. 55-67
- Harris, R.E.¹

4
- 29144437766
- K. Shigemura, T. Shirakawa, Y. Wada, S. Kamidono, M. Fujisawa, A. Gotoh, Urology 2005, 66, 1239-1244.
- (2005) Urology , vol.66 , pp. 1239-1244
- Shigemura, K.¹ Shirakawa, T.² Wada, Y.³ Kamidono, S.⁴ Fujisawa, M.⁵ Gotoh, A.⁶

5
- 0035569290
- T. Kamijo, T. Sato, Y. Nagatomi, T. Kitamura, Int. J. Urol. 2001, 8, 35-39.
- (2001) Int. J. Urol. , vol.8 , pp. 35-39
- Kamijo, T.¹ Sato, T.² Nagatomi, Y.³ Kitamura, T.⁴

6
- 38649142798
- A. Okamoto, T. Shirakawa, T. Bito, K. Shigemura, K. Hamada, A. Gotoh, M. Fujisawa, M. Kawabata, Urology 2008, 71, 156-160.
- (2008) Urology , vol.71 , pp. 156-160
- Okamoto, A.¹ Shirakawa, T.² Bito, T.³ Shigemura, K.⁴ Hamada, K.⁵ Gotoh, A.⁶ Fujisawa, M.⁷ Kawabata, M.⁸

7
- 23844444846
- M. Kobayashi, S. Nakamura, K. Shibata, N. Sahara, K. Shigeno, K. Shinjo, K. Naito, K. Ohnishi, Eur. J. Haematol. 2005, 75, 212-220.
- (2005) Eur. J. Haematol. , vol.75 , pp. 212-220
- Kobayashi, M.¹ Nakamura, S.² Shibata, K.³ Sahara, N.⁴ Shigeno, K.⁵ Shinjo, K.⁶ Naito, K.⁷ Ohnishi, K.⁸

8
- 84877769537
- US 6,545,034.
- D. A. Carson, H. B. Cottam, S. Adachi, L. M. Leoni, US 6,545,034. 2003.
- (2003)
- Carson, D.A.¹ Cottam, H.B.² Adachi, S.³ Leoni, L.M.⁴

9
- 84877766385
- US 7,105,560.
- D. A. Carson, H. B. Cottam, S. Adachi, L. M. Leoni, US 7,105,560. 2006.
- (2006)
- Carson, D.A.¹ Cottam, H.B.² Adachi, S.³ Leoni, L.M.⁴

10
- 84877772573
- US 7,105, 561.
- D. A. Carson, H. B. Cottam, S. Adachi, L. M. Leoni, US 7,105, 561. 2006.
- (2006)
- Carson, D.A.¹ Cottam, H.B.² Adachi, S.³ Leoni, L.M.⁴

11
- 34548385246
- S. Rollas, Ş. G. Küçükgüzel, Molecules 2007, 12, 1910-1939.
- (2007) Molecules , vol.12 , pp. 1910-1939
- Rollas, S.¹ Kucukguzel, S.G.²

12
- 84877763393
- US 7,112,680.
- J. Hofmann, G. Heinisch, J. Easmon, G. Pürstinger, H. H. Fiebig, US 7,112,680. 2006.
- (2006)
- Hofmann, J.¹ Heinisch, G.² Easmon, J.³ Pürstinger, G.⁴ Fiebig, H.H.⁵

13
- 0043158794
- N. Terzioǧlu, A. Gürsoy, Eur. J. Med. Chem. 2003, 38, 781-786.
- (2003) Eur. J. Med. Chem. , vol.38 , pp. 781-786
- Terzioǧlu, N.¹ Gürsoy, A.²

14
- 0038798651
- A. Gürsoy, N. Karali, Eur. J. Med. Chem. 2003, 38, 633-643.
- (2003) Eur. J. Med. Chem. , vol.38 , pp. 633-643
- Gürsoy, A.¹ Karali, N.²

15
- 4444270755
- N. Demirbaş, S. A. Karaoǧlu, A. Demirbaş, K. Sancak, Eur. J. Med. Chem. 2004, 39, 793-804.
- (2004) Eur. J. Med. Chem. , vol.39 , pp. 793-804
- Demirbaş, N.¹ Karaoǧlu, S.A.² Demirbaş, A.³ Sancak, K.⁴

16
- 31944451312
- S. A. El-Hawash, A. E. Abdel Wahab, M. A. El-Demellawy, Arch. Pharm. Chem. Life Sci. 2006, 339, 14-23.
- (2006) Arch. Pharm. Chem. Life Sci. , vol.339 , pp. 14-23
- El-Hawash, S.A.¹ Abdel Wahab, A.E.² El-Demellawy, M.A.³

17
- 33747499171
- L. Jin, J. Chen, B. Song, Z. Chen, S. Yang, Q. Li, D. Hu, R. Xu, Bioorg. Med. Chem. Lett. 2006, 16, 5036-5040.
- (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 5036-5040
- Jin, L.¹ Chen, J.² Song, B.³ Chen, Z.⁴ Yang, S.⁵ Li, Q.⁶ Hu, D.⁷ Xu, R.⁸

18
- 33746672069
- P. Vicini, M. Incerti, I. A. Doytchinova, P. La Colla, B. Busonera, R. Loddo, Eur. J. Med. Chem. 2006, 41, 624-632.
- (2006) Eur. J. Med. Chem. , vol.41 , pp. 624-632
- Vicini, P.¹ Incerti, M.² Doytchinova, I.A.³ La Colla, P.⁴ Busonera, B.⁵ Loddo, R.⁶

19
- 33847367669
- E. Gürsoy, N. U. Güzeldemirci, Eur. J. Med. Chem. 2007, 42, 320-326.
- (2007) Eur. J. Med. Chem. , vol.42 , pp. 320-326
- Gürsoy, E.¹ Güzeldemirci, N.U.²

20
- 67649422279
- W. Y. Liu, H. Y. Li, B. X. Zhao, D. S. Shin, S. Lian, J. Y. Miao, Carbohydr. Res. 2009, 344, 1270-1275.
- (2009) Carbohydr. Res. , vol.344 , pp. 1270-1275
- Liu, W.Y.¹ Li, H.Y.² Zhao, B.X.³ Shin, D.S.⁴ Lian, S.⁵ Miao, J.Y.⁶

21
- 61349184617
- L. W. Zheng, L. L. Wu, B. X. Zhao, W. L. Dong, J. Y. Miao, Bioorg. Med. Chem, 2009, 17, 1957-1962.
- (2009) Bioorg. Med. Chem , vol.17 , pp. 1957-1962
- Zheng, L.W.¹ Wu, L.L.² Zhao, B.X.³ Dong, W.L.⁴ Miao, J.Y.⁵

22
- 43049161063
- A. Verma, S. K. Saraf, Eur. J. Med. Chem. 2008, 43 (5), 897-905.
- (2008) Eur. J. Med. Chem. , vol.43 , Issue.5 , pp. 897-905
- Verma, A.¹ Saraf, S.K.²

23
- 0023039058
- A. Chimirri, S. Grasso, P. Monforte, G. Fenech, M. Zappalà, Il Farmaco. 1986, 41, 839-851.
- (1986) Il Farmaco. , vol.41 , pp. 839-851
- Chimirri, A.¹ Grasso, S.² Monforte, P.³ Fenech, G.⁴ Zappalà, M.⁵

24
- 0026644362
- M. G. Vigorita, M. Basile, C. Zappalà, G. Gabbrielli, F. Pizzimenti, Il Farmaco. 1992, 47, 893-906.
- (1992) Il Farmaco. , vol.47 , pp. 893-906
- Vigorita, M.G.¹ Basile, M.² Zappalà, C.³ Gabbrielli, G.⁴ Pizzimenti, F.⁵

25
- 5344259691
- V. Gududuru, E. Hurh, J. T. Dalton, D. D. Miller, Bioorg. Med. Chem. Lett. 2004, 14, 5289-5293.
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 5289-5293
- Gududuru, V.¹ Hurh, E.² Dalton, J.T.³ Miller, D.D.⁴

26
- 67349263680
- O. M. Abdel Hafez, K. M. Amin, N. A. Abdel-Latif, T. K. Mohamed, E. Y. Ahmed, T. Maher, Eur. J. Med. Chem. 2009, 44 (7), 2967-2974.
- (2009) Eur. J. Med. Chem. , vol.44 , Issue.7 , pp. 2967-2974
- Abdel Hafez, O.M.¹ Amin, K.M.² Abdel-Latif, N.A.³ Mohamed, T.K.⁴ Ahmed, E.Y.⁵ Maher, T.⁶

27
- 67649909614
- H. N. Hafez, A. R. El-Gazzar, Bioorg. Med. Chem. Lett. 2009, 19, 4143-4147.
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 4143-4147
- Hafez, H.N.¹ El-Gazzar, A.R.²

28
- 84877757452
- US 5,599,946.
- G. Vincenzo, P. Franco, US 5,599,946. 1997.
- (1997)
- Vincenzo, G.¹ Franco, P.²

29
- 84877785220
- US 6,331,638.
- B. V. Raghavan, K. V. Ramana, B. Khera, N. Kumar, US 6,331,638. 2001.
- (2001)
- Raghavan, B.V.¹ Ramana, K.V.² Khera, B.³ Kumar, N.⁴

30
- 0342514570
- Ş. G. Küçükgüzel, S. Rollas, I. Küçükgüzel, M. Kiraz, Eur. J. Med. Chem. 1999, 34, 1093-1100.
- (1999) Eur. J. Med. Chem. , vol.34 , pp. 1093-1100
- Küçükgüzel, Ş.G.¹ Rollas, S.² Küçükgüzel, I.³ Kiraz, M.⁴

31
- 0344875120
- Ş. G. Küçükgüzel, A. Mazi, F. Sahin, S. Oztürk, J. Stables, Eur. J. Med. Chem. 2003, 38, 1005-1013.
- (2003) Eur. J. Med. Chem. , vol.38 , pp. 1005-1013
- Küçükgüzel, Ş.G.¹ Mazi, A.² Sahin, F.³ Oztürk, S.⁴ Stables, J.⁵

32
- 0034236220
- A. Rutavichyus, S. Valiulene, Z. Kuodis, Chem. Heterocycl. Comp. 2000, 36, 851-856.
- (2000) Chem. Heterocycl. Comp. , vol.36 , pp. 851-856
- Rutavichyus, A.¹ Valiulene, S.² Kuodis, Z.³

33
- 84862850386
- A. A. Abu-Hashem, A. S. Aly, Arch. Pharm. Res. 2012, 35 (3), 437-445.
- (2012) Arch. Pharm. Res. , vol.35 , Issue.3 , pp. 437-445
- Abu-Hashem, A.A.¹ Aly, A.S.²

34
- 33646447042
- Ş.G. Küçükgüzel, A. Kocatepe, E. De Clercq, F. Şahin, M. Güllüce, Eur. J. Med. Chem. 2006, 41, 353-359.
- (2006) Eur. J. Med. Chem. , vol.41 , pp. 353-359
- Küçükgüzel, Ş.G.¹ Kocatepe, A.² De Clercq, E.³ Şahin, F.⁴ Güllüce, M.⁵

35
- 77956114120
- R. Sharma, D. P. Nagda, G. L. Talesara, Arkivoc i 2006, 1-12.
- (2006) Arkivoc i , pp. 1-12
- Sharma, R.¹ Nagda, D.P.² Talesara, G.L.³

36
- 73449117889
- S. Jaju, M. Palkar, V. S. Maddi, P. Ronad, S. Mamledesai, D. Satyanarayana, M. Ghatole, Arch. Pharm. Chem. Life Sci. 2009, 342, 723-731.
- (2009) Arch. Pharm. Chem. Life Sci. , vol.342 , pp. 723-731
- Jaju, S.¹ Palkar, M.² Maddi, V.S.³ Ronad, P.⁴ Mamledesai, S.⁵ Satyanarayana, D.⁶ Ghatole, M.⁷

37
- 0028242187
- M. G. Vigorita, S. Grasso, M. Zappalà, R. Ottanà, M. T. Monforte, R. Barbera, A. Trovato, Il Farmaco. 1994, 49, 271-276.
- (1994) Il Farmaco. , vol.49 , pp. 271-276
- Vigorita, M.G.¹ Grasso, S.² Zappalà, M.³ Ottanà, R.⁴ Monforte, M.T.⁵ Barbera, R.⁶ Trovato, A.⁷

38
- 0036501101
- Ş. G. Küçükgüzel, E. E. Oruç, S. Rollas, F. Şahin, A. Özbek, Eur. J. Med. Chem. 2002, 37, 197-206.
- (2002) Eur. J. Med. Chem. , vol.37 , pp. 197-206
- Küçükgüzel, Ş.G.¹ Oruç, E.E.² Rollas, S.³ Şahin, F.⁴ Özbek, A.⁵

39
- 0037320465
- A. Rao, A. Carbone, A. Chimirri, E. De Clercq, A. M. Monforte, P. Monforte, C. Pannecouque, M. Zappalà, Il Farmaco. 2003, 58, 115-120.
- (2003) Il Farmaco. , vol.58 , pp. 115-120
- Rao, A.¹ Carbone, A.² Chimirri, A.³ De Clercq, E.⁴ Monforte, A.M.⁵ Monforte, P.⁶ Pannecouque, C.⁷ Zappalà, M.⁸

40
- 33750974208
- K. Özadali, F. Özkannli, D. Erol, A. E. Doǧan, K. Erol, Arzneim. Forsch. Drug Res. 2006, 56, 678-681.
- (2006) Arzneim. Forsch. Drug Res. , vol.56 , pp. 678-681
- Özadali, K.¹ Özkannli, F.² Erol, D.³ Doǧan, A.E.⁴ Erol, K.⁵

41
- 54949141808
- E. Tatar, I. Küçükgüzel, E. De Clercq, F. Şahin, M. Güllüce, Arkivoc xiv 2008, 191-210.
- (2008) Arkivoc Xiv , pp. 191-210
- Tatar, E.¹ Küçükgüzel, I.² De Clercq, E.³ Şahin, F.⁴ Güllüce, M.⁵

42
- 33745011366
- Ö. Güzel, E. Ilhan, A. Salman, Monatsh. Chem. 2006, 137, 795-801.
- (2006) Monatsh. Chem. , vol.137 , pp. 795-801
- Güzel, Ö.¹ Ilhan, E.² Salman, A.³

43
- 84965822602
- M. C. Alley, D. A. Scudiero, P. A. Monks, M. L. Hursey, M. J. Czerwinski, D. L. Fine, B. J. Abbott, J. G. Mayo, R. H. Shoemaker, M. R. Boyd, Cancer Res. 1988, 48, 589-601.
- (1988) Cancer Res. , vol.48 , pp. 589-601
- Alley, M.C.¹ Scudiero, D.A.² Monks, P.A.³ Hursey, M.L.⁴ Czerwinski, M.J.⁵ Fine, D.L.⁶ Abbott, B.J.⁷ Mayo, J.G.⁸ Shoemaker, R.H.⁹ Boyd, M.R.¹⁰

44
- 0026676380
- M. R. Grever, S. A. Schepartz, B. A. Chabner, Semin. Oncol. 1992, 19, 622-638.
- (1992) Semin. Oncol. , vol.19 , pp. 622-638
- Grever, M.R.¹ Schepartz, S.A.² Chabner, B.A.³

45
- 0028906786
- M. R. Boyd, K. D. Paul, Drug Dev. Res. 1995, 34, 91-109.
- (1995) Drug Dev. Res. , vol.34 , pp. 91-109
- Boyd, M.R.¹ Paul, K.D.²

46
- 63149129655
- M. H. Kang, C. P. Reynolds, Clin. Cancer Res. 2009, 15, 1126-1132.
- (2009) Clin. Cancer Res. , vol.15 , pp. 1126-1132
- Kang, M.H.¹ Reynolds, C.P.²

47
- 0034630167
- S. H. Kaufmann, W. C. Earnshaw, Exp. Cell Res. 2000, 256, 42-49.
- (2000) Exp. Cell Res. , vol.256 , pp. 42-49
- Kaufmann, S.H.¹ Earnshaw, W.C.²

48
- 0035890085
- X. Wang, Genes. Dev. 2001, 15, 2922-2933.
- (2001) Genes. Dev. , vol.15 , pp. 2922-2933
- Wang, X.¹

49
- 28844498566
- S. Nakamura, M. Kobayashi, K. Shibata, N. Sahara, K. Shigeno, K. Shinjo, K. Naito, H. Hayashi, K. Ohnishi, Leuk. Res. 2006, 30, 123-135.
- (2006) Leuk. Res. , vol.30 , pp. 123-135
- Nakamura, S.¹ Kobayashi, M.² Shibata, K.³ Sahara, N.⁴ Shigeno, K.⁵ Shinjo, K.⁶ Naito, K.⁷ Hayashi, H.⁸ Ohnishi, K.⁹

50
- 0036716281
- S. Cory, J. M. Adams, Nat. Rev. Cancer. 2002, 2, 647-656.
- (2002) Nat. Rev. Cancer. , vol.2 , pp. 647-656
- Cory, S.¹ Adams, J.M.²

51
- 0035866339
- X. Li, M. Marani, R. Mannucci, B. Kinsey, F. Andriani, I. Nicoletti, L. Denner, M. Marcelli, Cancer Res. 2001, 61, 1699-1706.
- (2001) Cancer Res. , vol.61 , pp. 1699-1706
- Li, X.¹ Marani, M.² Mannucci, R.³ Kinsey, B.⁴ Andriani, F.⁵ Nicoletti, I.⁶ Denner, L.⁷ Marcelli, M.⁸

52
- 33749011163
- R. H. Shoemaker, Nat. Rev. Cancer 2006, 6, 813-823.
- (2006) Nat. Rev. Cancer , vol.6 , pp. 813-823
- Shoemaker, R.H.¹

53
- 0021061819
- T. Mossman, J. Immunol. Methods 1983, 65, 55-63.
- (1983) J. Immunol. Methods , vol.65 , pp. 55-63
- Mossman, T.¹

54
- 0027267309
- H. J. Woerdenbag, T. A. Moskal, N. Pras, T. M. Malingré, F. S. El-Feraly, H. H. Kampinga, A. W. Konings, J. Nat. Prod. 1993, 56, 849-856.
- (1993) J. Nat. Prod. , vol.56 , pp. 849-856
- Woerdenbag, H.J.¹ Moskal, T.A.² Pras, N.³ Malingré, T.M.⁴ El-Feraly, F.S.⁵ Kampinga, H.H.⁶ Konings, A.W.⁷

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