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Volumn 73, Issue 3, 2009, Pages 328-338

Cytostatic and antiviral activity evaluations of hydroxamic derivatives of some non-steroidal anti-inflammatory drugs

Author keywords

Antitumor agents; NSAID hydroxamic acids; Tumor cells: effectors of apoptosis

Indexed keywords

1 (4 CHLOROBENZOYL) N HYDROXY 5 METHOXY 2 METHYL 1H INDOLE 3 ACETAMIDE; 4 ACETAMIDO 5 AMINO 3 (1 ETHYLPROPOXY) 1 CYCLOHEXENE 1 CARBOXYLIC ACID; 5 (2 BROMOVINYL) 2' DEOXYURIDINE; 9 (2,3 DIHYDROXYPROPYL)ADENINE; AMANTADINE; ANTINEOPLASTIC AGENT; ANTIVIRUS AGENT; HYDROXAMIC ACID DERIVATIVE; N BENZYLOXY 1 (4 CHLOROBENZOYL) 5 METHOXY 2 METHYL 1H INDOLE 3 ACETAMIDE; N BENZYLOXY 2 (3 PHENOXYPHENYL)PROPANAMIDE; N BENZYLOXY 2 (4 ISOBUTYLPHENYL)PROPANAMIDE; N HYDROXY 2 (3 PHENOXYPHENYL)PROPANAMIDE; N HYDROXY 2 (4 ISOBUTYLPHENYL)PROPANAMIDE; NONSTEROID ANTIINFLAMMATORY AGENT; RIBAVIRIN; RIMANTADINE; UNCLASSIFIED DRUG;

EID: 60349106619     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2009.00774.x     Document Type: Article
Times cited : (10)

References (41)
  • 2
    • 0025350499 scopus 로고
    • Nonsteroidal anti-inflammatory drug hydroxamic acids. Dual inhibitors of both cyclooxygenase and 5-lipoxygenase
    • Flynn D.L., Capiris T., Cetenko W.J. (1990) Nonsteroidal anti-inflammatory drug hydroxamic acids. Dual inhibitors of both cyclooxygenase and 5-lipoxygenase. J Med Chem 33 : 2070 2072.
    • (1990) J Med Chem , vol.33 , pp. 2070-2072
    • Flynn, D.L.1    Capiris, T.2    Cetenko, W.J.3
  • 3
    • 60349094060 scopus 로고
    • Novel hydroxamate derivatives of selected nonsteroidal antiinflammatory acyl residues having cyclooxygenase and 5-lipoxygenase inhibition
    • EP 0 342,682, A2, 23 Nov 1989; ref.
    • Cetenko W.A., Connor D.T., Flynn D.L., Sircar J.C. (1990) Novel hydroxamate derivatives of selected nonsteroidal antiinflammatory acyl residues having cyclooxygenase and 5-lipoxygenase inhibition. EP 0 342,682, A2, 23 Nov 1989; ref. Chem Abstr 112 : 216688j.
    • (1990) Chem Abstr , vol.112
    • Cetenko, W.A.1    Connor, D.T.2    Flynn, D.L.3    Sircar, J.C.4
  • 5
    • 60349102824 scopus 로고
    • Process for the production of 2-(4-isobutylphenyl)-propiohydroxamic acid
    • 830,825, 1974, Chem Abstr; 85:62817k, E.P. 0 203 379 A1, 1986, ref.
    • Boznar B., Zmitek J., Kocjan D. (1986) Process for the production of 2-(4-isobutylphenyl)-propiohydroxamic acid. 830,825, 1974, Chem Abstr; 85:62817k, E.P. 0 203 379 A1, 1986, ref. Chem Abstr 106 : 84185g.
    • (1986) Chem Abstr , vol.106
    • Boznar, B.1    Zmitek, J.2    Kocjan, D.3
  • 6
    • 60349094060 scopus 로고
    • Hydroxamate derivatives of selected nonsteroidal antiinflammatory acyl residues and their use for cyclooxygenase inhibition
    • U.S. 4,943,587.
    • Cetenko W.A., Connor D.T., Flynn D.L., Sircar J.C. (1990) Hydroxamate derivatives of selected nonsteroidal antiinflammatory acyl residues and their use for cyclooxygenase inhibition. U.S. 4,943,587. Chem Abstr 112 : 216688j.
    • (1990) Chem Abstr , vol.112
    • Cetenko, W.A.1    Connor, D.T.2    Flynn, D.L.3    Sircar, J.C.4
  • 7
    • 60349119812 scopus 로고
    • Antiinflammatory, antipyretic, and analgesic 2-methyl-5-methoxy-3- indoleacetohydroxamic acids
    • US 3624103, 30 Nov 1971; ref.
    • De Martiis F., Arrigoni-Martelli E., Tamietto T. (1971) Antiinflammatory, antipyretic, and analgesic 2-methyl-5-methoxy-3-indoleacetohydroxamic acids. US 3624103, 30 Nov 1971; ref. Chem Abstr 76 : 72402z.
    • (1971) Chem Abstr , vol.76
    • De Martiis, F.1    Arrigoni-Martelli, E.2    Tamietto, T.3
  • 9
    • 60349117730 scopus 로고
    • Mannich-base hydroxamic acid prodrugs for the improved delivery of nonsteroidal antiinflammatory agents and a pharmaceutical composition containing them
    • EP 39051 A2, 4 Nov 1981; ref.
    • Sloan K.B., Little R. (1982) Mannich-base hydroxamic acid prodrugs for the improved delivery of nonsteroidal antiinflammatory agents and a pharmaceutical composition containing them. EP 39051 A2, 4 Nov 1981; ref. Chem Abstr 96 : 104087g.
    • (1982) Chem Abstr , vol.96
    • Sloan, K.B.1    Little, R.2
  • 11
    • 0037138743 scopus 로고    scopus 로고
    • Nonsteroidal anti-inflammatory drugs as anticancer agents: Mechanistic, pharmacologic and clinical issues
    • Thun M.J., Henley S.J., Patrono C.J. (2002) Nonsteroidal anti-inflammatory drugs as anticancer agents: mechanistic, pharmacologic and clinical issues. J Nat Cancer Inst 94 : 252 266.
    • (2002) J Nat Cancer Inst , vol.94 , pp. 252-266
    • Thun, M.J.1    Henley, S.J.2    Patrono, C.J.3
  • 12
    • 0035135598 scopus 로고    scopus 로고
    • Growth inhibition and induction of apoptosis in colorectal tumor cells by cyclooxygenase inhibitors
    • Richter M., Weiss M., Weinberger I., Fürstenberger G., Marian B. (2001) Growth inhibition and induction of apoptosis in colorectal tumor cells by cyclooxygenase inhibitors. Carcinogenesis 22 : 17 25.
    • (2001) Carcinogenesis , vol.22 , pp. 17-25
    • Richter, M.1    Weiss, M.2    Weinberger, I.3    Fürstenberger, G.4    Marian, B.5
  • 13
    • 0036142033 scopus 로고    scopus 로고
    • Chemoprevention of colorectal cancer
    • Gwyn K., Sinicrope F.A. (2002) Chemoprevention of colorectal cancer. Am J Gastroenterol 97 : 13 21.
    • (2002) Am J Gastroenterol , vol.97 , pp. 13-21
    • Gwyn, K.1    Sinicrope, F.A.2
  • 14
    • 0036130051 scopus 로고    scopus 로고
    • NSAID inhibition of GI cancer growth: Clinical implications and molecular mechanism of action
    • Husain S.S., Szabo I.L., Tarnawski A.S. (2002) NSAID inhibition of GI cancer growth: clinical implications and molecular mechanism of action. Am J Gastroenterol 97 : 542 553.
    • (2002) Am J Gastroenterol , vol.97 , pp. 542-553
    • Husain, S.S.1    Szabo, I.L.2    Tarnawski, A.S.3
  • 15
    • 2942519326 scopus 로고    scopus 로고
    • Case-control study of use of nonsteroidal antiinflammatory drugs and glioblastoma multiforme
    • Sivak-Sears N.R., Schwartzbaum J.A., Miike R., Moghadassi M., Wrensch M. (2004) Case-control study of use of nonsteroidal antiinflammatory drugs and glioblastoma multiforme. Am J Epidemiol 159 : 1131 1139.
    • (2004) Am J Epidemiol , vol.159 , pp. 1131-1139
    • Sivak-Sears, N.R.1    Schwartzbaum, J.A.2    Miike, R.3    Moghadassi, M.4    Wrensch, M.5
  • 16
    • 0028000251 scopus 로고
    • Inhibition of Helicobacter pylori urease activity by hydroxamic acid derivatives
    • Odake S., Morikava T., Tsuchiya M., Imamura L., Kobashi K. (1994) Inhibition of Helicobacter pylori urease activity by hydroxamic acid derivatives. Biol Pharm Bull 17 : 1329 1332.
    • (1994) Biol Pharm Bull , vol.17 , pp. 1329-1332
    • Odake, S.1    Morikava, T.2    Tsuchiya, M.3    Imamura, L.4    Kobashi, K.5
  • 17
    • 0032817856 scopus 로고    scopus 로고
    • Inhibition of ribonucleotide reductase by a new class of isoindole derivatives: Drug synergism with cytarabine (Ara-C) and induction of cellular apoptosis
    • Nandy P., Lien E.J., Avramis V.I. (1999) Inhibition of ribonucleotide reductase by a new class of isoindole derivatives: drug synergism with cytarabine (Ara-C) and induction of cellular apoptosis. Anticancer Res 19 : 1625 1633.
    • (1999) Anticancer Res , vol.19 , pp. 1625-1633
    • Nandy, P.1    Lien, E.J.2    Avramis, V.I.3
  • 18
    • 0027537036 scopus 로고
    • 1,2-Cyclomethylenecarboxylic monoamide hydroxamic derivatives. A novel class of non-amino acid angiotensin converting enzyme inhibitors
    • Turbanti L., Cerbai G., Di Bugno C., Giorgi R., Garzelli G., Criscuoli M., Renzetti A.R., Subissi A., Bramanti G. (1993) 1,2-Cyclomethylenecarboxylic monoamide hydroxamic derivatives. A novel class of non-amino acid angiotensin converting enzyme inhibitors. J Med Chem 36 : 699 707.
    • (1993) J Med Chem , vol.36 , pp. 699-707
    • Turbanti, L.1    Cerbai, G.2    Di Bugno, C.3    Giorgi, R.4    Garzelli, G.5    Criscuoli, M.6    Renzetti, A.R.7    Subissi, A.8    Bramanti, G.9
  • 19
    • 0001651169 scopus 로고    scopus 로고
    • Design and therapeutic application of matrix metalloproteinase inhibitors
    • Whittaker M., Floyd C.D., Brown P., Gearing A.J.H. (1999) Design and therapeutic application of matrix metalloproteinase inhibitors. Chem Rev 99 : 2735 2776.
    • (1999) Chem Rev , vol.99 , pp. 2735-2776
    • Whittaker, M.1    Floyd, C.D.2    Brown, P.3    Gearing, A.J.H.4
  • 20
    • 0242351598 scopus 로고    scopus 로고
    • Inhibition of angiogenesis by NSAIDs: Molecular mechanisms and clinical implications
    • Tarnawski A.S., Jones M.K. (2003) Inhibition of angiogenesis by NSAIDs: molecular mechanisms and clinical implications. J Mol Med 81 : 627 636.
    • (2003) J Mol Med , vol.81 , pp. 627-636
    • Tarnawski, A.S.1    Jones, M.K.2
  • 21
    • 0033674333 scopus 로고    scopus 로고
    • Induction of p27Kip1 as a mechanism underlying NS398-induced growth inhibition inhuman lung cancer cells
    • Hung W.C., Chang H.C., Pan M.R., Lee T.-H., Chuang L.-Y. (2000) Induction of p27Kip1 as a mechanism underlying NS398-induced growth inhibition inhuman lung cancer cells. Mol Pharmacol 58 : 1398 1403.
    • (2000) Mol Pharmacol , vol.58 , pp. 1398-1403
    • Hung, W.C.1    Chang, H.C.2    Pan, M.R.3    Lee, T.-H.4    Chuang, L.-Y.5
  • 23
    • 0027165112 scopus 로고
    • Macromolecular prodrugs. I. Synthesis of some non-steroidal anti-inflammatory drug esters
    • Zorc B., Antolic S., Butula I. (1993) Macromolecular prodrugs. I. Synthesis of some non-steroidal anti-inflammatory drug esters. Acta Pharm 43 : 127 133.
    • (1993) Acta Pharm , vol.43 , pp. 127-133
    • Zorc, B.1    Antolic, S.2    Butula, I.3
  • 24
    • 0028246209 scopus 로고
    • Macromolecular prodrugs. III. Esters of fenoprofen and probenecid
    • Zorc B., Butula I. (1994) Macromolecular prodrugs. III. Esters of fenoprofen and probenecid. Acta Pharm 44 : 103 108.
    • (1994) Acta Pharm , vol.44 , pp. 103-108
    • Zorc, B.1    Butula, I.2
  • 25
    • 0001308501 scopus 로고
    • Determination of equilibrium parameters by minimization of an extended sum of squares
    • Kostrowicki T.J., Liwo A. (1990) Determination of equilibrium parameters by minimization of an extended sum of squares. Talanta 37 : 645 650.
    • (1990) Talanta , vol.37 , pp. 645-650
    • Kostrowicki, T.J.1    Liwo, A.2
  • 28
    • 0346993513 scopus 로고    scopus 로고
    • Induction of G0/G1 cell cycle arrest in ovarian carcinoma cells by the anti-inflammatory drug NS-398, but not by COX-2-specific RNA interference
    • Denkert C., Fürstenberg A., Daniel P.T., Koch I., Köbel M., Weichert W., Siegert A., Hauptmann S. (2003) Induction of G0/G1 cell cycle arrest in ovarian carcinoma cells by the anti-inflammatory drug NS-398, but not by COX-2-specific RNA interference. Oncogene 22 : 8653 8661.
    • (2003) Oncogene , vol.22 , pp. 8653-8661
    • Denkert, C.1    Fürstenberg, A.2    Daniel, P.T.3    Koch, I.4    Köbel, M.5    Weichert, W.6    Siegert, A.7    Hauptmann, S.8
  • 29
    • 0242300278 scopus 로고    scopus 로고
    • Nonsteroidal anti-inflammatory drugs inhibit growth of human neuroendocrine tumour cells via G1 cell-cycle arrest
    • Detjen K.M., Welzel M., Wiedenmann B., Rosewicz S. (2003) Nonsteroidal anti-inflammatory drugs inhibit growth of human neuroendocrine tumour cells via G1 cell-cycle arrest. Int J Cancer 107 : 844 853.
    • (2003) Int J Cancer , vol.107 , pp. 844-853
    • Detjen, K.M.1    Welzel, M.2    Wiedenmann, B.3    Rosewicz, S.4
  • 31
    • 33751022327 scopus 로고    scopus 로고
    • Casting light on molecular events underlying anti-cancer drug treatment: What can be seen from the proteomics point of view?
    • Kraljevic S., Sedic M., Scott M., Gehrig P., Schlapbach R., Pavelic K. (2006) Casting light on molecular events underlying anti-cancer drug treatment: what can be seen from the proteomics point of view? Cancer Treat Rev 32 : 619 629.
    • (2006) Cancer Treat Rev , vol.32 , pp. 619-629
    • Kraljevic, S.1    Sedic, M.2    Scott, M.3    Gehrig, P.4    Schlapbach, R.5    Pavelic, K.6
  • 32
    • 11244334168 scopus 로고    scopus 로고
    • Nonsteroidal anti-inflammatory agents differ in their ability to suppress NF-κB activation, inhibition of expression of cyclooxygenase-2 and cyclin D1, and abrogation of tumor cell proliferation
    • Takada Y., Bhardwaj A., Potdar P., Aggarwal B.B. (2004) Nonsteroidal anti-inflammatory agents differ in their ability to suppress NF-κB activation, inhibition of expression of cyclooxygenase-2 and cyclin D1, and abrogation of tumor cell proliferation. Oncogene 23 : 9247 9258.
    • (2004) Oncogene , vol.23 , pp. 9247-9258
    • Takada, Y.1    Bhardwaj, A.2    Potdar, P.3    Aggarwal, B.B.4
  • 33
    • 0036531924 scopus 로고    scopus 로고
    • Celecoxib exhibits the greatest potency amongst cyclooxygenase (COX) inhibitors for growth inhibition of COX-2-negative hematopoietic and epithelial cell lines
    • Waskewich C., Blumenthal R.D., Li H., Stein R., Goldenberg D.M., Burton J. (2002) Celecoxib exhibits the greatest potency amongst cyclooxygenase (COX) inhibitors for growth inhibition of COX-2-negative hematopoietic and epithelial cell lines. Cancer Res 62 : 2029 2033.
    • (2002) Cancer Res , vol.62 , pp. 2029-2033
    • Waskewich, C.1    Blumenthal, R.D.2    Li, H.3    Stein, R.4    Goldenberg, D.M.5    Burton, J.6
  • 34
    • 34247188972 scopus 로고    scopus 로고
    • Fenoprofen and ketoprofen amides as potential antitumor agents
    • Marjanovic M., Zorc B., Pejnovic L., Kralj M. (2007) Fenoprofen and ketoprofen amides as potential antitumor agents. Chem Biol Drug Design 69 : 222 226.
    • (2007) Chem Biol Drug Design , vol.69 , pp. 222-226
    • Marjanovic, M.1    Zorc, B.2    Pejnovic, L.3    Kralj, M.4
  • 35
    • 0037841849 scopus 로고    scopus 로고
    • Nimesulide inhibits proliferation via induction of apoptosis and cell cycle arrest in human gastric adenocarcinoma cell line
    • Li J.Y., Wang X.Z., Chen F.L., Yu J.P., Luo H.S. (2003) Nimesulide inhibits proliferation via induction of apoptosis and cell cycle arrest in human gastric adenocarcinoma cell line. World J Gastroenterol 9 : 915 920.
    • (2003) World J Gastroenterol , vol.9 , pp. 915-920
    • Li, J.Y.1    Wang, X.Z.2    Chen, F.L.3    Yu, J.P.4    Luo, H.S.5
  • 36
    • 0033497345 scopus 로고    scopus 로고
    • Immortalization of human cells and their malignant conversion by high risk human papillomavirus genotypes
    • zur Hausen H. (1999) Immortalization of human cells and their malignant conversion by high risk human papillomavirus genotypes. Semin Cancer Biol 9 : 405 411.
    • (1999) Semin Cancer Biol , vol.9 , pp. 405-411
    • Zur Hausen, H.1
  • 37
    • 0033740178 scopus 로고    scopus 로고
    • Repression of human papillomavirus oncogenes in HeLa cervical carcinoma cells causes the orderly reactivation of dormant tumor suppressor pathways
    • Goodwin E.C., DiMaio D. (2000) Repression of human papillomavirus oncogenes in HeLa cervical carcinoma cells causes the orderly reactivation of dormant tumor suppressor pathways. Proc Natl Acad Sci USA 97 : 12513 12518.
    • (2000) Proc Natl Acad Sci USA , vol.97 , pp. 12513-12518
    • Goodwin, E.C.1    Dimaio, D.2
  • 38
    • 34447629237 scopus 로고    scopus 로고
    • Antisense targeting human papillomavirus type 16 E6 and E7 genes contributes to apoptosis and senescence in SiHa cervical carcinoma cells
    • Sima N., Wang S., Wang W., Kong D., Xu Q., Tian X., Luo A., Zhou J., Xu G., Meng L., Lu Y., Ma D. (2007) Antisense targeting human papillomavirus type 16 E6 and E7 genes contributes to apoptosis and senescence in SiHa cervical carcinoma cells. Gynecol Oncol 106 : 299 304.
    • (2007) Gynecol Oncol , vol.106 , pp. 299-304
    • Sima, N.1    Wang, S.2    Wang, W.3    Kong, D.4    Xu, Q.5    Tian, X.6    Luo, A.7    Zhou, J.8    Xu, G.9    Meng, L.10    Lu, Y.11    Ma, D.12
  • 40
    • 25144489068 scopus 로고    scopus 로고
    • Overview of cell death signalling pathways
    • Jin Z., El-Deiry W.S. (2005) Overview of cell death signalling pathways. Cancer Biol Ther 4 : 139 163.
    • (2005) Cancer Biol Ther , vol.4 , pp. 139-163
    • Jin, Z.1    El-Deiry, W.S.2
  • 41
    • 11244348953 scopus 로고    scopus 로고
    • Development of nonsteroidal anti-inflammatory drug analogs and steroid carboxylates selective for human aldo-keto reductase isoforms: Potential antineoplastic agents that work independently of cyclooxygenase isozymes
    • Bauman D.R., Rudnick S., Szewczuk L.M., Jin Y., Gopishetty S., Penning T.M. (2005) Development of nonsteroidal anti-inflammatory drug analogs and steroid carboxylates selective for human aldo-keto reductase isoforms: Potential antineoplastic agents that work independently of cyclooxygenase isozymes. Mol Pharmacol 67 : 60 68.
    • (2005) Mol Pharmacol , vol.67 , pp. 60-68
    • Bauman, D.R.1    Rudnick, S.2    Szewczuk, L.M.3    Jin, Y.4    Gopishetty, S.5    Penning, T.M.6


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