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Volumn 5, Issue 6, 2009, Pages 577-582

Synthesis of anthraquinone-ibuprofen prodrugs with hydroxyapatite affinity and anti-inflammatory activity characteristics

Author keywords

Anti inflammatory; Bone affinity; Bone targeting; Hydrolysis; Hydroxyapatite; Prodrug

Indexed keywords

ANTHRAQUINONE; HYDROXYAPATITE; IBUPROFEN; PRODRUG; RHEIN;

EID: 75749128637     PISSN: 15734064     EISSN: None     Source Type: Journal    
DOI: 10.2174/157340609790170498     Document Type: Article
Times cited : (13)

References (27)
  • 2
    • 0013851915 scopus 로고
    • Binding of tetracyclines to bone
    • Perrin, D.D. Binding of tetracyclines to bone. Nature, 1965, 208, 787-8.
    • (1965) Nature , vol.208 , pp. 787-788
    • Perrin, D.D.1
  • 3
    • 0025185407 scopus 로고    scopus 로고
    • Beccerica, E.; Ferretti, G.; Curatola, G.; Cervini, C. Diacetylrhein and rhein: in vivo and in vitro effect on lymphocyte membrane fluidity. Pharmacol. Res., 1990, 22, 227-85.
    • Beccerica, E.; Ferretti, G.; Curatola, G.; Cervini, C. Diacetylrhein and rhein: in vivo and in vitro effect on lymphocyte membrane fluidity. Pharmacol. Res., 1990, 22, 227-85.
  • 4
    • 44949201430 scopus 로고    scopus 로고
    • Itokawa, H.; Susan, L.; Natschke, M.; Akiyama, T.; Lee, K.H. Plant-derived natural product research aimed at new drug discovery. J Nat. Med., 2008, 62, 263-80.
    • Itokawa, H.; Susan, L.; Natschke, M.; Akiyama, T.; Lee, K.H. Plant-derived natural product research aimed at new drug discovery. J Nat. Med., 2008, 62, 263-80.
  • 5
    • 0037067363 scopus 로고    scopus 로고
    • Pharmacological studies of diacerein in animal models of inflammation, arthritis and bone resorption
    • Tamuraa, T.; Shiraia, T.; Kosakaa, N.; Ohmoria, K.; Takafumi. N. Pharmacological studies of diacerein in animal models of inflammation, arthritis and bone resorption. Eur. J. Pharmacol., 2002, 448, 81-7.
    • (2002) Eur. J. Pharmacol , vol.448 , pp. 81-87
    • Tamuraa, T.1    Shiraia, T.2    Kosakaa, N.3    Ohmoria, K.4    Takafumi, N.5
  • 7
    • 0035027359 scopus 로고    scopus 로고
    • Rhein, an active metabolite of diacerein, down-regulates the production of pro-matrix metalloproteinases-1,-3,-9 and -13 and upregulates the production of tissue inhibitor of metalloproteinase-1 in cultured rabbit articular chondrocytes
    • Tamura, T.; Kosaka, N.; Ishiwa, J.; Sato, T.; Nagase, H.; Ito, A. Rhein, an active metabolite of diacerein, down-regulates the production of pro-matrix metalloproteinases-1,-3,-9 and -13 and upregulates the production of tissue inhibitor of metalloproteinase-1 in cultured rabbit articular chondrocytes. Osteoarthritis Cartilage, 2001, 9, 257-63.
    • (2001) Osteoarthritis Cartilage , vol.9 , pp. 257-263
    • Tamura, T.1    Kosaka, N.2    Ishiwa, J.3    Sato, T.4    Nagase, H.5    Ito, A.6
  • 9
    • 0031924533 scopus 로고    scopus 로고
    • Effect of diacerhein on granuloma induced cartilage breakdown in the mouse
    • Moore A.; Greenslade K.; Alam C.; Willoughby, D. Effect of diacerhein on granuloma induced cartilage breakdown in the mouse. Osteoarthritis Cartilage, 1998, 6, 19-23.
    • (1998) Osteoarthritis Cartilage , vol.6 , pp. 19-23
    • Moore, A.1    Greenslade, K.2    Alam, C.3    Willoughby, D.4
  • 10
    • 0035086123 scopus 로고    scopus 로고
    • Diacerein reduces the excess synthesis of bone remodeling factors by human osteoblast cells from osteoarthritic subchondral bone
    • Pelletier, J.P.; Lajeunesse, D.; Reboul, P.; Mineau, F.; Fernandes, J.C.; Sabouret, P.; Martel-Pelletier, J. Diacerein reduces the excess synthesis of bone remodeling factors by human osteoblast cells from osteoarthritic subchondral bone. J Rheumatol., 2001, 28, 814-24.
    • (2001) J Rheumatol , vol.28 , pp. 814-824
    • Pelletier, J.P.1    Lajeunesse, D.2    Reboul, P.3    Mineau, F.4    Fernandes, J.C.5    Sabouret, P.6    Martel-Pelletier, J.7
  • 12
    • 0035843764 scopus 로고    scopus 로고
    • Diacerein suppresses the increase in plasma nitric oxide in rat adjuvant-induced arthritis
    • Tamura, T.; Ohmori, K. Diacerein suppresses the increase in plasma nitric oxide in rat adjuvant-induced arthritis. Eur. J. Pharmacol., 2001, 419, 269-74.
    • (2001) Eur. J. Pharmacol , vol.419 , pp. 269-274
    • Tamura, T.1    Ohmori, K.2
  • 13
    • 67650525951 scopus 로고    scopus 로고
    • Effectiveness of complex medication (glucosamine, chondroitin sulphate and ibuprofen) for treatment of pain syndrome under knee osteoarthritis
    • Povoroznyuk, V.; Dzerovych, N. Effectiveness of complex medication (glucosamine, chondroitin sulphate and ibuprofen) for treatment of pain syndrome under knee osteoarthritis. R. Anesth. Pain Med., 2008, 33, e213.
    • (2008) R. Anesth. Pain Med , vol.33
    • Povoroznyuk, V.1    Dzerovych, N.2
  • 14
    • 0033778512 scopus 로고    scopus 로고
    • Oral versus topical NSAIDs in rheumatic disease: A comparison
    • Heyneman, C.; Lawless-Liday, C.; Wall, G. Oral versus topical NSAIDs in rheumatic disease: a comparison. Drugs, 2000, 60, 555-74.
    • (2000) Drugs , vol.60 , pp. 555-574
    • Heyneman, C.1    Lawless-Liday, C.2    Wall, G.3
  • 15
    • 0024851772 scopus 로고
    • Polymeric prodrugs: α,β-poly(N-hydroxyethyl)-DL- aspartamide as a macromolecular carrier for some non-steroidal anti-inflammatory agents
    • Giammona, G.; Puglisi, G.; Carlisi, B.; Pignatello, R.; Spadaro, A.; Caruso, A. Polymeric prodrugs: α,β-poly(N-hydroxyethyl)-DL- aspartamide as a macromolecular carrier for some non-steroidal anti-inflammatory agents. Int. J. Pharm., 1989, 57, 55-62.
    • (1989) Int. J. Pharm , vol.57 , pp. 55-62
    • Giammona, G.1    Puglisi, G.2    Carlisi, B.3    Pignatello, R.4    Spadaro, A.5    Caruso, A.6
  • 17
    • 0027200613 scopus 로고
    • Synthesis and evaluation of morpholinoalkyl ester prodrugs of indomethacin and naproxen
    • Tammara, V.K.; Narurkar, M.M.; Crider, A.M.; Khan, M.A. Synthesis and evaluation of morpholinoalkyl ester prodrugs of indomethacin and naproxen. Pharm. Res., 1993, 10, 1191-9.
    • (1993) Pharm. Res , vol.10 , pp. 1191-1199
    • Tammara, V.K.1    Narurkar, M.M.2    Crider, A.M.3    Khan, M.A.4
  • 18
    • 0026557715 scopus 로고
    • Ester and amide prodrugs of ibuprofen and naproxen: Synthesis, anti-inflammatory activity, and gastrointestinal toxicity
    • Shanbag, V.R.; Crinder, A.M.; Gokhale, R.; Harpalini, A.; Dick, R.M. Ester and amide prodrugs of ibuprofen and naproxen: Synthesis, anti-inflammatory activity, and gastrointestinal toxicity J. Pharm. Sci., 1992, 81, 149-54.
    • (1992) J. Pharm. Sci , vol.81 , pp. 149-154
    • Shanbag, V.R.1    Crinder, A.M.2    Gokhale, R.3    Harpalini, A.4    Dick, R.M.5
  • 20
    • 16244403643 scopus 로고    scopus 로고
    • Synthesis, pharmacological activity and hydrolytic behavior of glyceride prodrugs of ibuprofen
    • Khan, M.; Akther, M. Synthesis, pharmacological activity and hydrolytic behavior of glyceride prodrugs of ibuprofen. Eur. J. Med. Chem., 2005, 40, 371-6.
    • (2005) Eur. J. Med. Chem , vol.40 , pp. 371-376
    • Khan, M.1    Akther, M.2
  • 21
    • 0038060514 scopus 로고    scopus 로고
    • Synthesis of ibuprofen heterocyclic amides and investigation of their analgesic and toxicological properties
    • Cocco, M.T.; Congiu, C.; Onnis, V.; Morelli, M.; Cauli, O. Synthesis of ibuprofen heterocyclic amides and investigation of their analgesic and toxicological properties. Eur. J. Med. Chem., 2003, 38, 513-8.
    • (2003) Eur. J. Med. Chem , vol.38 , pp. 513-518
    • Cocco, M.T.1    Congiu, C.2    Onnis, V.3    Morelli, M.4    Cauli, O.5
  • 22
    • 0032710426 scopus 로고    scopus 로고
    • Cyclic amide derivatives as potential prodrugs II: N-hydroxymethylsuccinimide-/ isatin esters of some NSAIDs as prodrugs with an improved therapertic index
    • Mahfouz, N.M.; Omar, F.A.; Fadl, T. Cyclic amide derivatives as potential prodrugs II: N-hydroxymethylsuccinimide-/ isatin esters of some NSAIDs as prodrugs with an improved therapertic index. Eur. J. Med. Chem., 1999, 34, 551-62.
    • (1999) Eur. J. Med. Chem , vol.34 , pp. 551-562
    • Mahfouz, N.M.1    Omar, F.A.2    Fadl, T.3
  • 23
    • 0024350083 scopus 로고
    • Novel 5-aminosalicylic acid NSAID conjugates: Synthesis; pharmacological and toxicological properties
    • Moller, N.; Dietzel, K.E.; Schneider, H.T.; Brune, K. Novel 5-aminosalicylic acid NSAID conjugates: synthesis; pharmacological and toxicological properties. Eur. J. Med. Chem., 1989, 24, 463-9.
    • (1989) Eur. J. Med. Chem , vol.24 , pp. 463-469
    • Moller, N.1    Dietzel, K.E.2    Schneider, H.T.3    Brune, K.4
  • 24
    • 65349179016 scopus 로고    scopus 로고
    • Determination of anthraquinone prodrug and its hydrolytic active compounds using RP-HPLC
    • Duan, Y.; Yu, J.; Liu, H.; Ji, M. Determination of anthraquinone prodrug and its hydrolytic active compounds using RP-HPLC. J. Southeast Univ. (Eng. Edit.), 2009, 25, 128-31.
    • (2009) J. Southeast Univ. (Eng. Edit.) , vol.25 , pp. 128-131
    • Duan, Y.1    Yu, J.2    Liu, H.3    Ji, M.4
  • 26
    • 67650552847 scopus 로고    scopus 로고
    • Bone-targeting anthraquinone-diclofenac prodrugs with hydrolytic and bone affinity characteristics
    • Duan, Y.; Yu, J.; Liu, H.; Ji, M. Bone-targeting anthraquinone-diclofenac prodrugs with hydrolytic and bone affinity characteristics. Lett. Drug Des. Discov., 2009, 6, 393-6.
    • (2009) Lett. Drug Des. Discov , vol.6 , pp. 393-396
    • Duan, Y.1    Yu, J.2    Liu, H.3    Ji, M.4
  • 27
    • 38149074045 scopus 로고    scopus 로고
    • Chemotherapeutic bone-targeted bisphosphonate prodrugs with hydrolytic mode of activation
    • Erez, R.; Ebner, S.; Attali, B.; Shabat, D. Chemotherapeutic bone-targeted bisphosphonate prodrugs with hydrolytic mode of activation. Bioorg. Med. Chem. Lett., 2008, 18, 816-20.
    • (2008) Bioorg. Med. Chem. Lett , vol.18 , pp. 816-820
    • Erez, R.1    Ebner, S.2    Attali, B.3    Shabat, D.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.