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Volumn 22, Issue 37, 2015, Pages 4271-4292

Update on SAR studies toward new COX-1 selective inhibitors

Author keywords

Arylpropanoic acids; Benzanilides; COX 2; Cyclooxygenase (COX) 1; Diarylheterocycles; NSAIDs; Stilbenes; Structure activity relationship(SAR)

Indexed keywords

ACRYLIC ACID DERIVATIVE; BIPHENYL DERIVATIVE; CHALCONE DERIVATIVE; CYCLOOXYGENASE 1 INHIBITOR; FURAN DERIVATIVE; INDENE DERIVATIVE; INDOLE DERIVATIVE; ISOTHIAZOLE DERIVATIVE; ISOXAZOLE DERIVATIVE; NONSTEROID ANTIINFLAMMATORY AGENT; PHENAZONE DERIVATIVE; PROPIONIC ACID DERIVATIVE; PYRAZOLE DERIVATIVE; PYRONE DERIVATIVE; THIAZOLE DERIVATIVE; CYCLOOXYGENASE 1; PROSTAGLANDIN SYNTHASE INHIBITOR;

EID: 84953775020     PISSN: 09298673     EISSN: 1875533X     Source Type: Journal    
DOI: 10.2174/0929867322666151029104717     Document Type: Article
Times cited : (12)

References (34)
  • 1
    • 78650657838 scopus 로고    scopus 로고
    • Selective Cox-1 Inhibition: A therapeutic target to be reconsidered
    • Perrone, M. G.; Scilimati, A.; Simone, L.; Vitale, P. Selective Cox-1 Inhibition: A therapeutic target to be reconsidered. Curr. Med. Chem., 2010, 17, 3769-3805.
    • (2010) Curr. Med. Chem. , vol.17 , pp. 3769-3805
    • Perrone, M.G.1    Scilimati, A.2    Simone, L.3    Vitale, P.4
  • 3
    • 33845336879 scopus 로고    scopus 로고
    • Analgesic agents without gastric damage: Design and synthesis of structurally simple benzenesulfonanilide-type cyclooxygenase-1-selective inhibitors
    • Zheng, X.; Oda, H.; Takamatsu, K.; Sugimoto, Y.; Tai, A.; Akaho, E.; Ali, H. I.; Oshiki, T.; Kakuta, H.; Sasaki, K. Analgesic agents without gastric damage: Design and synthesis of structurally simple benzenesulfonanilide-type cyclooxygenase-1-selective inhibitors. Bioorg. Med. Chem., 2007, 15, 1014-1021.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 1014-1021
    • Zheng, X.1    Oda, H.2    Takamatsu, K.3    Sugimoto, Y.4    Tai, A.5    Akaho, E.6    Ali, H.I.7    Oshiki, T.8    Kakuta, H.9    Sasaki, K.10
  • 4
    • 43049148000 scopus 로고    scopus 로고
    • Cyclooxygenase-1-selective inhibitors are attractive candidates for analgesics that do not cause gastric damage. Design and in vitro/in vivo evaluation of a benzamide-type cyclooxygenase-1 selective inhibitor
    • Kakuta, H.; Zheng, X.; Oda, H.; Harada, S.; Sugimoto, Y.; Sasaki, K.; Tai, A. Cyclooxygenase-1-selective inhibitors are attractive candidates for analgesics that do not cause gastric damage. Design and in vitro/in vivo evaluation of a benzamide-type cyclooxygenase-1 selective inhibitor. J. Med. Chem., 2008, 51, 2400-2411.
    • (2008) J. Med. Chem. , vol.51 , pp. 2400-2411
    • Kakuta, H.1    Zheng, X.2    Oda, H.3    Harada, S.4    Sugimoto, Y.5    Sasaki, K.6    Tai, A.7
  • 6
    • 79952265579 scopus 로고    scopus 로고
    • Significance and creation of novel cyclooxygenase-1 (COX-1) selective inhibitors
    • Fukai, R.; Zheng, X.; Motoshima, K.; Kakuta, H. Significance and creation of novel cyclooxygenase-1 (COX-1) selective inhibitors. Yakugaku Zasshi, 2011, 131(3), 347-351.
    • (2011) Yakugaku Zasshi , vol.131 , Issue.3 , pp. 347-351
    • Fukai, R.1    Zheng, X.2    Motoshima, K.3    Kakuta, H.4
  • 7
    • 70350693997 scopus 로고    scopus 로고
    • Iridium-catalyzed regio- and enantioselective allylic of fluorobis (phenylsulfonyl) methane
    • Liu, W.-B; Zheng, S.-C; He, H.; Zhao, X.-M.; Dai, L.-X.; You, S.-L. Iridium-catalyzed regio- and enantioselective allylic of fluorobis (phenylsulfonyl) methane. Chem. Commun., 2009, 43, 6604-6606.
    • (2009) Chem. Commun. , vol.43 , pp. 6604-6606
    • Liu, W.-B.1    Zheng, S.-C.2    He, H.3    Zhao, X.-M.4    Dai, L.-X.5    You, S.-L.6
  • 8
    • 79957853155 scopus 로고    scopus 로고
    • Methylmonofluorination of ibuprofen selectively increases its inhibitory activity toward cyclooxygenase-1 leading to enhanced analgesic activity and reduced gastric damage in vivo
    • Su, H.; Xie, Y.; Liu, W.-B.; You, S.-L. Methylmonofluorination of ibuprofen selectively increases its inhibitory activity toward cyclooxygenase-1 leading to enhanced analgesic activity and reduced gastric damage in vivo. Bioorg. Med. Chem. Lett., 2011, 21 3578-3582.
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 3578-3582
    • Su, H.1    Xie, Y.2    Liu, W.-B.3    You, S.-L.4
  • 12
    • 84870558988 scopus 로고    scopus 로고
    • Synthesis and selective inhibitory activity against human COX-1 of novel 1-(4-substituted-thiazol-2-yl)-3, 5-di (hetero) aryl-pyrazoline derivatives
    • Carradori, S.; Secci, D.; Bolasco, A.; De Monte, C.; Yáñez, M. Synthesis and selective inhibitory activity against human COX-1 of novel 1-(4-substituted-thiazol-2-yl)-3, 5-di (hetero) aryl-pyrazoline derivatives. Arch. Pharm., 2012, 345, 973-979.
    • (2012) Arch. Pharm. , vol.345 , pp. 973-979
    • Carradori, S.1    Secci, D.2    Bolasco, A.3    De Monte, C.4    Yáñez, M.5
  • 13
    • 77956371766 scopus 로고    scopus 로고
    • Synthesis of 1, 5-diarylpyrazol-3-propanoic acids towards inhibition of cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4 formation
    • Ergun, B. C.; Nunez, M. T.; Labeaga, L.; Ledo, F.; Darlington, J.; Bain, G.; Cakir, B.; Banoglu, E. Synthesis of 1, 5-diarylpyrazol-3-propanoic acids towards inhibition of cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4 formation. Arzneimittel-Forschung, 2010, 60(8), 497-505.
    • (2010) Arzneimittel-Forschung , vol.60 , Issue.8 , pp. 497-505
    • Ergun, B.C.1    Nunez, M.T.2    Labeaga, L.3    Ledo, F.4    Darlington, J.5    Bain, G.6    Cakir, B.7    Banoglu, E.8
  • 15
    • 84924696954 scopus 로고    scopus 로고
    • General role of the amino and methylsulfamoyl groups in selective cyclooxygenase (COX)-1 inhibition by 1, 4-diaryl-1, 2, 3-triazoles and validation of a predictive pharmacometric PLS model
    • Perrone, M. G.; Vitale, P.; Panella, A.; Fortuna, C. G.; Scilimati, A. General role of the amino and methylsulfamoyl groups in selective cyclooxygenase (COX)-1 inhibition by 1, 4-diaryl-1, 2, 3-triazoles and validation of a predictive pharmacometric PLS model. Eur. J. Med Chem., 2015, 94, 252-264.
    • (2015) Eur. J. Med Chem. , vol.94 , pp. 252-264
    • Perrone, M.G.1    Vitale, P.2    Panella, A.3    Fortuna, C.G.4    Scilimati, A.5
  • 16
    • 84881340866 scopus 로고    scopus 로고
    • Five-membered ring heterocycles by reacting enolates with dipoles
    • Vitale, P.; Scilimati, A. Five-membered ring heterocycles by reacting enolates with dipoles. Curr. Org. Chem., 2013, 17, 1986-2000.
    • (2013) Curr. Org. Chem. , vol.17 , pp. 1986-2000
    • Vitale, P.1    Scilimati, A.2
  • 17
    • 84886786412 scopus 로고    scopus 로고
    • Functional 3-arylisoxazoles and 3-aryl-2-isoxazolines from reaction of aryl nitrile oxides and enolates: Synthesis and reactivity
    • Vitale, P.; Scilimati, A. Functional 3-arylisoxazoles and 3-aryl-2-isoxazolines from reaction of aryl nitrile oxides and enolates: synthesis and reactivity. Synthesis, 2013, 45, 2940-2948.
    • (2013) Synthesis , vol.45 , pp. 2940-2948
    • Vitale, P.1    Scilimati, A.2
  • 18
    • 84874108028 scopus 로고    scopus 로고
    • Synthesis and docking study of diaryl-isothiazole and 1, 2, 3-thiadiazole derivatives as potential neuroprotective agents
    • Amirhamzeh, A.; Vosoughi, M.; Shafiee, A.; Amini, M. Synthesis and docking study of diaryl-isothiazole and 1, 2, 3-thiadiazole derivatives as potential neuroprotective agents. Med. Chem. Res., 2013, 22, 1212-1223.
    • (2013) Med. Chem. Res. , vol.22 , pp. 1212-1223
    • Amirhamzeh, A.1    Vosoughi, M.2    Shafiee, A.3    Amini, M.4
  • 19
    • 4544371096 scopus 로고    scopus 로고
    • Novel synthesis of 3, 4-diarylisoxazole analogues of valdecoxib: Reversal cyclooxygenase-2 selectivity by sulfonamide group removal
    • Di Nunno, L.; Vitale, P.; Scilimati, A.; Tacconelli, S.; Patrignani, P. Novel synthesis of 3, 4-diarylisoxazole analogues of valdecoxib: reversal cyclooxygenase-2 selectivity by sulfonamide group removal. J. Med. Chem., 2004, 47, 4881-4890.
    • (2004) J. Med. Chem. , vol.47 , pp. 4881-4890
    • Di Nunno, L.1    Vitale, P.2    Scilimati, A.3    Tacconelli, S.4    Patrignani, P.5
  • 21
  • 24
    • 84875267152 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 3-amino-2-pyrones as selective cyclooxygenase-1 (COX-1) inhibitors
    • Chu, X.-P.; Zhou, Q.-F.; Zhao, S.; Ge, F.-F.; Fu, M.; Chen, J.-P.; Lu, T. Synthesis and biological evaluation of 3-amino-2-pyrones as selective cyclooxygenase-1 (COX-1) inhibitors. Chin. Chem. Lett., 2013, 24, 120-122.
    • (2013) Chin. Chem. Lett. , vol.24 , pp. 120-122
    • Chu, X.-P.1    Zhou, Q.-F.2    Zhao, S.3    Ge, F.-F.4    Fu, M.5    Chen, J.-P.6    Lu, T.7
  • 25
    • 0242362591 scopus 로고    scopus 로고
    • Design, synthesis, and biological evaluation of 6-substituted-3-(4-methanesulfonylphenyl)-4-phenylpyran-2-ones: A novel class of diarylheterocyclic selective cyclooxygenase-2 inhibitors
    • (a) Praveen Rao, P. N.; Amini, M.; Li, H.; Habeeb, A. G.; Knaus, E. E. Design, synthesis, and biological evaluation of 6-substituted-3-(4-methanesulfonylphenyl)-4-phenylpyran-2-ones: a novel class of diarylheterocyclic selective cyclooxygenase-2 inhibitors, J. Med. Chem., 2003, 46, 4872-4882;
    • (2003) J. Med. Chem. , vol.46 , pp. 4872-4882
    • Praveen Rao, P.N.1    Amini, M.2    Li, H.3    Habeeb, A.G.4    Knaus, E.E.5
  • 26
    • 3242748214 scopus 로고    scopus 로고
    • Design, synthesis, and structure. Activity relationship studies of 3, 4, 6-triphenylpyran-2-ones as selective cyclooxygenase-2 inhibitors
    • (b) Rao, P. P. N.; Uddin, M. J.; Knaus, E. E. Design, synthesis, and structure. activity relationship studies of 3, 4, 6-triphenylpyran-2-ones as selective cyclooxygenase-2 inhibitors. J. Med. Chem., 2004, 47, 3972-3990.
    • (2004) J. Med. Chem. , vol.47 , pp. 3972-3990
    • Rao, P.P.N.1    Uddin, M.J.2    Knaus, E.E.3
  • 27
    • 84877948851 scopus 로고    scopus 로고
    • Rationally designed multitarget agents against inflammation and pain
    • Hwang, S. H.; Wecksler, A. T.; Wagner, K.; Hammock, B. D. Rationally designed multitarget agents against inflammation and pain. Curr. Med. Chem., 2013, 20, 1783-1799.
    • (2013) Curr. Med. Chem. , vol.20 , pp. 1783-1799
    • Hwang, S.H.1    Wecksler, A.T.2    Wagner, K.3    Hammock, B.D.4
  • 28
    • 78449293992 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 3-[4-(amino/methylsulfonyl) phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors
    • Lai, Y.; Ma, L.; Huang, W.; Yu, X.; Zhang, Y.; Ji, H.; Tian, J. Synthesis and biological evaluation of 3-[4-(amino/methylsulfonyl) phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors. Bioorg. Med. Chem. Lett., 2010, 20, 7349.7353.
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 73497353
    • Lai, Y.1    Ma, L.2    Huang, W.3    Yu, X.4    Zhang, Y.5    Ji, H.6    Tian, J.7
  • 32
    • 78650517810 scopus 로고    scopus 로고
    • Design, synthesis and pharmacobiological evaluation of novel acrylic acid derivatives acting as lipoxygenase and cyclooxygenase-1 inhibitors with antioxidant and anti-inflammatory activities
    • Pontiki, E.; Hadjipavlou-Litina, D.; Litinas, K.; Nicolotti, O.; Carotti, A. Design, synthesis and pharmacobiological evaluation of novel acrylic acid derivatives acting as lipoxygenase and cyclooxygenase-1 inhibitors with antioxidant and anti-inflammatory activities. Eur. J. Med. Chem., 2011, 46(1), 191-200.
    • (2011) Eur. J. Med. Chem. , vol.46 , Issue.1 , pp. 191-200
    • Pontiki, E.1    Hadjipavlou-Litina, D.2    Litinas, K.3    Nicolotti, O.4    Carotti, A.5
  • 33
    • 78650321129 scopus 로고    scopus 로고
    • An expedient synthesis of novel 2-substituted thiazolo[4, 5-f]isoquinolines/quinolines and benzo[1, 2-d:4, 3-d]bisthiazoles and their potential as inhibitors of COX-1 and COX-2
    • Chakrabarty, M.; Mukherji, A.; Karmakar, S.; Mukherjee, R.; Nagai, K.; Geronikaki, A.; Eleni, P. An expedient synthesis of novel 2-substituted thiazolo[4, 5-f]isoquinolines/quinolines and benzo[1, 2-d:4, 3-d]bisthiazoles and their potential as inhibitors of COX-1 and COX-2. Arkivoc, 2010, (xi), 265-290.
    • (2010) Arkivoc , Issue.11 , pp. 265-290
    • Chakrabarty, M.1    Mukherji, A.2    Karmakar, S.3    Mukherjee, R.4    Nagai, K.5    Geronikaki, A.6    Eleni, P.7


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