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Volumn 234, Issue , 2015, Pages 290-296

Structural analysis of sulindac as an inhibitor of aldose reductase and AKR1B10

Author keywords

[No Author keywords available]

Indexed keywords

AKR1B10 PROTEIN, HUMAN; ALDEHYDE REDUCTASE; NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; NONSTEROID ANTIINFLAMMATORY AGENT; PROSTAGLANDIN; PROSTAGLANDIN SYNTHASE; SULINDAC;

EID: 84933502802     PISSN: 00092797     EISSN: 18727786     Source Type: Journal    
DOI: 10.1016/j.cbi.2014.12.018     Document Type: Article
Times cited : (22)

References (39)
  • 1
    • 33847021147 scopus 로고    scopus 로고
    • Aldo-keto reductases and bioactivation/detoxication
    • Y. Jin, and T.M. Penning Aldo-keto reductases and bioactivation/detoxication Annu. Rev. Pharmacol. Toxicol. 47 2007 263 292
    • (2007) Annu. Rev. Pharmacol. Toxicol. , vol.47 , pp. 263-292
    • Jin, Y.1    Penning, T.M.2
  • 2
    • 54549110136 scopus 로고    scopus 로고
    • The aldo-keto reductase superfamily and its role in drug metabolism and detoxification
    • O.A. Barski, S.M. Tipparaju, and A. Bhatnagar The aldo-keto reductase superfamily and its role in drug metabolism and detoxification Drug Metab. Rev. 40 2008 553 624
    • (2008) Drug Metab. Rev. , vol.40 , pp. 553-624
    • Barski, O.A.1    Tipparaju, S.M.2    Bhatnagar, A.3
  • 3
    • 84865715473 scopus 로고    scopus 로고
    • Biological role of aldo-keto reductases in retinoic acid biosynthesis and signaling
    • F.X. Ruiz, S. Porté, X. Parés, and J. Farrés Biological role of aldo-keto reductases in retinoic acid biosynthesis and signaling Front. Pharmacol. 3 2012 58
    • (2012) Front. Pharmacol. , vol.3 , pp. 58
    • Ruiz, F.X.1    Porté, S.2    Parés, X.3    Farrés, J.4
  • 4
    • 38849177363 scopus 로고    scopus 로고
    • Aldose reductase, still a compelling target for diabetic neuropathy
    • P.J. Oates Aldose reductase, still a compelling target for diabetic neuropathy Curr. Drug Targets. 9 2008 14 36
    • (2008) Curr. Drug Targets. , vol.9 , pp. 14-36
    • Oates, P.J.1
  • 5
    • 0043069767 scopus 로고    scopus 로고
    • Human aldose reductase and human small intestine aldose reductase are efficient retinal reductases: Consequences for retinoid metabolism
    • B. Crosas, D.J. Hyndman, O. Gallego, S. Martras, X. Parés, T.G. Flynn, and J. Farrés Human aldose reductase and human small intestine aldose reductase are efficient retinal reductases: consequences for retinoid metabolism Biochem. J. 373 2003 973 979
    • (2003) Biochem. J. , vol.373 , pp. 973-979
    • Crosas, B.1    Hyndman, D.J.2    Gallego, O.3    Martras, S.4    Parés, X.5    Flynn, T.G.6    Farrés, J.7
  • 7
    • 84865998331 scopus 로고    scopus 로고
    • Aldo-keto reductase 1b10 and its role in proliferation capacity of drug-resistant cancers
    • T. Matsunaga, Y. Wada, S. Endo, M. Soda, O. El-Kabbani, and A. Hara Aldo-keto reductase 1b10 and its role in proliferation capacity of drug-resistant cancers Front. Pharmacol. 3 2012 5
    • (2012) Front. Pharmacol. , vol.3 , pp. 5
    • Matsunaga, T.1    Wada, Y.2    Endo, S.3    Soda, M.4    El-Kabbani, O.5    Hara, A.6
  • 8
    • 79956123093 scopus 로고    scopus 로고
    • Studies on the metabolism and biological activity of the epimers of sulindac
    • D. Brunell, D. Sagher, S. Kesaraju, N. Brot, and H. Weissbach Studies on the metabolism and biological activity of the epimers of sulindac Drug Metab. Dispos. 39 2011 1014 1021
    • (2011) Drug Metab. Dispos. , vol.39 , pp. 1014-1021
    • Brunell, D.1    Sagher, D.2    Kesaraju, S.3    Brot, N.4    Weissbach, H.5
  • 11
    • 0033139531 scopus 로고    scopus 로고
    • Sulindac sulfide, but not sulindac sulfone inhibits colorectal cancer growth
    • C.S. Williams, A.P. Goldman, H. Sheng, J.D. Morrow, and R.N. DuBois Sulindac sulfide, but not sulindac sulfone inhibits colorectal cancer growth Neoplasia 1 1999 170 176
    • (1999) Neoplasia , vol.1 , pp. 170-176
    • Williams, C.S.1    Goldman, A.P.2    Sheng, H.3    Morrow, J.D.4    Dubois, R.N.5
  • 12
    • 84886726161 scopus 로고    scopus 로고
    • Sulindac inhibits pancreatic carcinogenesis in LSL-KrasG12D-LSL-Trp53R172H-Pdx-1-Cre mice via suppressing aldo-keto reductase family 1B10 (AKR1B10)
    • H. Li, A.L. Yang, Y.T. Chung, W. Zhang, J. Liao, and G.-Y. Yang Sulindac inhibits pancreatic carcinogenesis in LSL-KrasG12D-LSL-Trp53R172H-Pdx-1-Cre mice via suppressing aldo-keto reductase family 1B10 (AKR1B10) Carcinogenesis 34 2013 2090 2098
    • (2013) Carcinogenesis , vol.34 , pp. 2090-2098
    • Li, H.1    Yang, A.L.2    Chung, Y.T.3    Zhang, W.4    Liao, J.5    Yang, G.-Y.6
  • 13
    • 0034672412 scopus 로고    scopus 로고
    • Growth-suppressive effect of non-steroidal anti-inflammatory drugs on 11 colon-cancer cell lines and fluorescence differential display of genes whose expression is influenced by sulindac
    • H. Akashi, H.J. Han, M. Iizaka, and Y. Nakamura Growth-suppressive effect of non-steroidal anti-inflammatory drugs on 11 colon-cancer cell lines and fluorescence differential display of genes whose expression is influenced by sulindac Int. J. Cancer. 88 2000 873 880
    • (2000) Int. J. Cancer. , vol.88 , pp. 873-880
    • Akashi, H.1    Han, H.J.2    Iizaka, M.3    Nakamura, Y.4
  • 14
    • 84891106411 scopus 로고    scopus 로고
    • COX-independent mechanisms of cancer chemoprevention by anti-inflammatory drugs
    • E. Gurpinar, W.E. Grizzle, and G.A. Piazza COX-independent mechanisms of cancer chemoprevention by anti-inflammatory drugs Front. Oncol. 3 2013 181
    • (2013) Front. Oncol. , vol.3 , pp. 181
    • Gurpinar, E.1    Grizzle, W.E.2    Piazza, G.A.3
  • 16
    • 84877671663 scopus 로고    scopus 로고
    • A novel sulindac derivative inhibits lung adenocarcinoma cell growth through suppression of Akt/mTOR signaling and induction of autophagy
    • E. Gurpinar, W.E. Grizzle, J.J. Shacka, B.J. Mader, N. Li, N.A. Piazza, S. Russo, A.B. Keeton, and G.A. Piazza A novel sulindac derivative inhibits lung adenocarcinoma cell growth through suppression of Akt/mTOR signaling and induction of autophagy Mol. Cancer Ther. 12 2013 663 674
    • (2013) Mol. Cancer Ther. , vol.12 , pp. 663-674
    • Gurpinar, E.1    Grizzle, W.E.2    Shacka, J.J.3    Mader, B.J.4    Li, N.5    Piazza, N.A.6    Russo, S.7    Keeton, A.B.8    Piazza, G.A.9
  • 17
    • 70349904192 scopus 로고    scopus 로고
    • Sulindac inhibits canonical Wnt signaling by blocking the PDZ domain of the protein dishevelled
    • H.-J. Lee, N.X. Wang, D.-L. Shi, and J.J. Zheng Sulindac inhibits canonical Wnt signaling by blocking the PDZ domain of the protein dishevelled Angew. Chem. Int. Ed. Engl. 48 2009 6448 6452
    • (2009) Angew. Chem. Int. Ed. Engl. , vol.48 , pp. 6448-6452
    • Lee, H.-J.1    Wang, N.X.2    Shi, D.-L.3    Zheng, J.J.4
  • 18
    • 33644698341 scopus 로고    scopus 로고
    • Aspirin at low-intermediate concentrations protects retinal vessels in experimental diabetic retinopathy through non-platelet-mediated effects
    • W. Sun, C. Gerhardinger, Z. Dagher, T. Hoehn, and M. Lorenzi Aspirin at low-intermediate concentrations protects retinal vessels in experimental diabetic retinopathy through non-platelet-mediated effects Diabetes 54 2005 3418 3426
    • (2005) Diabetes , vol.54 , pp. 3418-3426
    • Sun, W.1    Gerhardinger, C.2    Dagher, Z.3    Hoehn, T.4    Lorenzi, M.5
  • 19
    • 79955963388 scopus 로고    scopus 로고
    • The effect of aspirin on atherogenic diet-induced diabetes mellitus
    • A. Sethi, H.S. Parmar, and A. Kumar The effect of aspirin on atherogenic diet-induced diabetes mellitus Basic Clin. Pharmacol. Toxicol. 108 2011 371 377
    • (2011) Basic Clin. Pharmacol. Toxicol. , vol.108 , pp. 371-377
    • Sethi, A.1    Parmar, H.S.2    Kumar, A.3
  • 20
    • 84655167598 scopus 로고    scopus 로고
    • The molecular basis for inhibition of sulindac and its metabolites towards human aldose reductase
    • X. Zheng, L. Zhang, J. Zhai, Y. Chen, H. Luo, and X. Hu The molecular basis for inhibition of sulindac and its metabolites towards human aldose reductase FEBS Lett. 586 2012 55 59
    • (2012) FEBS Lett. , vol.586 , pp. 55-59
    • Zheng, X.1    Zhang, L.2    Zhai, J.3    Chen, Y.4    Luo, H.5    Hu, X.6
  • 21
    • 84865469114 scopus 로고    scopus 로고
    • Crystal structures of three classes of non-steroidal anti-inflammatory drugs in complex with aldo-keto reductase 1C3
    • J.U. Flanagan, Y. Yosaatmadja, R.M. Teague, M.Z. Chai, A.P. Turnbull, and C.J. Squire Crystal structures of three classes of non-steroidal anti-inflammatory drugs in complex with aldo-keto reductase 1C3 PLoS One 7 2012 e43965
    • (2012) PLoS One , vol.7 , pp. e43965
    • Flanagan, J.U.1    Yosaatmadja, Y.2    Teague, R.M.3    Chai, M.Z.4    Turnbull, A.P.5    Squire, C.J.6
  • 22
    • 84860493930 scopus 로고    scopus 로고
    • Crystal structures of AKR1C3 containing an N-(aryl)amino-benzoate inhibitor and a bifunctional AKR1C3 inhibitor and androgen receptor antagonist. Therapeutic leads for castrate resistant prostate cancer
    • M. Chen, A.O. Adeniji, B.M. Twenter, J.D. Winkler, D.W. Christianson, and T.M. Penning Crystal structures of AKR1C3 containing an N-(aryl)amino-benzoate inhibitor and a bifunctional AKR1C3 inhibitor and androgen receptor antagonist. Therapeutic leads for castrate resistant prostate cancer Bioorg. Med. Chem. Lett. 22 2012 3492 3497
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 3492-3497
    • Chen, M.1    Adeniji, A.O.2    Twenter, B.M.3    Winkler, J.D.4    Christianson, D.W.5    Penning, T.M.6
  • 23
    • 61649103983 scopus 로고    scopus 로고
    • Steroid hormone transforming aldo-keto reductases and cancer
    • T.M. Penning, and M.C. Byrns Steroid hormone transforming aldo-keto reductases and cancer Ann. N. Y. Acad. Sci. 1155 2009 33 42
    • (2009) Ann. N. Y. Acad. Sci. , vol.1155 , pp. 33-42
    • Penning, T.M.1    Byrns, M.C.2
  • 24
    • 77952414106 scopus 로고    scopus 로고
    • Selective inhibition of the tumor marker AKR1B10 by antiinflammatory N-phenylanthranilic acids and glycyrrhetic acid
    • S. Endo, T. Matsunaga, M. Soda, K. Tajima, H.-T. Zhao, O. El-Kabbani, and A. Hara Selective inhibition of the tumor marker AKR1B10 by antiinflammatory N-phenylanthranilic acids and glycyrrhetic acid Biol. Pharm. Bull. 33 2010 886 890
    • (2010) Biol. Pharm. Bull. , vol.33 , pp. 886-890
    • Endo, S.1    Matsunaga, T.2    Soda, M.3    Tajima, K.4    Zhao, H.-T.5    El-Kabbani, O.6    Hara, A.7
  • 25
    • 82955186898 scopus 로고    scopus 로고
    • An old NSAID revisited: Crystal structure of aldose reductase in complex with sulindac at 1.0 Å supports a novel mechanism for its anticancer and antiproliferative effects
    • H. Steuber An old NSAID revisited: crystal structure of aldose reductase in complex with sulindac at 1.0 Å supports a novel mechanism for its anticancer and antiproliferative effects ChemMedChem 6 2011 2155 2157
    • (2011) ChemMedChem , vol.6 , pp. 2155-2157
    • Steuber, H.1
  • 26
    • 84875751054 scopus 로고    scopus 로고
    • Development of potent and selective indomethacin analogues for the inhibition of AKR1C3 (Type 5 17β-hydroxysteroid dehydrogenase/prostaglandin F synthase) in castrate-resistant prostate cancer
    • A.J. Liedtke, A.O. Adeniji, M. Chen, M.C. Byrns, Y. Jin, D.W. Christianson, L.J. Marnett, and T.M. Penning Development of potent and selective indomethacin analogues for the inhibition of AKR1C3 (Type 5 17β-hydroxysteroid dehydrogenase/prostaglandin F synthase) in castrate-resistant prostate cancer J. Med. Chem. 56 2013 2429 2446
    • (2013) J. Med. Chem. , vol.56 , pp. 2429-2446
    • Liedtke, A.J.1    Adeniji, A.O.2    Chen, M.3    Byrns, M.C.4    Jin, Y.5    Christianson, D.W.6    Marnett, L.J.7    Penning, T.M.8
  • 30
    • 0031059866 scopus 로고    scopus 로고
    • Processing of X-ray diffraction data collected in oscillation mode
    • Z. Otwinowski, and W. Minor Processing of X-ray diffraction data collected in oscillation mode Macromol. Crystallogr. Pt A. 276 1997 307 326
    • (1997) Macromol. Crystallogr. Pt A. , vol.276 , pp. 307-326
    • Otwinowski, Z.1    Minor, W.2
  • 35
    • 0031570301 scopus 로고    scopus 로고
    • A "specificity" pocket inferred from the crystal structures of the complexes of aldose reductase with the pharmaceutically important inhibitors tolrestat and sorbinil
    • A. Urzhumtsev, F. Tête-Favier, a Mitschler, J. Barbanton, P. Barth, L. Urzhumtseva, J.F. Biellmann, A. Podjarny, and D. Moras A "specificity" pocket inferred from the crystal structures of the complexes of aldose reductase with the pharmaceutically important inhibitors tolrestat and sorbinil Structure 5 1997 601 612
    • (1997) Structure , vol.5 , pp. 601-612
    • Urzhumtsev, A.1    Tête-Favier, F.2    Mitschler, A.3    Barbanton, J.4    Barth, P.5    Urzhumtseva, L.6    Biellmann, J.F.7    Podjarny, A.8    Moras, D.9
  • 36
    • 77953631827 scopus 로고    scopus 로고
    • A medicinal chemist's guide to molecular interactions
    • C. Bissantz, B. Kuhn, and M. Stahl A medicinal chemist's guide to molecular interactions J. Med. Chem. 53 2010 5061 5084
    • (2010) J. Med. Chem. , vol.53 , pp. 5061-5084
    • Bissantz, C.1    Kuhn, B.2    Stahl, M.3
  • 37
    • 84875223602 scopus 로고    scopus 로고
    • X-ray structure of the V301L aldo-keto reductase 1B10 complexed with NADP(+) and the potent aldose reductase inhibitor fidarestat: Implications for inhibitor binding and selectivity
    • F.X. Ruiz, A. Cousido-Siah, A. Mitschler, J. Farrés, X. Parés, and A. Podjarny X-ray structure of the V301L aldo-keto reductase 1B10 complexed with NADP(+) and the potent aldose reductase inhibitor fidarestat: implications for inhibitor binding and selectivity Chem. Biol. Interact. 202 2013 178 185
    • (2013) Chem. Biol. Interact. , vol.202 , pp. 178-185
    • Ruiz, F.X.1    Cousido-Siah, A.2    Mitschler, A.3    Farrés, J.4    Parés, X.5    Podjarny, A.6
  • 39
    • 0034115736 scopus 로고    scopus 로고
    • Synthesis and activity of fluorinated derivatives of sulindac sulphide and sulindac sulphone
    • M. Jung, A.F. Wahl, W. Neupert, G. Geisslinger, and P.D. Senter Synthesis and activity of fluorinated derivatives of sulindac sulphide and sulindac sulphone Pharm. Pharmacol. Commun. 6 2000 217 221
    • (2000) Pharm. Pharmacol. Commun. , vol.6 , pp. 217-221
    • Jung, M.1    Wahl, A.F.2    Neupert, W.3    Geisslinger, G.4    Senter, P.D.5


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