메뉴 건너뛰기




Volumn 17, Issue 15, 2010, Pages 1516-1526

Drug design studies of the novel antitumor targets carbonic anhydrase IX and XII

Author keywords

Antibody; CA IX; CA XII; Carbonic anhydrase (CA); Coumarin; Enzyme selective inhibition; Hypoxia; Phenol; Sulfonamides; Tumor acidification; Tumor imaging; Tumorigenesis; X ray crystallography

Indexed keywords

ACETAZOLAMIDE; CARBONATE DEHYDRATASE INHIBITOR; CARBONATE DEHYDRATASE IX; CARBONATE DEHYDRATASE XII; CLIOQUINOL; COUMARIN; COUMARIN DERIVATIVE; IMATINIB; NILOTINIB; SULFONAMIDE; THIOCOUMARIN; UNCLASSIFIED DRUG;

EID: 77953521863     PISSN: 09298673     EISSN: None     Source Type: Journal    
DOI: 10.2174/092986710790979999     Document Type: Article
Times cited : (111)

References (57)
  • 1
    • 38849143765 scopus 로고    scopus 로고
    • Carbonic anhydrases: Novel therapeutic applications for inhibitors and activators
    • Supuran, C. T. Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nat. Rev. Drug Discov. 2008, 7, 168-181.
    • (2008) Nat. Rev. Drug Discov , vol.7 , pp. 168-181
    • Supuran, C.T.1
  • 3
    • 42149083228 scopus 로고    scopus 로고
    • Fluorescence and spin-labeled carbonic anhydrase inhibitors
    • Cecchi, A.; Supuran, C.T. Fluorescence and spin-labeled carbonic anhydrase inhibitors. Curr. Pharm. Des. 2008, 14, 699-707.
    • (2008) Curr. Pharm. Des , vol.14 , pp. 699-707
    • Cecchi, A.1    Supuran, C.T.2
  • 4
    • 42149158230 scopus 로고    scopus 로고
    • Carbonic anhydrases as drug targets
    • Supuran, C.T. Carbonic anhydrases as drug targets. Curr. Pharm. Des. 2008, 14, 601-602.
    • (2008) Curr. Pharm. Des , vol.14 , pp. 601-602
    • Supuran, C.T.1
  • 5
    • 2542592581 scopus 로고    scopus 로고
    • Modulation of carbonic anhydrase activity and its applications in therapy
    • Scozzafava, A.; Mastrolorenzo, A.; Supuran, C.T. Modulation of carbonic anhydrase activity and its applications in therapy. Expert Opin. Ther. Pat. 2004, 14, 667-702.
    • (2004) Expert Opin. Ther. Pat , vol.14 , pp. 667-702
    • Scozzafava, A.1    Mastrolorenzo, A.2    Supuran, C.T.3
  • 6
    • 3442883664 scopus 로고    scopus 로고
    • Carbonic anhydrases: Current state of the art, therapeutic applications and future prospects
    • Pastorekova, Parkkila S.; Pastorek, J.; Supuran, C.T. Carbonic anhydrases: current state of the art, therapeutic applications and future prospects. J. Enz. Inhib. Med. Chem. 2004, 19, 199-229.
    • (2004) J. Enz. Inhib. Med. Chem , vol.19 , pp. 199-229
    • Pastorekova, P.S.1    Pastorek, J.2    Supuran, C.T.3
  • 7
    • 33845896020 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors and activators and their use in therapy
    • Scozzafava, A.; Mastrolorenzo, A.; Supuran, C. T. Carbonic anhydrase inhibitors and activators and their use in therapy. Expert Opin. Ther. Pat. 2006, 16, 1627-1664.
    • (2006) Expert Opin. Ther. Pat , vol.16 , pp. 1627-1664
    • Scozzafava, A.1    Mastrolorenzo, A.2    Supuran, C.T.3
  • 9
    • 0036166662 scopus 로고    scopus 로고
    • Applications of carbonic anhydrase inhibitors and activators in therapy
    • Supuran, C. T.; Scozzafava, A. Applications of carbonic anhydrase inhibitors and activators in therapy. Expert Opin. Ther. Pat. 2002, 12, 217-242.
    • (2002) Expert Opin. Ther. Pat , vol.12 , pp. 217-242
    • Supuran, C.T.1    Scozzafava, A.2
  • 13
    • 35248828654 scopus 로고    scopus 로고
    • Hypoxia in cancer cell metabolism and pH regulation
    • Brahimi-Horn, M.C.; Pouysségur, J. Hypoxia in cancer cell metabolism and pH regulation. Essays Biochem. 2007, 43, 165-178.
    • (2007) Essays Biochem , vol.43 , pp. 165-178
    • Brahimi-Horn, M.C.1    Pouysségur, J.2
  • 15
    • 43649093915 scopus 로고    scopus 로고
    • Oxygen sensing by metazoans: The central role of the HIF hydroxylase pathway
    • Kaelin, W.G. Jr.; Ratcliffe, P.J. Oxygen sensing by metazoans: the central role of the HIF hydroxylase pathway. Mol. Cell 2008, 30, 393-402.
    • (2008) Mol. Cell , vol.30 , pp. 393-402
    • Kaelin Jr., W.G.1    Ratcliffe, P.J.2
  • 17
    • 0041062296 scopus 로고    scopus 로고
    • Human carbonic anhydrase XII: CDNA cloning, expression, and chromosomal localization of a carbonic anhydrase gene that is overexpressed in some renal cell cancers
    • Tureci, O.; Sahin, U.; Vollmar, E.; Siemer, S.; Gottert, E.; Seitz, G.; Parkkila, S. Sly, W.S. Human carbonic anhydrase XII: cDNA cloning, expression, and chromosomal localization of a carbonic anhydrase gene that is overexpressed in some renal cell cancers. Proc. Natl. Acad. Sci. USA 1998, 95, 7608-13.
    • (1998) Proc. Natl. Acad. Sci. USA , vol.95 , pp. 7608-7613
    • Tureci, O.1    Sahin, U.2    Vollmar, E.3    Siemer, S.4    Gottert, E.5    Seitz, G.6    Parkkila, S.7    Sly, W.S.8
  • 18
    • 0032514685 scopus 로고    scopus 로고
    • Down-regulation of transmembrane carbonic anhydrases in renal cell carcinoma cell lines by wild-type von Hippel-Lindau transgenes
    • Ivanov, S.V.; Kuzmin, I.; Wei, M.H.; Pack, S.; Geil, L.; Johnson, B.E.; Stanbridge, E.J.; Lerman, M.I. Down-regulation of transmembrane carbonic anhydrases in renal cell carcinoma cell lines by wild-type von Hippel-Lindau transgenes. Proc. Natl. Acad. Sci. USA 1998, 95, 12596-12601.
    • (1998) Proc. Natl. Acad. Sci. USA , vol.95 , pp. 12596-12601
    • Ivanov, S.V.1    Kuzmin, I.2    Wei, M.H.3    Pack, S.4    Geil, L.5    Johnson, B.E.6    Stanbridge, E.J.7    Lerman, M.I.8
  • 19
    • 0034687801 scopus 로고    scopus 로고
    • Purification and kinetic analysis of recombinant CA XII, a membrane carbonic anhydrase overexpressed in certain cancers
    • Ulmasov, B.; Waheed, A.; Shah, G.N.; Grubb, J.H.; Sly, W.S.; Tu, C.; Silverman, D.N. Purification and kinetic analysis of recombinant CA XII, a membrane carbonic anhydrase overexpressed in certain cancers. Proc. Natl. Acad. Sci. USA 2000, 97, 14212-14217.
    • (2000) Proc. Natl. Acad. Sci. USA , vol.97 , pp. 14212-14217
    • Ulmasov, B.1    Waheed, A.2    Shah, G.N.3    Grubb, J.H.4    Sly, W.S.5    Tu, C.6    Silverman, D.N.7
  • 20
    • 0035859892 scopus 로고    scopus 로고
    • Crystal structure of the dimeric extracellular domain of human carbonic anhydrase XII, a bitopic membrane protein overexpressed in certain cancer tumor cells
    • Whittington, D. A.; Grubb, J. H.; Waheed, A.; Shah, G. N.; Sly, W. S.; Christianson, D. W. Crystal structure of the dimeric extracellular domain of human carbonic anhydrase XII, a bitopic membrane protein overexpressed in certain cancer tumor cells. Proc. Natl. Acad. Sci. USA 2001, 98, 9545-9559.
    • (2001) Proc. Natl. Acad. Sci. USA , vol.98 , pp. 9545-9559
    • Whittington, D.A.1    Grubb, J.H.2    Waheed, A.3    Shah, G.N.4    Sly, W.S.5    Christianson, D.W.6
  • 22
    • 70349199011 scopus 로고    scopus 로고
    • The proteoglycan region of the tumor-associated carbonic anhydrase isoform IX acts as an intrinsic buffer optimizing CO2 hydration at acidic pH values characteristic of solid tumors
    • Innocenti, A.; Pastorekova, S.; Pastorek, J.; Scozzafava, A.; De Simone, G.; Supuran, C.T. The proteoglycan region of the tumor-associated carbonic anhydrase isoform IX acts as an intrinsic buffer optimizing CO2 hydration at acidic pH values characteristic of solid tumors. Bioorg. Med. Chem. Lett. 2009, 19, 5825-5828.
    • (2009) Bioorg. Med. Chem. Lett , vol.19 , pp. 5825-5828
    • Innocenti, A.1    Pastorekova, S.2    Pastorek, J.3    Scozzafava, A.4    de Simone, G.5    Supuran, C.T.6
  • 24
    • 50649105780 scopus 로고    scopus 로고
    • Tumor-associated carbonic anhydrase 9 spatially coordinates intracellular pH in three-dimensional multicellular growth
    • Swietach, P.; Wigfield, S.; Cobden, P.; Supuran, C.T.; Harris, A.L.; Vaughan-Jones, R.D. Tumor-associated carbonic anhydrase 9 spatially coordinates intracellular pH in three-dimensional multicellular growth. J. Biol. Chem. 2008, 283, 20473-20483.
    • (2008) J. Biol. Chem , vol.283 , pp. 20473-20483
    • Swietach, P.1    Wigfield, S.2    Cobden, P.3    Supuran, C.T.4    Harris, A.L.5    Vaughan-Jones, R.D.6
  • 25
    • 0842281270 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: The first selective, membrane-impermeant inhibitors targeting the tumor-associated isozyme IX
    • Pastorekova, S.; Casini, A.; Scozzafava, A.; Vullo, D.; Pastorek, J.; Supuran, C.T. Carbonic anhydrase inhibitors: The first selective, membrane-impermeant inhibitors targeting the tumor-associated isozyme IX. Bioorg. Med. Chem. Lett. 2004, 14, 869-873.
    • (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 869-873
    • Pastorekova, S.1    Casini, A.2    Scozzafava, A.3    Vullo, D.4    Pastorek, J.5    Supuran, C.T.6
  • 26
    • 44449125717 scopus 로고    scopus 로고
    • Cancer-associated, hypoxia-inducible carbonic anhydrase IX facilitates CO2 diffusion
    • Swietach, P.; Wigfield, S.; Supuran, C.T.; Harris, A.L.; Vaughan-Jones, R.D. Cancer-associated, hypoxia-inducible carbonic anhydrase IX facilitates CO2 diffusion. BJU Int. 2008, 101 Suppl 4, 22-24.
    • (2008) BJU Int , vol.101 , Issue.SUPPL. 4 , pp. 22-24
    • Swietach, P.1    Wigfield, S.2    Supuran, C.T.3    Harris, A.L.4    Vaughan-Jones, R.D.5
  • 27
    • 0037315480 scopus 로고    scopus 로고
    • Indisulaman anticancer sulfonamide in clinical development
    • Supuran, C.T. Indisulaman anticancer sulfonamide in clinical development. Expert Opin. Investig. Drugs 2003, 12, 283-287.
    • (2003) Expert Opin. Investig. Drugs , vol.12 , pp. 283-287
    • Supuran, C.T.1
  • 28
    • 22744446294 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Sulfonamides inhibit isozyme IX mediated acidification of hypoxic tumors. Fluorescent sulfonamides design as probes of membrane-bound carbonic anhydrase isozymes involvement in tumorigenesis
    • Cecchi, A.; Hulikova, A.; Pastorek, J.; Pastoreková, S.; Scozzafava, A.; Winum, J.-Y.; Montero, J.-L.; Supuran, C.T. Carbonic anhydrase inhibitors. Sulfonamides inhibit isozyme IX mediated acidification of hypoxic tumors. Fluorescent sulfonamides design as probes of membrane-bound carbonic anhydrase isozymes involvement in tumorigenesis. J. Med. Chem. 2005, 48, 4834-4841.
    • (2005) J. Med. Chem , vol.48 , pp. 4834-4841
    • Cecchi, A.1    Hulikova, A.2    Pastorek, J.3    Pastoreková, S.4    Scozzafava, A.5    Winum, J.-Y.6    Montero, J.-L.7    Supuran, C.T.8
  • 29
    • 33750082400 scopus 로고    scopus 로고
    • Targeting tumor-associated carbonic anhydrase IX in cancer therapy
    • Thiry, A.; Dogné, J.-M.; Masereel, B.; Supuran C.T. Targeting tumor-associated carbonic anhydrase IX in cancer therapy. Trends Pharmacol. Sci. 2006, 27, 566-573.
    • (2006) Trends Pharmacol. Sci , vol.27 , pp. 566-573
    • Thiry, A.1    Dogné, J.-M.2    Masereel, B.3    Supuran, C.T.4
  • 31
    • 42549148009 scopus 로고    scopus 로고
    • Carbonic Anhydrase IX: A new druggable target for the design of antitumor agents
    • Winum, J.Y.; Rami, M.; Scozzafava, A.; Montero, J.L.; Supuran, C. Carbonic Anhydrase IX: a new druggable target for the design of antitumor agents. Med. Res. Rev. 2008, 28, 445-463.
    • (2008) Med. Res. Rev , vol.28 , pp. 445-463
    • Winum, J.Y.1    Rami, M.2    Scozzafava, A.3    Montero, J.L.4    Supuran, C.5
  • 32
    • 25144498040 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Inhibition of the tumor associated isozymes IX and XII with a library of aromatic and heteroaromatic sulfonamide
    • Özensoy, O.; Puccetti, L.; Fasolis, G.; Arslan, O.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors. Inhibition of the tumor associated isozymes IX and XII with a library of aromatic and heteroaromatic sulfonamide. Bioorg. Med. Chem. Lett. 2005, 15, 4862-4866.
    • (2005) Bioorg. Med. Chem. Lett , vol.15 , pp. 4862-4866
    • Özensoy, O.1    Puccetti, L.2    Fasolis, G.3    Arslan, O.4    Scozzafava, A.5    Supuran, C.T.6
  • 33
    • 33750471952 scopus 로고    scopus 로고
    • A novel class of carbonic anhydrase inhibitors: Glycoconjugate benzene sulfonamides prepared by "click-tailing"
    • Wilkinson, B.L.; Bornaghi, L.F.; Houston, T.A.; Innocenti, A.; Supuran, C.T.; Poulsen, S.-A. A novel class of carbonic anhydrase inhibitors: glycoconjugate benzene sulfonamides prepared by "click-tailing". J. Med. Chem. 2006, 49, 6539-6548.
    • (2006) J. Med. Chem , vol.49 , pp. 6539-6548
    • Wilkinson, B.L.1    Bornaghi, L.F.2    Houston, T.A.3    Innocenti, A.4    Supuran, C.T.5    Poulsen, S.-A.6
  • 34
    • 34248659399 scopus 로고    scopus 로고
    • Carbonic anhydrases as targets for medicinal chemistry
    • Supuran, C.T.; Scozzafava, A. Carbonic anhydrases as targets for medicinal chemistry. Bioorg. Med. Chem. 2007, 15, 4336-4350.
    • (2007) Bioorg. Med. Chem , vol.15 , pp. 4336-4350
    • Supuran, C.T.1    Scozzafava, A.2
  • 35
    • 0037911231 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Inhibition of tumor-associated isozyme IX with halogenosulfanilamide and halogenophenylaminobenzolamide derivatives
    • Ilies, M.A.; Vullo, D.; Pastorek, J.; Scozzafava, A.; Ilies, M.; Caproiu, M.T.; Pastorekova, S.; Supuran, C.T. Carbonic anhydrase inhibitors. Inhibition of tumor-associated isozyme IX with halogenosulfanilamide and halogenophenylaminobenzolamide derivatives. J. Med. Chem. 2003, 46, 2187-2196.
    • (2003) J. Med. Chem , vol.46 , pp. 2187-2196
    • Ilies, M.A.1    Vullo, D.2    Pastorek, J.3    Scozzafava, A.4    Ilies, M.5    Caproiu, M.T.6    Pastorekova, S.7    Supuran, C.T.8
  • 36
    • 0038587356 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Inhibition of cytosolic isozymes I and II and the transmembrane, tumor-associated isozyme IX with sulfamates including EMATE also acting as steroid sulfatase inhibitors
    • Winum, J.-Y.; Vullo, D.; Casini, A.; Montero, J.-L.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors: Inhibition of cytosolic isozymes I and II and the transmembrane, tumor-associated isozyme IX with sulfamates including EMATE also acting as steroid sulfatase inhibitors. J. Med. Chem. 2003, 46, 2197-2204.
    • (2003) J. Med. Chem , vol.46 , pp. 2197-2204
    • Winum, J.-Y.1    Vullo, D.2    Casini, A.3    Montero, J.-L.4    Scozzafava, A.5    Supuran, C.T.6
  • 37
    • 16244377468 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-A new target for the design of antitumor and antiglaucoma drugs?
    • Vullo, D.; Innocenti, A.; Nishimori, I.; Pastorek, J.; Scozzafava, A.; Pastorekova, S.; Supuran, C.T. Carbonic anhydrase inhibitors. Inhibition of the transmembrane isozyme XII with sulfonamides-A new target for the design of antitumor and antiglaucoma drugs? Bioorg. Med. Chem. Lett. 2005, 15, 963-969.
    • (2005) Bioorg. Med. Chem. Lett , vol.15 , pp. 963-969
    • Vullo, D.1    Innocenti, A.2    Nishimori, I.3    Pastorek, J.4    Scozzafava, A.5    Pastorekova, S.6    Supuran, C.T.7
  • 38
    • 22544439682 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Inhibition of the tumor-associated isozymes IX and XII with polyfluorinated aromatic/heterocyclic sulfonamides
    • Pastorekova, S.; Vullo, D.; Casini, A.; Scozzafava, A.; Pastorek, J.; Nishimori, I.; Supuran, C.T. Carbonic anhydrase inhibitors: Inhibition of the tumor-associated isozymes IX and XII with polyfluorinated aromatic/heterocyclic sulfonamides. J. Enz. Inhib. Med. Chem. 2005, 20, 211-217.
    • (2005) J. Enz. Inhib. Med. Chem , vol.20 , pp. 211-217
    • Pastorekova, S.1    Vullo, D.2    Casini, A.3    Scozzafava, A.4    Pastorek, J.5    Nishimori, I.6    Supuran, C.T.7
  • 39
    • 15044351878 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: X-Ray crystal structure of a benzenesulfonamide strong CA II and CA IX inhibitor bearing a pentafluorophenylaminothioureido tail in complex with isozyme II
    • Di Fiore, A.; De Simone, G.; Menchise, V.; Pedone, C.; Casini, A.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors: X-Ray crystal structure of a benzenesulfonamide strong CA II and CA IX inhibitor bearing a pentafluorophenylaminothioureido tail in complex with isozyme II. Bioorg. Med. Chem. Lett. 2005, 15, 1937-1942.
    • (2005) Bioorg. Med. Chem. Lett , vol.15 , pp. 1937-1942
    • Di Fiore, A.1    de Simone, G.2    Menchise, V.3    Pedone, C.4    Casini, A.5    Scozzafava, A.6    Supuran, C.T.7
  • 40
    • 24744467784 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Stacking with Phe131 determines active site binding region of inhibitors as exemplified by the X-ray crystal structure of a membrane-impermeant antitumor sulfonamide complexed with isozyme II
    • Menchise, V.; De Simone, G.; Alterio, V.; Di Fiore, A.; Pedone, C.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors: Stacking with Phe131 determines active site binding region of inhibitors as exemplified by the X-ray crystal structure of a membrane-impermeant antitumor sulfonamide complexed with isozyme II. J. Med. Chem. 2005, 48, 5721-5727.
    • (2005) J. Med. Chem , vol.48 , pp. 5721-5727
    • Menchise, V.1    de Simone, G.2    Alterio, V.3    Di Fiore, A.4    Pedone, C.5    Scozzafava, A.6    Supuran, C.T.7
  • 41
    • 33745644458 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: X-ray and molecular modeling study for the interaction of a fluorescent antitumor sulfonamide with isozyme II and IX
    • Alterio, V.; Vitale, R. M.; Monti, S. M.; Pedone, C.; Scozzafava, A.; Cecchi, A.; De Simone, G.; Supuran, C. T. Carbonic anhydrase inhibitors: X-ray and molecular modeling study for the interaction of a fluorescent antitumor sulfonamide with isozyme II and IX. J. Am. Chem. Soc. 2006, 128, 8329-8335.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 8329-8335
    • Alterio, V.1    Vitale, R.M.2    Monti, S.M.3    Pedone, C.4    Scozzafava, A.5    Cecchi, A.6    de Simone, G.7    Supuran, C.T.8
  • 42
    • 5344225272 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II and IX with sulfonamides incorporating 1,2,4-triazine moieties
    • Garaj, V.; Pucetti, L.; Fasolis, G.; Winum, J.-Y.; Montero, J.-L.; Scozzafava, A.; Vullo, D.; Innocenti, A.; Supuran, C.T. Carbonic anhydrase inhibitors: Synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II and IX with sulfonamides incorporating 1,2,4-triazine moieties. Bioorg. Med. Chem. Lett. 2004, 14, 5427-5433.
    • (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 5427-5433
    • Garaj, V.1    Pucetti, L.2    Fasolis, G.3    Winum, J.-Y.4    Montero, J.-L.5    Scozzafava, A.6    Vullo, D.7    Innocenti, A.8    Supuran, C.T.9
  • 43
    • 44449116191 scopus 로고    scopus 로고
    • Development of small molecule carbonic anhydrase IX inhibitors
    • Supuran, C.T. Development of small molecule carbonic anhydrase IX inhibitors. BJU Int. 2008, 101, 39-40.
    • (2008) BJU Int , vol.101 , pp. 39-40
    • Supuran, C.T.1
  • 46
    • 67649946943 scopus 로고    scopus 로고
    • The protein tyrosine kinase inhibitors imatinib and nilotinib strongly inhibit several mammalian-carbonic anhydrase isoforms
    • Parkkila, S.; Innocenti, A.; Kallio, H.; Hilvo, M.; Scozzafava, A.; Supuran, C.T. The protein tyrosine kinase inhibitors imatinib and nilotinib strongly inhibit several mammalian-carbonic anhydrase isoforms. Bioorg. Med. Chem. Lett. 2009, 19, 4102-4106.
    • (2009) Bioorg. Med. Chem. Lett , vol.19 , pp. 4102-4106
    • Parkkila, S.1    Innocenti, A.2    Kallio, H.3    Hilvo, M.4    Scozzafava, A.5    Supuran, C.T.6
  • 47
    • 69949128698 scopus 로고    scopus 로고
    • Imaging of CA IX with fluorescent labelled sulfonamides distinguishes hypoxic and (re)oxygenated cells in a xenograft tumour model
    • Dubois, L.; Lieuwes, N.G.; Maresca, A.; Thiry, A.; Supuran, C.T.; Scozzafava, A.; Wouters, B.G.; Lambin, P. Imaging of CA IX with fluorescent labelled sulfonamides distinguishes hypoxic and (re)oxygenated cells in a xenograft tumour model. Radiother. Oncol. 2009, 92, 423-428.
    • (2009) Radiother. Oncol , vol.92 , pp. 423-428
    • Dubois, L.1    Lieuwes, N.G.2    Maresca, A.3    Thiry, A.4    Supuran, C.T.5    Scozzafava, A.6    Wouters, B.G.7    Lambin, P.8
  • 48
    • 33748541296 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Hypoxia-activatable sulfonamides incorporating disulfide bonds that target the tumor-associated isoform IX
    • De Simone, G.; Vitale, R.M.; Di Fiore, A.; Pedone, C.; Scozzafava, A.; Montero, J.L.; Winum, J.Y.; Supuran, C.T. Carbonic anhydrase inhibitors: hypoxia-activatable sulfonamides incorporating disulfide bonds that target the tumor-associated isoform IX. J. Med. Chem. 2006, 49, 5544-5551.
    • (2006) J. Med. Chem , vol.49 , pp. 5544-5551
    • de Simone, G.1    Vitale, R.M.2    Di Fiore, A.3    Pedone, C.4    Scozzafava, A.5    Montero, J.L.6    Winum, J.Y.7    Supuran, C.T.8
  • 49
    • 34147144592 scopus 로고    scopus 로고
    • Poulsen, carbonic anhydrase inhibitors: Inhibition of isozymes I, II and IX with triazole-linked O-glycosides of benzene sulfonamides
    • Wilkinson, B.L.; Bornaghi, L.F.; Houston, T.A.; Innocenti, A.; Vullo, D.; Supuran, C.T. S.A. Poulsen, carbonic anhydrase inhibitors: Inhibition of isozymes I, II and IX with triazole-linked O-glycosides of benzene sulfonamides. J. Med. Chem. 2007, 50, 1651-1657.
    • (2007) J. Med. Chem , vol.50 , pp. 1651-1657
    • Wilkinson, B.L.1    Bornaghi, L.F.2    Houston, T.A.3    Innocenti, A.4    Vullo, D.5    Supuran, C.T.S.A.6
  • 50
    • 33845353402 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors: Clash with Ala65 as a means for designing inhibitors with low affinity for the ubiquitous isozyme II, exemplified by the crystal structure of the topiramate sulfamide analogue
    • Winum, J.Y.; Temperini, C.; El Cheikh, K.; Innocenti, A.; Vullo, D.; Ciattini, S.; Montero, J.L.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors: Clash with Ala65 as a means for designing inhibitors with low affinity for the ubiquitous isozyme II, exemplified by the crystal structure of the topiramate sulfamide analogue. J. Med. Chem. 2006, 49, 7024-7031.
    • (2006) J. Med. Chem , vol.49 , pp. 7024-7031
    • Winum, J.Y.1    Temperini, C.2    El Cheikh, K.3    Innocenti, A.4    Vullo, D.5    Ciattini, S.6    Montero, J.L.7    Scozzafava, A.8    Supuran, C.T.9
  • 51
    • 34547890260 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Inhibition of cytosolic isoforms I and II, and extracellular isoforms IV, IX and XII with sulfamides incorporating sugar moieties
    • Colinas, P.A.; Bravo, R.D.; Vullo, D.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors. Inhibition of cytosolic isoforms I and II, and extracellular isoforms IV, IX and XII with sulfamides incorporating sugar moieties. Bioorg. Med. Chem. Lett. 2007, 17, 5086-5090.
    • (2007) Bioorg. Med. Chem. Lett , vol.17 , pp. 5086-5090
    • Colinas, P.A.1    Bravo, R.D.2    Vullo, D.3    Scozzafava, A.4    Supuran, C.T.5
  • 52
    • 40049101317 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Interactions of phenols with the 12 catalytically active mammalian isoforms (CA I-XIV)
    • Innocenti, A.; Vullo, D.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors. Interactions of phenols with the 12 catalytically active mammalian isoforms (CA I-XIV). Bioorg. Med. Chem. Lett. 2008, 18, 1583-1587.
    • (2008) Bioorg. Med. Chem. Lett , vol.18 , pp. 1583-1587
    • Innocenti, A.1    Vullo, D.2    Scozzafava, A.3    Supuran, C.T.4
  • 53
    • 48449106536 scopus 로고    scopus 로고
    • Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid
    • Innocenti, A.; Vullo, D.; Scozzafava, A.; Supuran, C.T. Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of substituted phenols including paracetamol and salicylic acid. Bioorg. Med. Chem. 2008, 16, 7424-7428.
    • (2008) Bioorg. Med. Chem , vol.16 , pp. 7424-7428
    • Innocenti, A.1    Vullo, D.2    Scozzafava, A.3    Supuran, C.T.4
  • 54
    • 53249095401 scopus 로고    scopus 로고
    • In vitro effects of salicylic acid derivatives on human cytosolic carbonic anhydrase isozymes I and II
    • Bayram, E.; Senturk, M.; Kufrevioglu, O.I.; Supuran, C.T. In vitro effects of salicylic acid derivatives on human cytosolic carbonic anhydrase isozymes I and II. Bioorg. Med. Chem. 2008, 16, 9101-9105.
    • (2008) Bioorg. Med. Chem , vol.16 , pp. 9101-9105
    • Bayram, E.1    Senturk, M.2    Kufrevioglu, O.I.3    Supuran, C.T.4
  • 55
    • 58249094845 scopus 로고    scopus 로고
    • Hypoxia-inducible carbonic anhydrase IX and XII promote tumor cell growth by counteracting acidosis through the regulation of the intracellular pH
    • Chiche, J.; Ilc, K.; Laferrière, J.; Trottier, E.; Dayan, F.; Mazure, N.M.; Brahimi-Horn, M.C.; Pouysségur, J. Hypoxia-inducible carbonic anhydrase IX and XII promote tumor cell growth by counteracting acidosis through the regulation of the intracellular pH. Cancer Res. 2009, 69, 358-368.
    • (2009) Cancer Res , vol.69 , pp. 358-368
    • Chiche, J.1    Ilc, K.2    Laferrière, J.3    Trottier, E.4    Dayan, F.5    Mazure, N.M.6    Brahimi-Horn, M.C.7    Pouysségur, J.8
  • 56
    • 67651091693 scopus 로고    scopus 로고
    • In vivo targeting of tumor-associated carbonic anhydrases using acetazolamide derivatives
    • Ahlskog, J.K.J.; Dumelin, C.E.; Trüssel, S.; Marlind, J.; Neri, D. In vivo targeting of tumor-associated carbonic anhydrases using acetazolamide derivatives. Bioorg. Med. Chem. Lett. 2009, 19, 4851-4856.
    • (2009) Bioorg. Med. Chem. Lett , vol.19 , pp. 4851-4856
    • Ahlskog, J.K.J.1    Dumelin, C.E.2    Trüssel, S.3    Marlind, J.4    Neri, D.5
  • 57
    • 68749119336 scopus 로고    scopus 로고
    • Human monoclonal antibodies targeting carbonic anhydrase IX for the molecular imaging of hypoxic regions in solid tumours
    • Ahlskog, J.K.; Schliemann, C.; Mårlind, J.; Qureshi, U.; Ammar, A.; Pedleym R.B.; Neri, D. Human monoclonal antibodies targeting carbonic anhydrase IX for the molecular imaging of hypoxic regions in solid tumours. Br. J. Cancer 2009, 101, 645-657.
    • (2009) Br. J. Cancer , vol.101 , pp. 645-657
    • Ahlskog, J.K.1    Schliemann, C.2    Mårlind, J.3    Qureshi, U.4    Ammar, A.5    Pedleym, R.B.6    Neri, D.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.