메뉴 건너뛰기




Volumn 36, Issue 10, 2006, Pages 1317-1331

Cholane derivatives with potential ligating groups at the 3- and 24-positions

Author keywords

Ligand; Lithocholic acid; Pyridyl; Steroid; Thioether

Indexed keywords

CHOLANE DERIVATIVE; ETHER DERIVATIVE; LIGAND; LITHOCHOLIC ACID; METAL ION; OXIME DERIVATIVE; TRANSITION ELEMENT;

EID: 33645576386     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910500521803     Document Type: Article
Times cited : (7)

References (46)
  • 1
    • 0026215304 scopus 로고
    • Progestin-rhenium complexes: Metal-labeled steroids with high receptor binding affinity, potential receptor-directed agents for diagnostic imaging or therapy
    • DiZio, J. P.; Flaschi, R.; Davison, A.; Jones, A. G.; Katzenellenbogen, J. A. Progestin-rhenium complexes: Metal-labeled steroids with high receptor binding affinity, potential receptor-directed agents for diagnostic imaging or therapy. Bioconjugate Chem. 1991, 2, 353-366.
    • (1991) Bioconjugate Chem. , vol.2 , pp. 353-366
    • Dizio, J.P.1    Flaschi, R.2    Davison, A.3    Jones, A.G.4    Katzenellenbogen, J.A.5
  • 3
    • 37049072433 scopus 로고
    • Functionalization of technetium complexes to make them active in vivo
    • Spies, H.; Johannsen, B. Functionalization of technetium complexes to make them active in vivo. Analyst 1995, 120, 775-777.
    • (1995) Analyst , vol.120 , pp. 775-777
    • Spies, H.1    Johannsen, B.2
  • 4
    • 0029145533 scopus 로고
    • Rhenium carbonyl complexes of β-estradiol derivatives with high affinity for the estradiol receptor: An approach to selective organometallic radiopharmaceuticals
    • Top, S.; El Hafa, H.; Vessieres, A.; Quivy, J.; Vaissermann, J.; Hughes, D. W.; McGlinchey, M. J.; Mornon, J.-P.; Thoreau, E.; Jaouen, G. Rhenium carbonyl complexes of β-estradiol derivatives with high affinity for the estradiol receptor: An approach to selective organometallic radiopharmaceuticals. J. Am. Chem. Soc. 1995, 117, 8372-8380.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8372-8380
    • Top, S.1    El Hafa, H.2    Vessieres, A.3    Quivy, J.4    Vaissermann, J.5    Hughes, D.W.6    McGlinchey, M.J.7    Mornon, J.-P.8    Thoreau, E.9    Jaouen, G.10
  • 5
    • 0029318886 scopus 로고
    • Designing steroid receptor-based radiotracers to image breast and prostate tumors
    • Katzenellenbogen, J. A. Designing steroid receptor-based radiotracers to image breast and prostate tumors. J. Nucl. Med. 1995, 36, 8S-13S.
    • (1995) J. Nucl. Med. , vol.36
    • Katzenellenbogen, J.A.1
  • 6
    • 0031005262 scopus 로고    scopus 로고
    • The development of estrogen and progestin radiopharmaceuticals for imaging breast cancer
    • Katzenellenbogen, J. A.; Welch, M. J.; Dehdashti, F. The development of estrogen and progestin radiopharmaceuticals for imaging breast cancer. Anticanc. Res. 1997, 17, 1573-1576.
    • (1997) Anticanc. Res. , vol.17 , pp. 1573-1576
    • Katzenellenbogen, J.A.1    Welch, M.J.2    Dehdashti, F.3
  • 7
    • 0030808619 scopus 로고    scopus 로고
    • Technetium-99 m-labeled receptor-specific small-molecule radiopharmaceuticals: Recent developments and encouraging results
    • Hom, R. K.; Katzenellenbogen, J. A. Technetium-99 m-labeled receptor-specific small-molecule radiopharmaceuticals: Recent developments and encouraging results. Nucl. Med. Biol. 1997, 24, 485-498.
    • (1997) Nucl. Med. Biol. , vol.24 , pp. 485-498
    • Hom, R.K.1    Katzenellenbogen, J.A.2
  • 8
    • 0001294083 scopus 로고    scopus 로고
    • Potential technetium small molecule radiopharmaceuticals
    • Jurisson, S.S.; Lydon, J. D. Potential technetium small molecule radiopharmaceuticals. Chem. Rev. 1999, 99, 2205-2218.
    • (1999) Chem. Rev. , vol.99 , pp. 2205-2218
    • Jurisson, S.S.1    Lydon, J.D.2
  • 9
    • 0345440144 scopus 로고    scopus 로고
    • Synthesis and binding affinities of novel re-containing 7α-substituted estradiol complexes: Models for breast cancer imaging agents
    • Skaddan, M. B.; Wust, F. R.; Katzenellenbogen, J. A. Synthesis and binding affinities of novel re-containing 7α-substituted estradiol complexes: Models for breast cancer imaging agents. J. Org. Chem. 1999, 64, 8108-8121.
    • (1999) J. Org. Chem. , vol.64 , pp. 8108-8121
    • Skaddan, M.B.1    Wust, F.R.2    Katzenellenbogen, J.A.3
  • 10
    • 0242266521 scopus 로고    scopus 로고
    • 7α- and 17α-substituted estrogens containing tridentate tricarbonyl rhenium/technetium complexes: Synthesis of estrogen receptor imaging agents and evaluation using micropet with technetium-94m
    • Luyt, L. G.; Bigott, H. M.; Welch, M. J.; Katzenellenbogen, J. A. 7α- and 17α-substituted estrogens containing tridentate tricarbonyl rhenium/technetium complexes: Synthesis of estrogen receptor imaging agents and evaluation using micropet with technetium-94m. Bioorg. Med. Chem. 2003, 11, 4977-4989.
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 4977-4989
    • Luyt, L.G.1    Bigott, H.M.2    Welch, M.J.3    Katzenellenbogen, J.A.4
  • 11
    • 0037419577 scopus 로고    scopus 로고
    • Pyridine-containing cholesterols as versatile gelators of organic solvents and the subtle influence of ag(i) on the gel stability
    • Kawano, S.-I.; Fujita, N.; Bommel, K. J. C. V.; Shinkai, S. Pyridine-containing cholesterols as versatile gelators of organic solvents and the subtle influence of ag(i) on the gel stability. Chem. Lett. 2003, 32, 12-13.
    • (2003) Chem. Lett. , vol.32 , pp. 12-13
    • Kawano, S.-I.1    Fujita, N.2    Bommel, K.J.C.V.3    Shinkai, S.4
  • 12
    • 3442875845 scopus 로고    scopus 로고
    • Novel pearl-necklace porous CdS nanofiber templated by organogel
    • Xue, P.; Lu, R.; Huang, Y.; Jin, M.; Tan, C.; Bao, C.; Wang, Z.; Zhao, Y. Novel pearl-necklace porous CdS nanofiber templated by organogel. Langmuir 2004, 20, 6470-6475.
    • (2004) Langmuir , vol.20 , pp. 6470-6475
    • Xue, P.1    Lu, R.2    Huang, Y.3    Jin, M.4    Tan, C.5    Bao, C.6    Wang, Z.7    Zhao, Y.8
  • 13
    • 3242683774 scopus 로고    scopus 로고
    • Visible-light-harvesting organogel composed of cholesterol-based perylene derivatives
    • Sugiyasu, K.; Fujita, N.; Shinkai, S. Visible-light-harvesting organogel composed of cholesterol-based perylene derivatives. Angew. Chem., Int. Ed. Engl. 2004, 43, 1229-1233.
    • (2004) Angew. Chem., Int. Ed. Engl. , vol.43 , pp. 1229-1233
    • Sugiyasu, K.1    Fujita, N.2    Shinkai, S.3
  • 15
    • 0002503177 scopus 로고    scopus 로고
    • Bile acids as building blocks of supramolecular hosts
    • Tamminen, J.; Kolehmainen, E. Bile acids as building blocks of supramolecular hosts. Molecules 2001, 6, 21-46.
    • (2001) Molecules , vol.6 , pp. 21-46
    • Tamminen, J.1    Kolehmainen, E.2
  • 17
    • 4544234923 scopus 로고    scopus 로고
    • Use of bile acids in pharmacological and supramolecular applications
    • Virtanen, E.; Kolehmainen, E. Use of bile acids in pharmacological and supramolecular applications. Eur. J. Org. Chem. 2004, 3385-3399.
    • (2004) Eur. J. Org. Chem. , pp. 3385-3399
    • Virtanen, E.1    Kolehmainen, E.2
  • 20
    • 0002043691 scopus 로고    scopus 로고
    • Spermine and thermine conjugates of cholic acid condense DNA, but lithocholic acid polyamine conjugates do so more efficiently
    • Geall, A. J.; Al-Hadithi, D.; Blagbrough, I. S. Spermine and thermine conjugates of cholic acid condense DNA, but lithocholic acid polyamine conjugates do so more efficiently. Chem. Commun. 1998, 2035-2036.
    • (1998) Chem. Commun. , pp. 2035-2036
    • Geall, A.J.1    Al-Hadithi, D.2    Blagbrough, I.S.3
  • 21
    • 0032473480 scopus 로고    scopus 로고
    • Chemistry and cellular aspects of cationic facial amphiphiles
    • Walker, S.; Sofia, M. J.; Axelrod, H. R. Chemistry and cellular aspects of cationic facial amphiphiles. Adv. Drug Deliv. Rev. 1998, 30, 61-71.
    • (1998) Adv. Drug Deliv. Rev. , vol.30 , pp. 61-71
    • Walker, S.1    Sofia, M.J.2    Axelrod, H.R.3
  • 22
    • 0037398046 scopus 로고    scopus 로고
    • Polyamines and novel polyamine conjugates interact with DNA in ways that can be exploited in non-viral gene therapy
    • Blagbrough, I. S.; Geall, A. J.; Neal, A. P. Polyamines and novel polyamine conjugates interact with DNA in ways that can be exploited in non-viral gene therapy. Biochem. Soc. Trans. 2003, 31, 397-406.
    • (2003) Biochem. Soc. Trans. , vol.31 , pp. 397-406
    • Blagbrough, I.S.1    Geall, A.J.2    Neal, A.P.3
  • 23
    • 0030918276 scopus 로고    scopus 로고
    • Synthesis and characterization of a new bile acid and platinum(ii)-complex with cytostatic activity
    • Criado, J. J.; Herrera, M. C.; Palomero, M. F.; Medarde, M.; Rodriguez, E.; Marin, J. J.G. Synthesis and characterization of a new bile acid and platinum(ii)-complex with cytostatic activity. J. Lipid Res. 1997, 38, 1022-1032.
    • (1997) J. Lipid Res. , vol.38 , pp. 1022-1032
    • Criado, J.J.1    Herrera, M.C.2    Palomero, M.F.3    Medarde, M.4    Rodriguez, E.5    Marin, J.J.G.6
  • 24
    • 0034733408 scopus 로고    scopus 로고
    • Novel spacer linked bile acid-cisplatin compounds as a model for specific drug delivery, synthesis and characterization
    • Paschke, R.; Kalbitz, J.; Paetz, C. Novel spacer linked bile acid-cisplatin compounds as a model for specific drug delivery, synthesis and characterization. Inorg. Chim. Acta 2000, 304, 241-249.
    • (2000) Inorg. Chim. Acta , vol.304 , pp. 241-249
    • Paschke, R.1    Kalbitz, J.2    Paetz, C.3
  • 25
    • 0035994301 scopus 로고    scopus 로고
    • Relationship between tumor cell load and sensitivity to the cytostatic effect of two novel platinum-bile acid complexes, bamet-d3 and bamet-ud2
    • Larena, M. G.; Martinez-Diez, M. C.; Macias, R. I. R.; Dominguez, M. F.; Serrano, M. A.; Marin, J. J. G. Relationship between tumor cell load and sensitivity to the cytostatic effect of two novel platinum-bile acid complexes, bamet-d3 and bamet-ud2. J. Drug Targ. 2002, 10, 397-404.
    • (2002) J. Drug Targ. , vol.10 , pp. 397-404
    • Larena, M.G.1    Martinez-Diez, M.C.2    Macias, R.I.R.3    Dominguez, M.F.4    Serrano, M.A.5    Marin, J.J.G.6
  • 27
    • 0037377519 scopus 로고    scopus 로고
    • Cholic acid-carboplatin compounds (carbochapt) as models for specific drug delivery: Synthesis of novel carboplatin analogous derivatives and comparison of the cytotoxic properties with corresponding cisplatin compounds
    • Paschke, R.; Kalbitz, J.; Paetz, C.; Luckner, M.; Mueller, T.; Schmoll, H.-J.; Mueller, H.; Sorkau, E.; Sinn, E. Cholic acid-carboplatin compounds (carbochapt) as models for specific drug delivery: Synthesis of novel carboplatin analogous derivatives and comparison of the cytotoxic properties with corresponding cisplatin compounds. J. Inorg. Biochem. 2003, 94, 335-342.
    • (2003) J. Inorg. Biochem. , vol.94 , pp. 335-342
    • Paschke, R.1    Kalbitz, J.2    Paetz, C.3    Luckner, M.4    Mueller, T.5    Schmoll, H.-J.6    Mueller, H.7    Sorkau, E.8    Sinn, E.9
  • 28
    • 33645562436 scopus 로고    scopus 로고
    • Targeting of cytostatic bile acid derivatives toward tumours of the enterohepatic circuit
    • Marin, J. J.G.; Romero, M. R.; Vallejo, M.; Monte, M. J. Targeting of cytostatic bile acid derivatives toward tumours of the enterohepatic circuit. Cancer Ther. 2005, 3, 57-64.
    • (2005) Cancer Ther. , vol.3 , pp. 57-64
    • Marin, J.J.G.1    Romero, M.R.2    Vallejo, M.3    Monte, M.J.4
  • 29
    • 0030593865 scopus 로고    scopus 로고
    • Synthesis of "3 + 1" mixed-ligand oxorhenium(V) complexes containing modified 3,17β-estradiol
    • Wüst, F.; Spies, H.; Johannsen, B. Synthesis of "3 + 1" mixed-ligand oxorhenium(V) complexes containing modified 3,17β-estradiol. Bioorg. Med. Chem. Lett. 1996, 6, 2729-2734.
    • (1996) Bioorg. Med. Chem. Lett. , vol.6 , pp. 2729-2734
    • Wüst, F.1    Spies, H.2    Johannsen, B.3
  • 30
    • 0342546624 scopus 로고    scopus 로고
    • Synthesis of rhenium(I) and technetium(I) carbonyl/dithioether ligand complexes bearing 3,17α-estradiol
    • Reisgys, M.; Wuest, F.; Alberto, R.; Schibli, R. Synthesis of rhenium(I) and technetium(I) carbonyl/dithioether ligand complexes bearing 3,17α-estradiol. Bioorg. Med. Chem. Lett. 1997, 7, 2243-2246.
    • (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 2243-2246
    • Reisgys, M.1    Wuest, F.2    Alberto, R.3    Schibli, R.4
  • 31
    • 0037587760 scopus 로고    scopus 로고
    • Synthesis of 17α-substituted mercaptoalkynyl derivatives of 3,17α-estradiol
    • Wüst, F.; Spies, H.; Johannsen, B. Synthesis of 17α- substituted mercaptoalkynyl derivatives of 3,17α-estradiol. Tetrahedron Lett. 1997, 38, 2931-2932.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2931-2932
    • Wüst, F.1    Spies, H.2    Johannsen, B.3
  • 32
    • 0142228022 scopus 로고    scopus 로고
    • Synthesis of oxorhenium(V) complexes derived from 7α-functionalized testosterone: First rhenium-containing testosterone derivatives
    • Wüst, F.; Scheller, D.; Spies, H.; Johannsen, B. Synthesis of oxorhenium(V) complexes derived from 7α-functionalized testosterone: First rhenium-containing testosterone derivatives. Eur. J. Inorg. Chem. 1998, 789-793.
    • (1998) Eur. J. Inorg. Chem. , pp. 789-793
    • Wüst, F.1    Scheller, D.2    Spies, H.3    Johannsen, B.4
  • 33
    • 0039710691 scopus 로고    scopus 로고
    • Synthesis and binding affinities of new 17α-substituted estradiol-rhenium "n + 1" mixed-ligand and thioether-carbonyl complexes
    • Wüst, F.; Carlson, K. E.; Katzenellenbogen, J. A.; Spies, H.; Johannsen, B. Synthesis and binding affinities of new 17α-substituted estradiol-rhenium "n + 1" mixed-ligand and thioether-carbonyl complexes. Steroids 1998, 63, 665-671.
    • (1998) Steroids , vol.63 , pp. 665-671
    • Wüst, F.1    Carlson, K.E.2    Katzenellenbogen, J.A.3    Spies, H.4    Johannsen, B.5
  • 35
    • 3342944491 scopus 로고    scopus 로고
    • Estradiol derivatives bearing sulfur-containing substituents at the 11β or 7α positions: Versatile reagents for the preparation of estrogen conjugates
    • Spera, D.; Cabrera, G.; Fiaschi, R.; Carlson, K. E.; Katzenellenbogen, J. A.; Napolitano, E. Estradiol derivatives bearing sulfur-containing substituents at the 11β or 7α positions: Versatile reagents for the preparation of estrogen conjugates. Bioorg. Med. Chem. 2004, 12, 4393-4401.
    • (2004) Bioorg. Med. Chem. , vol.12 , pp. 4393-4401
    • Spera, D.1    Cabrera, G.2    Fiaschi, R.3    Carlson, K.E.4    Katzenellenbogen, J.A.5    Napolitano, E.6
  • 36
    • 8844272623 scopus 로고    scopus 로고
    • Modified oligonucleotides containing lithocholic acid in their backbones: Their enhanced cellular uptake and their mimicking of hairpin structures
    • Kim, S. J.; Bang, E.-K.; Kwon, H. J.; Shim, J. S.; Kim, B. H. Modified oligonucleotides containing lithocholic acid in their backbones: Their enhanced cellular uptake and their mimicking of hairpin structures. Chem. Bio. Chem. 2004, 5, 1517-1522.
    • (2004) Chem. Bio. Chem. , vol.5 , pp. 1517-1522
    • Kim, S.J.1    Bang, E.-K.2    Kwon, H.J.3    Shim, J.S.4    Kim, B.H.5
  • 37
    • 1642303397 scopus 로고    scopus 로고
    • Spacer flexibility in bis(pyridyl) ligands: Chelating organosilicon pyridylethynyl ligands
    • Sengupta, P.; Zhang, H.; Son, D. Y. Spacer flexibility in bis(pyridyl) ligands: Chelating organosilicon pyridylethynyl ligands. Inorg. Chem. 2004, 43, 1828-1830.
    • (2004) Inorg. Chem. , vol.43 , pp. 1828-1830
    • Sengupta, P.1    Zhang, H.2    Son, D.Y.3
  • 38
    • 17644397418 scopus 로고    scopus 로고
    • Synthesis and characterization of a versatile bis(pyridylether) ligand and its complexes with ag(I), cu(II) and co(II)
    • Siaw-Lattey, C.; Zhang, H.; Son, D. Y. Synthesis and characterization of a versatile bis(pyridylether) ligand and its complexes with ag(I), cu(II) and co(II). Polyhedron 2005, 24, 785-790.
    • (2005) Polyhedron , vol.24 , pp. 785-790
    • Siaw-Lattey, C.1    Zhang, H.2    Son, D.Y.3
  • 39
    • 4544221009 scopus 로고    scopus 로고
    • Helical metallopolymers from the coordination of new bis(pyridyl) terephthalate ligands with silver(I)
    • Kalra, M. K.; Zhang, H.; Son, D. Y. Helical metallopolymers from the coordination of new bis(pyridyl)terephthalate ligands with silver(I). Inorg. Chem. Commun. 2004, 7, 1019-1022.
    • (2004) Inorg. Chem. Commun. , vol.7 , pp. 1019-1022
    • Kalra, M.K.1    Zhang, H.2    Son, D.Y.3
  • 40
    • 5344236751 scopus 로고    scopus 로고
    • Synthesis of n,n-bis(2-thiazolinyl)-, n,n-bis(2-thiazolyl)-, and n,n-bis(2-pyrimidinyl)-benzene dicarboxamides
    • Gondi, S. R.; Son, D. Y. Synthesis of n,n-bis(2-thiazolinyl)-, n,n-bis(2-thiazolyl)-, and n,n-bis(2-pyrimidinyl)-benzene dicarboxamides. Synth. Commun. 2004, 34, 3061-3072.
    • (2004) Synth. Commun. , vol.34 , pp. 3061-3072
    • Gondi, S.R.1    Son, D.Y.2
  • 41
    • 24344510748 scopus 로고    scopus 로고
    • Mono-, bis-, and tris-1,3-dithiolane aromatic derivatives by esterification and amidation reactions
    • Gondi, S. R.; Son, D. Y. Mono-, bis-, and tris-1,3-dithiolane aromatic derivatives by esterification and amidation reactions. J. Sulfur Chem. 2005, 26, 13-19.
    • (2005) J. Sulfur Chem. , vol.26 , pp. 13-19
    • Gondi, S.R.1    Son, D.Y.2
  • 42
    • 0019528062 scopus 로고
    • P-toluenesulfonic acid/ methanol: Mild reagent for the preparation of bile acid methyl esters
    • Dayal, B.; Speck, J.; Bagan, E.; Tint, G. S.; Salen, G. P-toluenesulfonic acid/ methanol: Mild reagent for the preparation of bile acid methyl esters. Steroids 1981, 37, 239-242.
    • (1981) Steroids , vol.37 , pp. 239-242
    • Dayal, B.1    Speck, J.2    Bagan, E.3    Tint, G.S.4    Salen, G.5
  • 43
    • 0001119936 scopus 로고
    • Specific interactions between sodium deoxycholate and its water-insoluble analogues: Mechanisms for premicelle and micelle formation of sodium deoxycholate
    • Kano, K.; Tatemoto, S.; Hashimoto, S. Specific interactions between sodium deoxycholate and its water-insoluble analogues: Mechanisms for premicelle and micelle formation of sodium deoxycholate. J. Phys. Chem. 1991, 95, 966-970.
    • (1991) J. Phys. Chem. , vol.95 , pp. 966-970
    • Kano, K.1    Tatemoto, S.2    Hashimoto, S.3
  • 44
    • 0001166934 scopus 로고
    • 1,4-Dihydroxy-2,5-dioxopiperazines from activated n-hydroxy amino acids
    • Herscheid, J. D. M.; Colstee, J. H.; Ottenheijm, H. C. J. 1,4-Dihydroxy-2,5-dioxopiperazines from activated n-hydroxy amino acids. J. Org. Chem. 1981, 46, 3346-3348.
    • (1981) J. Org. Chem. , vol.46 , pp. 3346-3348
    • Herscheid, J.D.M.1    Colstee, J.H.2    Ottenheijm, H.C.J.3
  • 45
    • 33645575781 scopus 로고
    • Methanesulfonate esters of cholane alcohols
    • Chang, F. C. Methanesulfonate esters of cholane alcohols. J. Pharm. Sd. 1964, 53, 1014-1016.
    • (1964) J. Pharm. Sd. , vol.53 , pp. 1014-1016
    • Chang, F.C.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.