메뉴 건너뛰기




Volumn 55, Issue 17, 2012, Pages 7502-7515

Development of novel bisphosphonate prodrugs of doxorubicin for targeting bone metastases that are cleaved pH dependently or by cathepsin B: Synthesis, cleavage properties, and binding properties to hydroxyapatite as well as bone matrix

Author keywords

[No Author keywords available]

Indexed keywords

BISPHOSPHONIC ACID DERIVATIVE; CATHEPSIN B; DOXORUBICIN; HYDROXYAPATITE;

EID: 84866334630     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm300493m     Document Type: Article
Times cited : (91)

References (61)
  • 2
    • 0032512905 scopus 로고    scopus 로고
    • Bone metastases - The clinical problem
    • Rubens, R. D. Bone metastases-the clinical problem Eur. J. Cancer 1998, 34, 210-213
    • (1998) Eur. J. Cancer , vol.34 , pp. 210-213
    • Rubens, R.D.1
  • 3
    • 0030749321 scopus 로고    scopus 로고
    • Skeletal complications of malignancy
    • Coleman, R. E. Skeletal complications of malignancy Cancer 1997, 80, 1588-1594 (Pubitemid 27444031)
    • (1997) Cancer , vol.80 , Issue.8 SUPPL. , pp. 1588-1594
    • Coleman, R.E.1
  • 4
    • 0028851704 scopus 로고
    • Metastatic breast cancer
    • Rubens, R. D. Metastatic breast cancer Curr. Opin. Oncol. 1995, 7, 523-526
    • (1995) Curr. Opin. Oncol. , vol.7 , pp. 523-526
    • Rubens, R.D.1
  • 6
    • 0029886359 scopus 로고    scopus 로고
    • Bisphosphonates: A review of their pharmacokinetic properties
    • DOI 10.1016/8756-3282(95)00445-9
    • Lin, J. H. Bisphosphonates: a review of their pharmacokinetic properties Bone 1996, 18, 75-85 (Pubitemid 26092586)
    • (1996) Bone , vol.18 , Issue.2 , pp. 75-85
    • Lin, J.H.1
  • 8
    • 0023228018 scopus 로고
    • Skeletal localization of samarium-153 chelates: Potential therapeutic bone agents
    • Goeckeler, W. F.; Edwards, B.; Volkert, W. A.; Holmes, R. A.; Simon, J. Skeletal localization of samarium-153 chelates: potential therapeutic bone agents J. Nucl. Med. 1987, 28, 495-504 (Pubitemid 17074172)
    • (1987) Journal of Nuclear Medicine , vol.28 , Issue.4 , pp. 495-504
    • Goeckeler, W.F.1    Edwards, B.2    Volkert, W.A.3
  • 9
    • 0027958545 scopus 로고
    • Dosimetry and toxicity of samarium-153-EDTMP administered for bone pain due to skeletal metastases
    • Bayouth, J. E.; Macey, D. J.; Kasi, L. P.; Fossella, F. V. Dosimetry and toxicity of samarium-153-EDTMP administered for bone pain due to skeletal metastases J. Nucl. Med. 1994, 35, 63-69 (Pubitemid 24018442)
    • (1994) Journal of Nuclear Medicine , vol.35 , Issue.1 , pp. 63-69
    • Bayouth, J.E.1    Macey, D.J.2    Kasi, L.P.3    Fossella, F.V.4
  • 10
    • 0034950244 scopus 로고    scopus 로고
    • Relationship between physicochemical and osteotropic properties of bisphosphonic derivatives: Rational design for Osteotropic Drug Delivery System (ODDS)
    • DOI 10.1023/A:1011033326980
    • Hirabayashi, H.; Sawamoto, T.; Fujisaki, J.; Tokunaga, Y.; Kimura, S. Relationship between physicochemical and osteotropic properties of bisphosphonic derivatives: rational design for osteotropic drug delivery system (ODDS) Pharm. Res. 2001, 18, 646-651 (Pubitemid 32595793)
    • (2001) Pharmaceutical Research , vol.18 , Issue.5 , pp. 646-651
    • Hirabayashi, H.1    Sawamoto, T.2    Fujisaki, J.3    Tokunaga, Y.4    Kimura, S.5    Hata, T.6
  • 12
    • 0022609162 scopus 로고
    • Synthesis, antitumor activity, distribution and toxicity of 4-[4-[bis(2-chloroethyl)amino]phenyl]-1-hydroxybutane-1 1-bisphosphonic acid (BAD), a new lost derivative with increased accumulation in rat osteosarcoma
    • Wingen, F.; Sterz, H.; Blum, H.; Moller, H.; Pittermann, W. Synthesis, antitumor activity, distribution and toxicity of 4-[4-[bis(2-chloroethyl)amino] phenyl]-1-hydroxybutane-1 1-bisphosphonic acid (BAD), a new lost derivative with increased accumulation in rat osteosarcoma J. Cancer Res. Clin. Oncol. 1986, 111, 209-219 (Pubitemid 16093081)
    • (1986) Journal of Cancer Research and Clinical Oncology , vol.111 , Issue.3 , pp. 209-219
    • Wingen, F.1    Sterz, H.2    Blum, H.3
  • 13
    • 0023676172 scopus 로고
    • Anticancer activity of bisphosphonic acids in methylnitrosourea-induced mammary carcinoma of the rat-benefit of combining bisphosphonates with cytostatic agents
    • Wingen, F.; Pool, B. L.; Klein, P.; Klenner, T.; Schmahl, D. Anticancer activity of bisphosphonic acids in methylnitrosourea-induced mammary carcinoma of the rat-benefit of combining bisphosphonates with cytostatic agents Invest. New Drugs 1988, 6, 155-167
    • (1988) Invest. New Drugs , vol.6 , pp. 155-167
    • Wingen, F.1    Pool, B.L.2    Klein, P.3    Klenner, T.4    Schmahl, D.5
  • 14
    • 0023941758 scopus 로고
    • In vivo and in vitro investigations on biological effects of aromatic bis-(2-chloroethyl)amino-bisphosphonic acids, new agents proposed for chemotherapy of bone tumors: Cytostatic activity in rat osteosarcoma; Toxicity and genotoxicity in liver and bone marrow; Mutagenicity in S. typhimurium
    • Pool, B. L.; Berger, M.; Schlehofer, J. R.; Wingen, F. In vivo and in vitro investigations on biological effects of aromatic bis-(2-chloroethyl)amino- bisphosphonic acids, new agents proposed for chemotherapy of bone tumors: cytostatic activity in rat osteosarcoma; toxicity and genotoxicity in liver and bone marrow; mutagenicity in S. typhimurium Invest. New Drugs 1988, 6, 67-78
    • (1988) Invest. New Drugs , vol.6 , pp. 67-78
    • Pool, B.L.1    Berger, M.2    Schlehofer, J.R.3    Wingen, F.4
  • 15
    • 0025689647 scopus 로고
    • Cisplatin-linked phosphonates in the treatment of the transplantable osteosarcoma in vitro and in vivo
    • Klenner, T.; Valenzuela-Paz, P.; Keppler, B. K.; Angres, G.; Scherf, H. R. Cisplatin-linked phosphonates in the treatment of the transplantable osteosarcoma in vitro and in vivo Cancer Treat. Rev. 1990, 17, 253-259
    • (1990) Cancer Treat. Rev. , vol.17 , pp. 253-259
    • Klenner, T.1    Valenzuela-Paz, P.2    Keppler, B.K.3    Angres, G.4    Scherf, H.R.5
  • 16
    • 0025071192 scopus 로고
    • Anticancer-agent-linked phosphonates with antiosteolytic and antineoplastic properties: A promising perspective in the treatment of bone-related malignancies?
    • DOI 10.1007/BF01612916
    • Klenner, T.; Wingen, F.; Keppler, B. K.; Krempien, B.; Schmahl, D. Anticancer-agent-linked phosphonates with antiosteolytic and antineoplastic properties: a promising perspective in the treatment of bone-related malignancies? J. Cancer Res. Clin. Oncol. 1990, 116, 341-350 (Pubitemid 20296353)
    • (1990) Journal of Cancer Research and Clinical Oncology , vol.116 , Issue.4 , pp. 341-350
    • Klenner, T.1    Wingen, F.2    Keppler, B.K.3    Krempien, B.4    Schmahl, D.5
  • 18
    • 0027489470 scopus 로고
    • Synthesis of gem-bisphosphonic methotrexate conjugates and their biological response towards Walker's osteosarcoma
    • DOI 10.1016/0223-5234(93)90043-E
    • Sturtz, G. L.; Couthon, H. M.; Fabulet, O.; Mian, M.; Rosini, S. Synthesis of gem -bisphosphonic methotrexate conjugates and their biological response towards Walker's osteosarcoma Eur. J. Med. Chem. 1993, 28, 899-903 (Pubitemid 23347722)
    • (1993) European Journal of Medicinal Chemistry , vol.28 , Issue.11 , pp. 899-903
    • Sturtz, G.1    Couthon, H.2    Fabulet, O.3    Mian, M.4    Rosini, S.5
  • 19
    • 0029916520 scopus 로고    scopus 로고
    • Targeted delivery of antineoplastic agent to bone: Biodistribution studies of technetium-99m-labeled gem-bisphosphonate conjugate of methotrexate
    • Hosain, F.; Spencer, R. P.; Couthon, H. M.; Sturtz, G. L. Targeted delivery of antineoplastic agent to bone: biodistribution studies of technetium-99m-labeled gem -bisphosphonate conjugate of methotrexate J. Nucl. Med. 1996, 37, 105-107 (Pubitemid 26123435)
    • (1996) Journal of Nuclear Medicine , vol.37 , Issue.1 , pp. 105-107
    • Hosain, F.1    Spencer, R.P.2    Couthon, H.M.3    Sturtz, G.L.4
  • 21
    • 33747363746 scopus 로고    scopus 로고
    • 99mTc-labeled gemcitabine bisphosphonate drug conjugate as a probe to assess the potential for targeted chemotherapy of metastatic bone cancer
    • DOI 10.1016/j.nucmedbio.2006.06.004, PII S0969805106001053
    • El-Mabhouh, A. A.; Angelov, C. A.; Cavell, R.; Mercer, J. R. A 99mTc-labeled gemcitabine bisphosphonate drug conjugate as a probe to assess the potential for targeted chemotherapy of metastatic bone cancer Nucl. Med. Biol. 2006, 33, 715-722 (Pubitemid 44247739)
    • (2006) Nuclear Medicine and Biology , vol.33 , Issue.6 , pp. 715-722
    • El-Mabhouh, A.A.1    Angelov, C.A.2    Cavell, R.3    Mercer, J.R.4
  • 22
    • 45049086504 scopus 로고    scopus 로고
    • 188Re-labelled gemcitabine/bisphosphonate (Gem/BP): A multifunctional, bone-specific agent as a potential treatment for bone metastases
    • El-Mabhouh, A. A.; Mercer, J. R. 188Re-labelled gemcitabine/ bisphosphonate (Gem/BP): a multifunctional, bone-specific agent as a potential treatment for bone metastases Eur. J. Nucl. Med. Mol. Imaging 2008, 35, 1240-1248
    • (2008) Eur. J. Nucl. Med. Mol. Imaging , vol.35 , pp. 1240-1248
    • El-Mabhouh, A.A.1    Mercer, J.R.2
  • 23
    • 80051642446 scopus 로고    scopus 로고
    • A conjugate of gemcitabine with bisphosphonate (Gem/BP) shows potential as a targeted bone-specific therapeutic agent in an animal model of human breast cancer bone metastases
    • El-Mabhouh, A. A.; Nation, P. N.; Abele, J. T.; Riauka, T.; Postema, E. A conjugate of gemcitabine with bisphosphonate (Gem/BP) shows potential as a targeted bone-specific therapeutic agent in an animal model of human breast cancer bone metastases Oncol. Res. 2011, 19, 287-295
    • (2011) Oncol. Res. , vol.19 , pp. 287-295
    • El-Mabhouh, A.A.1    Nation, P.N.2    Abele, J.T.3    Riauka, T.4    Postema, E.5
  • 24
    • 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, 816-820
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 816-820
    • Erez, R.1    Ebner, S.2    Attali, B.3    Shabat, D.4
  • 25
    • 79961079796 scopus 로고    scopus 로고
    • Antiangiogenic antitumor activity of HPMA copolymer-paclitaxel- alendronate conjugate on breast cancer bone metastasis mouse model
    • Miller, K.; Eldar-Boock, A.; Polyak, D.; Segal, E.; Benayoun, L. Antiangiogenic antitumor activity of HPMA copolymer-paclitaxel-alendronate conjugate on breast cancer bone metastasis mouse model Mol. Pharmaceutics 2011, 8, 1052-1062
    • (2011) Mol. Pharmaceutics , vol.8 , pp. 1052-1062
    • Miller, K.1    Eldar-Boock, A.2    Polyak, D.3    Segal, E.4    Benayoun, L.5
  • 26
    • 79955130099 scopus 로고    scopus 로고
    • Enhanced antitumor activity and safety profile of targeted nanoscaled HPMA copolymer-alendronate-TNP-470 conjugate in the treatment of bone malignances
    • Segal, E.; Pan, H.; Benayoun, L.; Kopeckova, P.; Shaked, Y. Enhanced antitumor activity and safety profile of targeted nanoscaled HPMA copolymer-alendronate-TNP-470 conjugate in the treatment of bone malignances Biomaterials 2011, 32, 4450-4463
    • (2011) Biomaterials , vol.32 , pp. 4450-4463
    • Segal, E.1    Pan, H.2    Benayoun, L.3    Kopeckova, P.4    Shaked, Y.5
  • 27
    • 70349784954 scopus 로고    scopus 로고
    • Targeting bone metastases with a bispecific anticancer and antiangiogenic polymer-alendronate-taxane conjugate
    • Miller, K.; Erez, R.; Segal, E.; Shabat, D.; Satchi-Fainaro, R. Targeting bone metastases with a bispecific anticancer and antiangiogenic polymer-alendronate-taxane conjugate Angew. Chem., Int. Ed. Engl. 2009, 48, 2949-2954
    • (2009) Angew. Chem., Int. Ed. Engl. , vol.48 , pp. 2949-2954
    • Miller, K.1    Erez, R.2    Segal, E.3    Shabat, D.4    Satchi-Fainaro, R.5
  • 28
    • 51049117949 scopus 로고    scopus 로고
    • Biodistribution and pharmacokinetic studies of bone-targeting N -(2-hydroxypropyl)methacrylamide copolymer-alendronate conjugates
    • Pan, H.; Sima, M.; Kopeckova, P.; Wu, K.; Gao, S. Biodistribution and pharmacokinetic studies of bone-targeting N -(2-hydroxypropyl)methacrylamide copolymer-alendronate conjugates Mol. Pharmaceutics 2008, 5, 548-558
    • (2008) Mol. Pharmaceutics , vol.5 , pp. 548-558
    • Pan, H.1    Sima, M.2    Kopeckova, P.3    Wu, K.4    Gao, S.5
  • 29
    • 0024461376 scopus 로고
    • Osteoclastic bone resorption by a polarized vacuolar proton pump
    • Blair, H. C.; Teitelbaum, S. L.; Ghiselli, R.; Gluck, S. Osteoclastic bone resorption by a polarized vacuolar proton pump Science 1989, 245, 855-857 (Pubitemid 19223662)
    • (1989) Science , vol.245 , Issue.4920 , pp. 855-857
    • Blair, H.C.1    Teitelbaum, S.L.2    Ghiselli, R.3    Gluck, S.4
  • 30
    • 0030797216 scopus 로고    scopus 로고
    • Endocytic pathway from the basal plasma membrane to the ruffled border membrane in bone-resorbing osteoclasts
    • Palokangas, H.; Mulari, M.; Vaananen, H. K. Endocytic pathway from the basal plasma membrane to the ruffled border membrane in bone-resorbing osteoclasts J. Cell Sci. 1997, 110 (Pt 15) 1767-1780 (Pubitemid 27352856)
    • (1997) Journal of Cell Science , vol.110 , Issue.15 , pp. 1767-1780
    • Palokangas, H.1    Mulari, M.2    Vaananen, H.K.3
  • 31
    • 0022348139 scopus 로고
    • Cell-mediated extracellular acidification and bone resorption: Evidence for a low pH in resorbing lacunae and localization of a 100-kD lysosomal membrane protein at the osteoclast ruffled border
    • DOI 10.1083/jcb.101.6.2210
    • Baron, R.; Neff, L.; Louvard, D.; Courtoy, P. J. Cell-mediated extracellular acidification and bone resorption: evidence for a low pH in resorbing lacunae and localization of a 100 kD lysosomal membrane protein at the osteoclast ruffled border J. Cell Biol. 1985, 101, 2210-2222 (Pubitemid 16169951)
    • (1985) Journal of Cell Biology , vol.101 , Issue.6 , pp. 2210-2222
    • Baron, R.1    Neff, L.2    Louvard, D.3    Courtoy, P.J.4
  • 33
    • 0034284970 scopus 로고    scopus 로고
    • Bone resorption by osteoclasts
    • Teitelbaum, S. L. Bone resorption by osteoclasts Science 2000, 289, 1504-1508
    • (2000) Science , vol.289 , pp. 1504-1508
    • Teitelbaum, S.L.1
  • 34
    • 0038605071 scopus 로고    scopus 로고
    • Regulation of bone cell function by acid-base balance
    • DOI 10.1079/PNS2003268
    • Arnett, T. Regulation of bone cell function by acid-base balance Proc. Nutr. Soc. 2003, 62, 511-520 (Pubitemid 36841626)
    • (2003) Proceedings of the Nutrition Society , vol.62 , Issue.2 , pp. 511-520
    • Arnett, T.1
  • 35
    • 0033087688 scopus 로고    scopus 로고
    • Elevation of urokinase-type plasminogen activator and its receptor densities as new predictors of disease progression and prognosis in men with prostate cancer
    • Miyake, H.; Hara, I.; Yamanaka, K.; Arakawa, S.; Kamidono, S. Elevation of urokinase-type plasminogen activator and its receptor densities as new predictors of disease progression and prognosis in men with prostate cancer Int. J. Oncol. 1999, 14, 535-541
    • (1999) Int. J. Oncol. , vol.14 , pp. 535-541
    • Miyake, H.1    Hara, I.2    Yamanaka, K.3    Arakawa, S.4    Kamidono, S.5
  • 36
    • 36148935234 scopus 로고    scopus 로고
    • The roles of proteolytic enzymes in the development of tumour-induced bone disease in breast and prostate cancer
    • DOI 10.1016/j.bone.2007.07.024, PII S875632820700600X
    • Woodward, J. K. L.; Holen, I.; Coleman, R. E.; Buttle, D. J. The roles of proteolytic enzymes in the development of tumour-induced bone disease in breast and prostate cancer Bone 2007, 41, 912-927 (Pubitemid 350116741)
    • (2007) Bone , vol.41 , Issue.6 , pp. 912-927
    • Woodward, J.K.L.1    Holen, I.2    Coleman, R.E.3    Buttle, D.J.4
  • 38
    • 15744371624 scopus 로고    scopus 로고
    • Bone microenvironment modulates expression and activity of cathepsin B in prostate cancer
    • DOI 10.1593/neo.04349
    • Podgorski, I.; Linebaugh, B. E.; Sameni, M.; Jedeszko, C.; Bhagat, S. Bone microenvironment modulates expression and activity of cathepsin B in prostate cancer Neoplasia 2005, 7, 207-223 (Pubitemid 40411633)
    • (2005) Neoplasia , vol.7 , Issue.3 , pp. 207-223
    • Podgorski, I.1    Linebaugh, B.E.2    Sameni, M.3    Jedeszko, C.4    Bhagat, S.5    Cher, M.L.6    Sloane, B.F.7
  • 41
    • 0342314489 scopus 로고    scopus 로고
    • A novel macromolecular prodrug concept exploiting endogenous serum albumin as a drug carrier for cancer chemotherapy [2]
    • DOI 10.1021/jm9905864
    • Kratz, F.; Muller-Driver, R.; Hofmann, I.; Drevs, J.; Unger, C. A novel macromolecular prodrug concept exploiting endogenous serum albumin as a drug carrier for cancer chemotherapy J. Med. Chem. 2000, 43, 1253-1256 (Pubitemid 30212566)
    • (2000) Journal of Medicinal Chemistry , vol.43 , Issue.7 , pp. 1253-1256
    • Kratz, F.1    Muller-Driver, R.2    Hofmann, I.3    Drevs, J.4    Unger, C.5
  • 43
    • 27644436770 scopus 로고    scopus 로고
    • Development of albumin-binding doxorubicin pro-drugs that are cleaved by prostate-specific antigen
    • DOI 10.1002/ardp.200500130
    • Kratz, F.; Mansour, A.; Soltau, J.; Warnecke, A.; Fichtner, I. Development of albumin-binding doxorubicin prodrugs that are cleaved by prostate-specific antigen Arch. Pharm. (Weinheim) 2005, 338, 462-472 (Pubitemid 41564256)
    • (2005) Archiv der Pharmazie , vol.338 , Issue.10 , pp. 462-472
    • Kratz, F.1    Mansour, A.2    Soltau, J.3    Warnecke, A.4    Fichtner, I.5    Unger, C.6    Drevs, J.7
  • 44
    • 33747339731 scopus 로고    scopus 로고
    • Development of a novel albumin-binding prodrug that is cleaved by urokinase-type-plasminogen activator (uPA)
    • DOI 10.1016/j.bmcl.2006.07.023, PII S0960894X06007979
    • Chung, D.-E.; Kratz, F. Development of a novel albumin-binding prodrug that is cleaved by urokinase-type plasminogen activator (uPA) Bioorg. Med. Chem. Lett. 2006, 16, 5157-5163 (Pubitemid 44247692)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.19 , pp. 5157-5163
    • Chung, D.-E.1    Kratz, F.2
  • 45
    • 34347354414 scopus 로고    scopus 로고
    • Albumin-binding prodrugs of camptothecin and doxorubicin with an Ala-Leu-Ala-Leu-Linker that are cleaved by cathepsin B: Synthesis and antitumor efficacy
    • DOI 10.1021/bc0602735
    • Schmid, B.; Chung, D.-E.; Warnecke, A.; Fichtner, I.; Kratz, F. Albumin-binding prodrugs of camptothecin and doxorubicin with an Ala-Leu-Ala-Leu-linker that are cleaved by cathepsin B: synthesis and antitumor efficacy Bioconjugate Chem. 2007, 18, 702-716 (Pubitemid 47010789)
    • (2007) Bioconjugate Chemistry , vol.18 , Issue.3 , pp. 702-716
    • Schmid, B.1    Chung, D.-E.2    Warnecke, A.3    Fichtner, I.4    Kratz, F.5
  • 46
    • 34249980937 scopus 로고    scopus 로고
    • DOXO-EMCH (INNO-206): The first albumin-binding prodrug of doxorubicin to enter clinical trials
    • DOI 10.1517/13543784.16.6.855
    • Kratz, F. DOXO-EMCH (INNO-206): the first albumin-binding prodrug of doxorubicin to enter clinical trials Expert Opin. Invest. Drugs 2007, 16, 855-866 (Pubitemid 46882358)
    • (2007) Expert Opinion on Investigational Drugs , vol.16 , Issue.6 , pp. 855-866
    • Kratz, F.1
  • 47
    • 56949084877 scopus 로고    scopus 로고
    • Albumin as a drug carrier: Design of prodrugs, drug conjugates and nanoparticles
    • Kratz, F. Albumin as a drug carrier: design of prodrugs, drug conjugates and nanoparticles J. Controlled Release 2008, 132, 171-183
    • (2008) J. Controlled Release , vol.132 , pp. 171-183
    • Kratz, F.1
  • 50
    • 67349200996 scopus 로고    scopus 로고
    • In vitro and in vivo study of an albumin-binding prodrug of doxorubicin that is cleaved by cathepsin B
    • Abu Ajaj, K.; Graeser, R.; Fichtner, I.; Kratz, F. In vitro and in vivo study of an albumin-binding prodrug of doxorubicin that is cleaved by cathepsin B Cancer Chemother. Pharmacol. 2009, 64, 413-418
    • (2009) Cancer Chemother. Pharmacol. , vol.64 , pp. 413-418
    • Abu Ajaj, K.1    Graeser, R.2    Fichtner, I.3    Kratz, F.4
  • 52
    • 36148935234 scopus 로고    scopus 로고
    • The roles of proteolytic enzymes in the development of tumour-induced bone disease in breast and prostate cancer
    • DOI 10.1016/j.bone.2007.07.024, PII S875632820700600X
    • Woodward, J. K.; Holen, I.; Coleman, R. E.; Buttle, D. J. The roles of proteolytic enzymes in the development of tumour-induced bone disease in breast and prostate cancer Bone 2007, 41, 912-927 (Pubitemid 350116741)
    • (2007) Bone , vol.41 , Issue.6 , pp. 912-927
    • Woodward, J.K.L.1    Holen, I.2    Coleman, R.E.3    Buttle, D.J.4
  • 53
    • 0033380522 scopus 로고    scopus 로고
    • Alterations in proteolytic activity at low pH and its association with invasion: A theoretical model
    • DOI 10.1023/A:1006667303583
    • Webb, S. D.; Sherratt, J. A.; Fish, R. G. Alterations in proteolytic activity at low pH and its association with invasion: a theoretical model Clin. Exp. Metastasis 1999, 17, 397-407 (Pubitemid 30019997)
    • (1999) Clinical and Experimental Metastasis , vol.17 , Issue.5 , pp. 397-407
    • Webb, S.D.1    Sherratt, J.A.2    Fish, R.G.3
  • 54
    • 0029950355 scopus 로고    scopus 로고
    • Expression, subcellular distribution and plasma membrane binding of cathepsin B and gelatinases in bone metastatic tissue
    • Arkona, C.; Wiederanders, B. Expression, subcellular distribution and plasma membrane binding of cathepsin B and gelatinases in bone metastatic tissue Biol. Chem. 1996, 377, 695-702 (Pubitemid 26418094)
    • (1996) Biological Chemistry , vol.377 , Issue.11 , pp. 695-702
    • Arkona, C.1    Wiederanders, B.2
  • 55
    • 0036074253 scopus 로고    scopus 로고
    • Cathepsin B-labile dipeptide linkers for lysosomal release of doxorubicin from internalizing immunoconjugates: Model studies of enzymatic drug release and antigen-specific in vitro anticancer activity
    • DOI 10.1021/bc025536j
    • Dubowchik, G. M.; Firestone, R. A.; Padilla, L.; Willner, D.; Hofstead, S. J. Cathepsin B-labile dipeptide linkers for lysosomal release of doxorubicin from internalizing immunoconjugates: model studies of enzymatic drug release and antigen-specific in vitro anticancer activity Bioconjugate Chem. 2002, 13, 855-869 (Pubitemid 34801129)
    • (2002) Bioconjugate Chemistry , vol.13 , Issue.4 , pp. 855-869
    • Dubowchik, G.M.1    Firestone, R.A.2    Padilla, L.3    Willner, D.4    Hofstead, S.J.5    Mosure, K.6    Knipe, J.O.7    Lasch, S.J.8    Trail, P.A.9
  • 56
    • 0032170893 scopus 로고    scopus 로고
    • Cathepsin substrates as cleavable peptide linkers in bioconjugates, selected from a fluorescence quench combinatorial library
    • Peterson, J. J.; Meares, C. F. Cathepsin substrates as cleavable peptide linkers in bioconjugates, selected from a fluorescence quench combinatorial library Bioconjugate Chem. 1998, 9, 618-626
    • (1998) Bioconjugate Chem. , vol.9 , pp. 618-626
    • Peterson, J.J.1    Meares, C.F.2
  • 57
    • 0019765848 scopus 로고
    • Cathepsin B, cathepsin H, and cathepsin L
    • Barrett, A. J.; Kirschke, H. Cathepsin B, cathepsin H, and cathepsin L Methods Enzymol. 1981, 80 (Pt C) 535-561
    • (1981) Methods Enzymol. , vol.80 , Issue.PART C , pp. 535-561
    • Barrett, A.J.1    Kirschke, H.2
  • 58
    • 0015990255 scopus 로고
    • Human placental cathepsin B1. Isolation and some physical properties
    • Swanson, A. A.; Martin, B. J.; Spicer, S. S. Human placental cathepsin B1. Isolation and some physical properties Biochem. J. 1974, 137, 223-228
    • (1974) Biochem. J. , vol.137 , pp. 223-228
    • Swanson, A.A.1    Martin, B.J.2    Spicer, S.S.3
  • 59
    • 0026318521 scopus 로고
    • Bisphosphonates: Pharmacology and use in the treatment of tumour-induced hypercalcaemic and metastatic bone disease
    • Fleisch, H. Bisphosphonates. Pharmacology and use in the treatment of tumour-induced hypercalcaemic and metastatic bone disease Drugs 1991, 42, 919-944 (Pubitemid 21920790)
    • (1991) Drugs , vol.42 , Issue.6 , pp. 919-944
    • Fleisch, H.1
  • 60
    • 62549144354 scopus 로고    scopus 로고
    • Development of protein-binding bifunctional linkers for a new generation of dual-acting prodrugs
    • Abu Ajaj, K.; Biniossek, M. L.; Kratz, F. Development of protein-binding bifunctional linkers for a new generation of dual-acting prodrugs Bioconjugate Chem. 2009, 20, 390-396
    • (2009) Bioconjugate Chem. , vol.20 , pp. 390-396
    • Abu Ajaj, K.1    Biniossek, M.L.2    Kratz, F.3
  • 61


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.