메뉴 건너뛰기




Volumn 64, Issue 11, 2012, Pages 1031-1045

Amplified release through the stimulus triggered degradation of self-immolative oligomers, dendrimers, and linear polymers

Author keywords

Biodegradable polymers; Cascade reactions; Depolymerization; Drug delivery; Nanoparticles; Prodrugs; Sensors

Indexed keywords

BIOLOGICAL SIGNALS; CASCADE REACTIONS; DELIVERY SYSTEMS; DRUG DELIVERY VEHICLES; DRUG MOLECULES; INTRAMOLECULAR REACTIONS; LINEAR POLYMERS; MOLECULAR FRAGMENTATION; NANO SCALE; PHYSIOLOGICAL CONDITION; PRODRUGS; RELEASE STRATEGIES; THERAPEUTIC TARGETS;

EID: 84864512974     PISSN: 0169409X     EISSN: 18728294     Source Type: Journal    
DOI: 10.1016/j.addr.2011.09.012     Document Type: Review
Times cited : (136)

References (128)
  • 1
    • 73949144551 scopus 로고    scopus 로고
    • Designer biomaterials for nanomedicine
    • Doshi N., Mitragotri S. Designer biomaterials for nanomedicine. Adv. Funct. Mater. 2009, 19:3843-3854.
    • (2009) Adv. Funct. Mater. , vol.19 , pp. 3843-3854
    • Doshi, N.1    Mitragotri, S.2
  • 2
    • 70450221930 scopus 로고    scopus 로고
    • Biodegradable polymeric nanoparticles based drug delivery systems
    • Kumari A., Yadav S.K., Yadav S.C. Biodegradable polymeric nanoparticles based drug delivery systems. Colloids Surf. B. 2010, 75:1-18.
    • (2010) Colloids Surf. B. , vol.75 , pp. 1-18
    • Kumari, A.1    Yadav, S.K.2    Yadav, S.C.3
  • 3
    • 68549126855 scopus 로고    scopus 로고
    • Block copolymer micelles for delivery of cancer therapy: Transport at the whole body, tissue and cellular levels
    • Mikhail A.S., Allen C. Block copolymer micelles for delivery of cancer therapy: Transport at the whole body, tissue and cellular levels. J. Control. Release 2009, 138:214-223.
    • (2009) J. Control. Release , vol.138 , pp. 214-223
    • Mikhail, A.S.1    Allen, C.2
  • 4
    • 84864513684 scopus 로고    scopus 로고
    • Polymeric micelles for therapeutic applications in medicine
    • Torchilin V.P. Polymeric micelles for therapeutic applications in medicine. Nano Sci. Nano Technol. 2010, 9:261-299.
    • (2010) Nano Sci. Nano Technol. , vol.9 , pp. 261-299
    • Torchilin, V.P.1
  • 5
    • 77953283407 scopus 로고    scopus 로고
    • Lipid nanoparticles: effect on bioavailability and pharmacokinetic changes
    • Springer-Verlag, Heidelberg, M. Schäfer-Korting (Ed.)
    • Souto E.B., Müller R.H. Lipid nanoparticles: effect on bioavailability and pharmacokinetic changes. Drug Delivery 2010, 115-142. Springer-Verlag, Heidelberg. M. Schäfer-Korting (Ed.).
    • (2010) Drug Delivery , pp. 115-142
    • Souto, E.B.1    Müller, R.H.2
  • 7
    • 10044286158 scopus 로고    scopus 로고
    • Biodegradable polymersomes as a basis for artificial cells: encapsulation, release and targeting
    • Meng F., Engbers G.H.M., Feijen J. Biodegradable polymersomes as a basis for artificial cells: encapsulation, release and targeting. J. Control. Release 2005, 101:187-198.
    • (2005) J. Control. Release , vol.101 , pp. 187-198
    • Meng, F.1    Engbers, G.H.M.2    Feijen, J.3
  • 9
    • 33747840618 scopus 로고    scopus 로고
    • Polymer conjugates as anticancer nanomedicines
    • Duncan R. Polymer conjugates as anticancer nanomedicines. Nat. Rev. Cancer 2006, 6:688-701.
    • (2006) Nat. Rev. Cancer , vol.6 , pp. 688-701
    • Duncan, R.1
  • 10
    • 70349979533 scopus 로고    scopus 로고
    • Polymer therapeutics: clinical applications and challenges for development
    • Vincent M.J., Ringsdorf H., Duncan R. Polymer therapeutics: clinical applications and challenges for development. Adv. Drug Deliv. Rev. 2009, 61:1117-1120.
    • (2009) Adv. Drug Deliv. Rev. , vol.61 , pp. 1117-1120
    • Vincent, M.J.1    Ringsdorf, H.2    Duncan, R.3
  • 11
    • 12844258906 scopus 로고    scopus 로고
    • Dendrimers and dendritic polymers in drug delivery
    • Gillies E.R., Fréchet J.M.J. Dendrimers and dendritic polymers in drug delivery. Drug Discov. Today 2005, 10:35-43.
    • (2005) Drug Discov. Today , vol.10 , pp. 35-43
    • Gillies, E.R.1    Fréchet, J.M.J.2
  • 14
    • 27944508780 scopus 로고    scopus 로고
    • Polyketal nanoparticles: a new pH-sensitive biodegradable drug delivery vehicle
    • Hefferman M.J., Murthy N. Polyketal nanoparticles: a new pH-sensitive biodegradable drug delivery vehicle. Bioconjug. Chem. 2005, 16:1340-1342.
    • (2005) Bioconjug. Chem. , vol.16 , pp. 1340-1342
    • Hefferman, M.J.1    Murthy, N.2
  • 15
    • 33847073760 scopus 로고    scopus 로고
    • Synthesis and degradation of pH-sensitive linear poly(amidoamine)s
    • Jain R., Standley S.M., Frechet J.M.J. Synthesis and degradation of pH-sensitive linear poly(amidoamine)s. Macromolecules 2007, 40:452-457.
    • (2007) Macromolecules , vol.40 , pp. 452-457
    • Jain, R.1    Standley, S.M.2    Frechet, J.M.J.3
  • 16
    • 0037164040 scopus 로고    scopus 로고
    • A novel strategy for encapsulation and release of proteins: hydrogels and microgels with acid-labile acetal cross-linkers
    • Murthy N., Thng Y.X., Schuck S., Xu M., Frechet J.M.J. A novel strategy for encapsulation and release of proteins: hydrogels and microgels with acid-labile acetal cross-linkers. J. Am. Chem. Soc. 2002, 124:12398-12399.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12398-12399
    • Murthy, N.1    Thng, Y.X.2    Schuck, S.3    Xu, M.4    Frechet, J.M.J.5
  • 17
    • 64149094873 scopus 로고    scopus 로고
    • Stimuli-responsive polymersomes for programmed drug delivery
    • Meng F., Zhong Z., Feijen J. Stimuli-responsive polymersomes for programmed drug delivery. Biomacromolecules 2009, 10:197-209.
    • (2009) Biomacromolecules , vol.10 , pp. 197-209
    • Meng, F.1    Zhong, Z.2    Feijen, J.3
  • 18
    • 0142119372 scopus 로고    scopus 로고
    • Design of environment-sensitive supramolecular assemblies for intracellular drug delivery: polymeric micelles that are responsive to intracellular pH change
    • Bae Y., Fukushima S., Harada A., Kataoka K. Design of environment-sensitive supramolecular assemblies for intracellular drug delivery: polymeric micelles that are responsive to intracellular pH change. Angew. Chem. Int. Ed. 2003, 42:4640-4643.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 4640-4643
    • Bae, Y.1    Fukushima, S.2    Harada, A.3    Kataoka, K.4
  • 19
    • 15244345124 scopus 로고    scopus 로고
    • PH-Responsive copolymer assemblies for controlled release of doxorubicin
    • Gillies E.R., Fréchet J.M.J. pH-Responsive copolymer assemblies for controlled release of doxorubicin. Bioconjug. Chem. 2005, 16:361-368.
    • (2005) Bioconjug. Chem. , vol.16 , pp. 361-368
    • Gillies, E.R.1    Fréchet, J.M.J.2
  • 20
    • 4644299417 scopus 로고    scopus 로고
    • Development of acid sensitive copolymer micelles for drug delivery
    • Gillies E.R., Fréchet J.M.J. Development of acid sensitive copolymer micelles for drug delivery. Pure Appl. Chem. 2004, 76:1295-1308.
    • (2004) Pure Appl. Chem. , vol.76 , pp. 1295-1308
    • Gillies, E.R.1    Fréchet, J.M.J.2
  • 21
    • 55049124030 scopus 로고    scopus 로고
    • Thermo-responsive systems for controlled drug delivery
    • Bikram M., West J.L. Thermo-responsive systems for controlled drug delivery. Expert Opin. Drug Deliv. 2008, 5:1077-1091.
    • (2008) Expert Opin. Drug Deliv. , vol.5 , pp. 1077-1091
    • Bikram, M.1    West, J.L.2
  • 22
    • 67349103752 scopus 로고    scopus 로고
    • Thermoresponsive polymers: from fundamental studies to applications
    • Liu R., Fraylich M., Saunders B.R. Thermoresponsive polymers: from fundamental studies to applications. Colloid Polym. Sci. 2009, 287:627-643.
    • (2009) Colloid Polym. Sci. , vol.287 , pp. 627-643
    • Liu, R.1    Fraylich, M.2    Saunders, B.R.3
  • 23
  • 24
    • 0034885217 scopus 로고    scopus 로고
    • Glutathione-sensitive stabilization of block copolymer micelles composed of antisense DNA and thiolated poly(ethylene glycol)-block-poly(L-lysine): A potential carrier for systemic delivery of antisense DNA
    • Kakizawa Y., Harada A., Kataoka K. Glutathione-sensitive stabilization of block copolymer micelles composed of antisense DNA and thiolated poly(ethylene glycol)-block-poly(L-lysine): A potential carrier for systemic delivery of antisense DNA. Biomacromolecules 2001, 2:491-497.
    • (2001) Biomacromolecules , vol.2 , pp. 491-497
    • Kakizawa, Y.1    Harada, A.2    Kataoka, K.3
  • 25
    • 17044389450 scopus 로고    scopus 로고
    • New poly(amidoamine)s containing disulfide linkages in their main chain
    • Emiltiri E., Ranucci E., Ferruti P. New poly(amidoamine)s containing disulfide linkages in their main chain. J. Polym. Sci. Part A: Polym. Chem. 2005, 43:1404-1416.
    • (2005) J. Polym. Sci. Part A: Polym. Chem. , vol.43 , pp. 1404-1416
    • Emiltiri, E.1    Ranucci, E.2    Ferruti, P.3
  • 27
    • 60849122214 scopus 로고    scopus 로고
    • Reduction-sensitive polymers and bioconjugates for biomedical applications
    • Meng F., Hennick W.E., Zhong Z. Reduction-sensitive polymers and bioconjugates for biomedical applications. Biomaterials 2009, 30:2180-2198.
    • (2009) Biomaterials , vol.30 , pp. 2180-2198
    • Meng, F.1    Hennick, W.E.2    Zhong, Z.3
  • 29
    • 0347926091 scopus 로고    scopus 로고
    • Drug delivery strategy utilizing conjugation via reversible disulfide linkages: role and site of cellular reducing activities
    • Saito G., Swanson J.A., Lee K.D. Drug delivery strategy utilizing conjugation via reversible disulfide linkages: role and site of cellular reducing activities. Adv. Drug Deliv. Rev. 2003, 55:199-215.
    • (2003) Adv. Drug Deliv. Rev. , vol.55 , pp. 199-215
    • Saito, G.1    Swanson, J.A.2    Lee, K.D.3
  • 31
    • 0029971428 scopus 로고    scopus 로고
    • Cellular pH gradient in tumor versus normal tissue: potential exploitation for the treatment of cancer
    • Gerweck L.E., Seetharaman K. Cellular pH gradient in tumor versus normal tissue: potential exploitation for the treatment of cancer. Cancer Res. 1996, 56:1194-1198.
    • (1996) Cancer Res. , vol.56 , pp. 1194-1198
    • Gerweck, L.E.1    Seetharaman, K.2
  • 32
    • 0036554644 scopus 로고    scopus 로고
    • Acid production in glycolysis-impaired tumors provides new insights into tumor metabolism
    • Helmlinger G., Sckell A., Dellian M., Forbes N.S., Jain R.K. Acid production in glycolysis-impaired tumors provides new insights into tumor metabolism. Clin. Cancer Res. 2002, 8:1284-1291.
    • (2002) Clin. Cancer Res. , vol.8 , pp. 1284-1291
    • Helmlinger, G.1    Sckell, A.2    Dellian, M.3    Forbes, N.S.4    Jain, R.K.5
  • 37
    • 0037458920 scopus 로고    scopus 로고
    • HPMA copolymers with pH-controlled release of doxorubicin In vitro cytotoxicity and in vivo antitumor activity
    • Ulbrich K., Etrych T., Chytil P., Jelinkova M., Rihova B. HPMA copolymers with pH-controlled release of doxorubicin In vitro cytotoxicity and in vivo antitumor activity. J. Control. Release 2003, 87:33-47.
    • (2003) J. Control. Release , vol.87 , pp. 33-47
    • Ulbrich, K.1    Etrych, T.2    Chytil, P.3    Jelinkova, M.4    Rihova, B.5
  • 40
    • 0022555867 scopus 로고
    • Acidification of the endocytic and exocytic pathways
    • Mellman I., Fuchs R., Helenius A. Acidification of the endocytic and exocytic pathways. Annu. Rev. Biochem. 1986, 55:663-700.
    • (1986) Annu. Rev. Biochem. , vol.55 , pp. 663-700
    • Mellman, I.1    Fuchs, R.2    Helenius, A.3
  • 41
    • 77949471742 scopus 로고    scopus 로고
    • Hypoxia-activated prodrugs in cancer therapy: progress to the clinic
    • Denny W.A. Hypoxia-activated prodrugs in cancer therapy: progress to the clinic. Future Oncol. 2010, 6:419-428.
    • (2010) Future Oncol. , vol.6 , pp. 419-428
    • Denny, W.A.1
  • 43
    • 78649694252 scopus 로고    scopus 로고
    • Polymer prodrug approaches applied to paclitaxel
    • Sohn J.S., Jin J.I., Hess M., Jo B.W. Polymer prodrug approaches applied to paclitaxel. Polym. Chem. 2010, 1:778-792.
    • (2010) Polym. Chem. , vol.1 , pp. 778-792
    • Sohn, J.S.1    Jin, J.I.2    Hess, M.3    Jo, B.W.4
  • 46
    • 0032521438 scopus 로고    scopus 로고
    • Elucidation of the mechanism enabling tumor selective prodrug monotherapy
    • Kroemer H., Gesson J., Koch M., Monneret C. Elucidation of the mechanism enabling tumor selective prodrug monotherapy. Cancer Res. 1998, 58:1195-1201.
    • (1998) Cancer Res. , vol.58 , pp. 1195-1201
    • Kroemer, H.1    Gesson, J.2    Koch, M.3    Monneret, C.4
  • 48
    • 0025174052 scopus 로고
    • Activation of prodrugs by antibody-enzyme conjugates: a new approach to cancer therapy
    • Senter P.D. Activation of prodrugs by antibody-enzyme conjugates: a new approach to cancer therapy. J. Fed. Am. Soc. Exp. Biol. 1990, 4:188-193.
    • (1990) J. Fed. Am. Soc. Exp. Biol. , vol.4 , pp. 188-193
    • Senter, P.D.1
  • 50
    • 0032402354 scopus 로고    scopus 로고
    • Cathepsin B-sensitive dipeptide prodrugs. 1. A model study of structural requirements for efficient release of doxorubicin
    • Dubowchik G.M., Firestone R.A. Cathepsin B-sensitive dipeptide prodrugs. 1. A model study of structural requirements for efficient release of doxorubicin. Bioorg. Med. Chem. Lett. 1998, 8:3341-3346.
    • (1998) Bioorg. Med. Chem. Lett. , vol.8 , pp. 3341-3346
    • Dubowchik, G.M.1    Firestone, R.A.2
  • 52
    • 0000819461 scopus 로고    scopus 로고
    • Synthesis of self-immolative glucuronide spacers based on aminomethylcarbamate. Application to 5-fluorouracil prodrugs for antibody-directed enzyme prodrug therapy
    • Madec-Lougerstay R., Florent J.C., Monneret C. Synthesis of self-immolative glucuronide spacers based on aminomethylcarbamate. Application to 5-fluorouracil prodrugs for antibody-directed enzyme prodrug therapy. J. Chem. Soc. Perkin Trans. 1999, 1:1369-1376.
    • (1999) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 1369-1376
    • Madec-Lougerstay, R.1    Florent, J.C.2    Monneret, C.3
  • 54
    • 0000231181 scopus 로고
    • 1,4-Eliminations and 1,6-eliminations from hydroxy-substituted and amino-substituted benzyl systems - chemical and biochemical applications
    • Wakselman M. 1,4-Eliminations and 1,6-eliminations from hydroxy-substituted and amino-substituted benzyl systems - chemical and biochemical applications. Nouv. J. Chem. 1983, 7:439-447.
    • (1983) Nouv. J. Chem. , vol.7 , pp. 439-447
    • Wakselman, M.1
  • 55
    • 0025088074 scopus 로고
    • Development of a drug-release strategy based on the reductive fragmentation of benzyl carbamate disulfides
    • Senter P.D., Pearce W.E., Greenfield R.S. Development of a drug-release strategy based on the reductive fragmentation of benzyl carbamate disulfides. J. Org. Chem. 1990, 55:2975-2978.
    • (1990) J. Org. Chem. , vol.55 , pp. 2975-2978
    • Senter, P.D.1    Pearce, W.E.2    Greenfield, R.S.3
  • 56
    • 0030808023 scopus 로고    scopus 로고
    • Prodrug strategies based on intramolecular cyclization reactions
    • Shan D., Nicolaou M.G., Borchardt R.T., Wang B. Prodrug strategies based on intramolecular cyclization reactions. J. Pharm. Sci. 1997, 86:765-767.
    • (1997) J. Pharm. Sci. , vol.86 , pp. 765-767
    • Shan, D.1    Nicolaou, M.G.2    Borchardt, R.T.3    Wang, B.4
  • 57
    • 0034628515 scopus 로고    scopus 로고
    • Drug delivery systems based on trimethyl lock lactonization: poly(ethylene glycol) prodrugs of amino-containing compounds
    • Greenwald R.B., Choe Y.H., Conover C.D., Shum K., Wu D., Royzen M. Drug delivery systems based on trimethyl lock lactonization: poly(ethylene glycol) prodrugs of amino-containing compounds. J. Med. Chem. 2000, 43:475-487.
    • (2000) J. Med. Chem. , vol.43 , pp. 475-487
    • Greenwald, R.B.1    Choe, Y.H.2    Conover, C.D.3    Shum, K.4    Wu, D.5    Royzen, M.6
  • 60
    • 0034060544 scopus 로고    scopus 로고
    • Poly(ethylene glycol) conjugated drugs and prodrugs: a comprehensive review
    • Greenwald R.B., Conover C.D., Choe Y.H. Poly(ethylene glycol) conjugated drugs and prodrugs: a comprehensive review. Crit. Rev. Ther. Drug 2000, 17:101-161.
    • (2000) Crit. Rev. Ther. Drug , vol.17 , pp. 101-161
    • Greenwald, R.B.1    Conover, C.D.2    Choe, Y.H.3
  • 61
    • 77950313801 scopus 로고    scopus 로고
    • Synthesis of the first spacer containing prodrug of a duocarmycin analogue and determination of its biological activity
    • Schuster H.J., Krewer B., von Hof J.M., Schmuck K., Schuberth I., Alves F., Tietze L.F. Synthesis of the first spacer containing prodrug of a duocarmycin analogue and determination of its biological activity. Org. Biomol. Chem. 2010, 8:1833-1842.
    • (2010) Org. Biomol. Chem. , vol.8 , pp. 1833-1842
    • Schuster, H.J.1    Krewer, B.2    von Hof, J.M.3    Schmuck, K.4    Schuberth, I.5    Alves, F.6    Tietze, L.F.7
  • 62
    • 58849118375 scopus 로고    scopus 로고
    • Development of dual-acting prodrugs for circumventing multidrug resistance
    • Abu Ajaj K., Kratz F. Development of dual-acting prodrugs for circumventing multidrug resistance. Bioorg. Med. Chem. Lett. 2009, 19:995-1000.
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 995-1000
    • Abu Ajaj, K.1    Kratz, F.2
  • 63
    • 41149117548 scopus 로고    scopus 로고
    • Benzyl ether-linked glucuronide derivative of 10-hydroxycamptothecin designed for selective camptothecin-based anticancer therapy
    • Leu Y.-L., Chen C.-S., Wu Y.-J., Chern J.-W. Benzyl ether-linked glucuronide derivative of 10-hydroxycamptothecin designed for selective camptothecin-based anticancer therapy. J. Med. Chem. 2008, 51:1740-1746.
    • (2008) J. Med. Chem. , vol.51 , pp. 1740-1746
    • Leu, Y.-L.1    Chen, C.-S.2    Wu, Y.-J.3    Chern, J.-W.4
  • 64
    • 33845205546 scopus 로고    scopus 로고
    • Influence of the linker on the biodistribution and catabolism of actinium-225 self-immolative tumor-targeted isotope generators
    • Antczak C., Jaggi J.S., LeFave C.V., Curcio M.J., McDevitt M.R., Scheinberg D.A. Influence of the linker on the biodistribution and catabolism of actinium-225 self-immolative tumor-targeted isotope generators. Bioconjug. Chem. 2006, 17:1551-1560.
    • (2006) Bioconjug. Chem. , vol.17 , pp. 1551-1560
    • Antczak, C.1    Jaggi, J.S.2    LeFave, C.V.3    Curcio, M.J.4    McDevitt, M.R.5    Scheinberg, D.A.6
  • 65
    • 33646763486 scopus 로고    scopus 로고
    • New taxol (paclitaxel) prodrugs designed for ADEPT and PMT strategies in cancer chemotherapy
    • El Alaoui A., Saha N., Schmidt F., Monneret C., Florent J.-C. New taxol (paclitaxel) prodrugs designed for ADEPT and PMT strategies in cancer chemotherapy. Bioorg. Med. Chem. 2006, 14:5012-5019.
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 5012-5019
    • El Alaoui, A.1    Saha, N.2    Schmidt, F.3    Monneret, C.4    Florent, J.-C.5
  • 66
    • 0037155531 scopus 로고    scopus 로고
    • Protease-mediated fragmentation of p-amidobenzyl ethers: a new strategy for the activation of anticancer prodrugs
    • Toki B.E., Cerveny C.G., Wahl A.F., Senter P.D. Protease-mediated fragmentation of p-amidobenzyl ethers: a new strategy for the activation of anticancer prodrugs. J. Org. Chem. 2002, 67:1866-1872.
    • (2002) J. Org. Chem. , vol.67 , pp. 1866-1872
    • Toki, B.E.1    Cerveny, C.G.2    Wahl, A.F.3    Senter, P.D.4
  • 67
    • 75249098515 scopus 로고    scopus 로고
    • An autoimmolative spacer allows first-time incorporation of a unique solid-state fluorophore into a detection probe for acyl hydrolases
    • Zhang X.-B., Waibel M., Hasserodt J. An autoimmolative spacer allows first-time incorporation of a unique solid-state fluorophore into a detection probe for acyl hydrolases. Chem. Eur. J. 2010, 16:792-795.
    • (2010) Chem. Eur. J. , vol.16 , pp. 792-795
    • Zhang, X.-B.1    Waibel, M.2    Hasserodt, J.3
  • 68
    • 77952563299 scopus 로고    scopus 로고
    • Synthesis and evaluation of [18F]-FEAnGA as a PET tracer for b -glucuronidase activity
    • Antunes I.F., Haisma H., Elsinga P.H., Dierckx R.A., de Vries E.F.J. Synthesis and evaluation of [18F]-FEAnGA as a PET tracer for b -glucuronidase activity. Bioconjug. Chem. 2010, 21:911-920.
    • (2010) Bioconjug. Chem. , vol.21 , pp. 911-920
    • Antunes, I.F.1    Haisma, H.2    Elsinga, P.H.3    Dierckx, R.A.4    de Vries, E.F.J.5
  • 69
    • 77950321217 scopus 로고    scopus 로고
    • A comparative study of the self-immolation of para-aminobenzyl alcohol and hemithioaminal-based linkers in the context of protease-sensitive fluorogenic probes
    • Meyer Y., Richard J.-A., Delest B., Noack P., Renard P.-Y., Romieu A. A comparative study of the self-immolation of para-aminobenzyl alcohol and hemithioaminal-based linkers in the context of protease-sensitive fluorogenic probes. Org. Biomol. Chem. 2010, 8:1777-1780.
    • (2010) Org. Biomol. Chem. , vol.8 , pp. 1777-1780
    • Meyer, Y.1    Richard, J.-A.2    Delest, B.3    Noack, P.4    Renard, P.-Y.5    Romieu, A.6
  • 71
    • 44449171547 scopus 로고    scopus 로고
    • Development of a new nonpeptidic self-immolative spacer. Application to the design of protease sensing fluorogenic probes
    • Meyer Y., Richard J.A., Massonneau M., Renard P.Y., Romieu A. Development of a new nonpeptidic self-immolative spacer. Application to the design of protease sensing fluorogenic probes. Org. Lett. 2008, 10:1517-1520.
    • (2008) Org. Lett. , vol.10 , pp. 1517-1520
    • Meyer, Y.1    Richard, J.A.2    Massonneau, M.3    Renard, P.Y.4    Romieu, A.5
  • 72
    • 77949821136 scopus 로고    scopus 로고
    • A highly selective ratiometric fluorescent probe for 1,4-dithiothreitol (DTT) detection
    • Zhu B., Zhang X., Jia H., Li Y., Liu H., Tan W. A highly selective ratiometric fluorescent probe for 1,4-dithiothreitol (DTT) detection. Org. Biomol. Chem. 2010, 8:1650-1654.
    • (2010) Org. Biomol. Chem. , vol.8 , pp. 1650-1654
    • Zhu, B.1    Zhang, X.2    Jia, H.3    Li, Y.4    Liu, H.5    Tan, W.6
  • 75
    • 34447624702 scopus 로고    scopus 로고
    • A self-immolative reporter for beta-galactosidase sensing
    • Ho N.-H., Weissleder R., Tung C.-H. A self-immolative reporter for beta-galactosidase sensing. ChemBioChem 2007, 8:560-566.
    • (2007) ChemBioChem , vol.8 , pp. 560-566
    • Ho, N.-H.1    Weissleder, R.2    Tung, C.-H.3
  • 76
    • 77952579545 scopus 로고    scopus 로고
    • Mechanism-based tumor-targeting drug delivery system. Validation of efficient vitamin receptor-mediated endocytosis and drug release
    • Chen S., Zhao X., Chen J., Chen J., Kuznetsova L., Wong S.S., Ojima I. Mechanism-based tumor-targeting drug delivery system. Validation of efficient vitamin receptor-mediated endocytosis and drug release. Bioconjug. Chem. 2010, 21:979-987.
    • (2010) Bioconjug. Chem. , vol.21 , pp. 979-987
    • Chen, S.1    Zhao, X.2    Chen, J.3    Chen, J.4    Kuznetsova, L.5    Wong, S.S.6    Ojima, I.7
  • 79
    • 0030950486 scopus 로고    scopus 로고
    • Glucuronide prodrugs of hydroxy compounds for antibody directed enzyme prodrug therapy (ADEPT): a phenol nitrogen mustard carbamate
    • Schmidt F., Florent J.-C., Monneret C., Straub R., Czech J., Gerken M., Bosslet K. Glucuronide prodrugs of hydroxy compounds for antibody directed enzyme prodrug therapy (ADEPT): a phenol nitrogen mustard carbamate. Bioorg. Med. Chem. Lett. 1997, 7:1071-1076.
    • (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 1071-1076
    • Schmidt, F.1    Florent, J.-C.2    Monneret, C.3    Straub, R.4    Czech, J.5    Gerken, M.6    Bosslet, K.7
  • 80
    • 0028090161 scopus 로고
    • Self-immolative prodrugs: candidates for antibody-directed enzyme prodrug therapy in conjunction with a nitroreductase enzyme
    • Mauger A.B., Burke P.J., Somani H.H., Friedlos F., Knox R.J. Self-immolative prodrugs: candidates for antibody-directed enzyme prodrug therapy in conjunction with a nitroreductase enzyme. J. Med. Chem. 1994, 37:3452-3458.
    • (1994) J. Med. Chem. , vol.37 , pp. 3452-3458
    • Mauger, A.B.1    Burke, P.J.2    Somani, H.H.3    Friedlos, F.4    Knox, R.J.5
  • 81
    • 44149103399 scopus 로고    scopus 로고
    • Design and synthesis of releasable folate-drug conjugates using a novel heterobifunctional disulfide-containing linker
    • Satyam A. Design and synthesis of releasable folate-drug conjugates using a novel heterobifunctional disulfide-containing linker. Bioorg. Med. Chem. Lett. 2008, 18:3196-3199.
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 3196-3199
    • Satyam, A.1
  • 86
    • 33845927384 scopus 로고    scopus 로고
    • Protecting groups for glucuronic acid: application to the synthesis of new paclitaxel (taxol) derivatives
    • El Alaoui A., Schmidt F., Monneret C., Florent J.C. Protecting groups for glucuronic acid: application to the synthesis of new paclitaxel (taxol) derivatives. J. Org. Chem. 2006, 71:9628-9636.
    • (2006) J. Org. Chem. , vol.71 , pp. 9628-9636
    • El Alaoui, A.1    Schmidt, F.2    Monneret, C.3    Florent, J.C.4
  • 88
    • 39349093170 scopus 로고    scopus 로고
    • 2,4-Bis(hydroxymethyl)aniline as a building block for oligomers with self-eliminating and multiple release properties
    • Warnecke A., Kratz F. 2,4-Bis(hydroxymethyl)aniline as a building block for oligomers with self-eliminating and multiple release properties. J. Org. Chem. 2008, 73:1546-1552.
    • (2008) J. Org. Chem. , vol.73 , pp. 1546-1552
    • Warnecke, A.1    Kratz, F.2
  • 93
    • 0141670339 scopus 로고    scopus 로고
    • "Cascade release dendrimers" liberate all end groups upon a single triggering event in the dendritic core
    • de Groot F.M.H., Albrecht C., Koekkoek R., Beusker P.H., Scheeren H.W. "Cascade release dendrimers" liberate all end groups upon a single triggering event in the dendritic core. Angew. Chem. Int. Ed. 2003, 42:4490-4494.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 4490-4494
    • de Groot, F.M.H.1    Albrecht, C.2    Koekkoek, R.3    Beusker, P.H.4    Scheeren, H.W.5
  • 94
  • 96
    • 0346365082 scopus 로고    scopus 로고
    • Geometric disassembly of dendrimers: dendritic amplification
    • Szalai M.L., Kevwitch R.M., McGrath D.V. Geometric disassembly of dendrimers: dendritic amplification. J. Am. Chem. Soc. 2003, 125:15688-15689.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 15688-15689
    • Szalai, M.L.1    Kevwitch, R.M.2    McGrath, D.V.3
  • 97
    • 3342920764 scopus 로고    scopus 로고
    • Phototriggering of geometric dendrimer disassembly: an improved synthesis of 2,4-bis(hydroxymethyl)phenol based dendrimers
    • Szalai M.L., McGrath D.V. Phototriggering of geometric dendrimer disassembly: an improved synthesis of 2,4-bis(hydroxymethyl)phenol based dendrimers. Tetrahedron 2004, 60:7261-7266.
    • (2004) Tetrahedron , vol.60 , pp. 7261-7266
    • Szalai, M.L.1    McGrath, D.V.2
  • 99
    • 78049505089 scopus 로고    scopus 로고
    • Convergent synthesis of geometrically disassembling dendrimers using Cu(I)-catalyzed C-O bond formation
    • Polaske N.W., Szalai M.L., Shanahan C.S., McGrath D.V. Convergent synthesis of geometrically disassembling dendrimers using Cu(I)-catalyzed C-O bond formation. Org. Lett. 2010, 12:4944-4947.
    • (2010) Org. Lett. , vol.12 , pp. 4944-4947
    • Polaske, N.W.1    Szalai, M.L.2    Shanahan, C.S.3    McGrath, D.V.4
  • 100
    • 1242336831 scopus 로고    scopus 로고
    • Bioactivation of self-immolative dendritic prodrugs by catalytic antibody 38C2
    • Shamis M., Lode H.N., Shabat D. Bioactivation of self-immolative dendritic prodrugs by catalytic antibody 38C2. J. Am. Chem. Soc. 2004, 126:1726-1731.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 1726-1731
    • Shamis, M.1    Lode, H.N.2    Shabat, D.3
  • 102
    • 34247369799 scopus 로고    scopus 로고
    • Remarkable drug-release enhancement with an elimination-based AB3 self-immolative dendritic amplifier
    • Sagi A., Segal E., Satchi-Fainaro R., Shabat D. Remarkable drug-release enhancement with an elimination-based AB3 self-immolative dendritic amplifier. Bioorg. Med. Chem. 2007, 15:3720-3727.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 3720-3727
    • Sagi, A.1    Segal, E.2    Satchi-Fainaro, R.3    Shabat, D.4
  • 103
    • 34447129015 scopus 로고    scopus 로고
    • Substituent-dependent disassembly of self-immolative dendrimers
    • Perry R., Amir R.J., Shabat D. Substituent-dependent disassembly of self-immolative dendrimers. N.J. Chem. 2007, 31:1307-1312.
    • (2007) N.J. Chem. , vol.31 , pp. 1307-1312
    • Perry, R.1    Amir, R.J.2    Shabat, D.3
  • 104
    • 66449130503 scopus 로고    scopus 로고
    • Enhanced cytotoxicity of a polymer-drug conjugate with triple payload of paclitaxel
    • Erez R., Segal E., Miller K., Satchi-Fainaro R., Shabat D. Enhanced cytotoxicity of a polymer-drug conjugate with triple payload of paclitaxel. Bioorg. Med. Chem. 2009, 17:4327-4335.
    • (2009) Bioorg. Med. Chem. , vol.17 , pp. 4327-4335
    • Erez, R.1    Segal, E.2    Miller, K.3    Satchi-Fainaro, R.4    Shabat, D.5
  • 105
    • 33845229315 scopus 로고    scopus 로고
    • Enzymatic activation of second-generation dendritic prodrugs: conjugation of self-immolative dendrimers with poly (ethylene glycol) via click chemistry
    • Gopin A., Ebner S., Attali B., Shabat D. Enzymatic activation of second-generation dendritic prodrugs: conjugation of self-immolative dendrimers with poly (ethylene glycol) via click chemistry. Bioconjug. Chem. 2006, 17:1432-1440.
    • (2006) Bioconjug. Chem. , vol.17 , pp. 1432-1440
    • Gopin, A.1    Ebner, S.2    Attali, B.3    Shabat, D.4
  • 106
    • 67649664197 scopus 로고    scopus 로고
    • Enzymatic activation of hydrophobic self-immolative dendrimers: the effect of reporters with ionizable functional groups
    • Avital-Shmilovici M., Shabat D. Enzymatic activation of hydrophobic self-immolative dendrimers: the effect of reporters with ionizable functional groups. Bioorg. Med. Chem. Lett. 2009, 19:3959-3962.
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 3959-3962
    • Avital-Shmilovici, M.1    Shabat, D.2
  • 107
    • 4043177005 scopus 로고    scopus 로고
    • Self-immolative dendrimer biodegradability by multi-enzymatic triggering
    • Amir R.J., Shabat D. Self-immolative dendrimer biodegradability by multi-enzymatic triggering. Chem. Commun. 2004, 40:1614-1615.
    • (2004) Chem. Commun. , vol.40 , pp. 1614-1615
    • Amir, R.J.1    Shabat, D.2
  • 109
    • 34250308319 scopus 로고    scopus 로고
    • Single-triggered AB6 self-immolative dendritic amplifiers
    • Shamis M., Shabat D. Single-triggered AB6 self-immolative dendritic amplifiers. Chem. Eur. J. 2007, 13:4523-4528.
    • (2007) Chem. Eur. J. , vol.13 , pp. 4523-4528
    • Shamis, M.1    Shabat, D.2
  • 110
    • 35148850708 scopus 로고    scopus 로고
    • Molecular probe for enzymatic activity with dual output
    • Danieli E., Shabat D. Molecular probe for enzymatic activity with dual output. Bioorg. Med. Chem. 2007, 15:7318-7324.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 7318-7324
    • Danieli, E.1    Shabat, D.2
  • 111
    • 33846431267 scopus 로고    scopus 로고
    • Receiver-amplifier, self-immolative dendritic device
    • Amir R.J., Danieli E., Shabat D. Receiver-amplifier, self-immolative dendritic device. Chem. Eur. J. 2007, 2007:812-821.
    • (2007) Chem. Eur. J. , vol.2007 , pp. 812-821
    • Amir, R.J.1    Danieli, E.2    Shabat, D.3
  • 112
    • 56349094339 scopus 로고    scopus 로고
    • Self-immolative dendritic probe for direct detection of triacetone triperoxide
    • Sella E., Shabat D. Self-immolative dendritic probe for direct detection of triacetone triperoxide. Chem. Commun. 2008, 2008:5701-5703.
    • (2008) Chem. Commun. , vol.2008 , pp. 5701-5703
    • Sella, E.1    Shabat, D.2
  • 113
    • 67651233277 scopus 로고    scopus 로고
    • Dendritic chain reaction
    • Sella E., Shabat D. Dendritic chain reaction. J. Am. Chem. Soc. 2009, 131:9934-9936.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 9934-9936
    • Sella, E.1    Shabat, D.2
  • 114
    • 77953136088 scopus 로고    scopus 로고
    • Dendritic chain reaction: responsive release of hydrogen peroxide upon generation and enzymatic oxidation of methanol
    • Avital-Shmilovici M., Shabat D. Dendritic chain reaction: responsive release of hydrogen peroxide upon generation and enzymatic oxidation of methanol. Bioorg. Med. Chem. 2010, 18:3643-3647.
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 3643-3647
    • Avital-Shmilovici, M.1    Shabat, D.2
  • 115
    • 77949852542 scopus 로고    scopus 로고
    • Two-component dendritic chain reactions: experiment and theory
    • Sella E., Lubelski A., Klafter J., Shabat D. Two-component dendritic chain reactions: experiment and theory. J. Am. Chem. Soc. 2010, 132:3945-3952.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 3945-3952
    • Sella, E.1    Lubelski, A.2    Klafter, J.3    Shabat, D.4
  • 118
    • 70349208732 scopus 로고    scopus 로고
    • Activity-linked labeling of enzymes by self-immolative polymers
    • Weinstain R., Baran P.S., Shabat D. Activity-linked labeling of enzymes by self-immolative polymers. Bioconjug. Chem. 2009, 20:1783-1791.
    • (2009) Bioconjug. Chem. , vol.20 , pp. 1783-1791
    • Weinstain, R.1    Baran, P.S.2    Shabat, D.3
  • 119
    • 53849098969 scopus 로고    scopus 로고
    • Self-immolative comb-polymers: multiple release of side-reporters by a single stimulus event
    • Weinstain R., Sagi A., Karton N., Shabat D. Self-immolative comb-polymers: multiple release of side-reporters by a single stimulus event. Chem. Eur. J. 2008, 14:6857-6861.
    • (2008) Chem. Eur. J. , vol.14 , pp. 6857-6861
    • Weinstain, R.1    Sagi, A.2    Karton, N.3    Shabat, D.4
  • 120
    • 73249121015 scopus 로고    scopus 로고
    • A cascade degradable polymer based on alternating cyclization and elimination reactions
    • DeWit M.A., Gillies E.R. A cascade degradable polymer based on alternating cyclization and elimination reactions. J. Am. Chem. Soc. 2009, 131:18327-18334.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 18327-18334
    • DeWit, M.A.1    Gillies, E.R.2
  • 123
    • 0033539039 scopus 로고    scopus 로고
    • Drug delivery systems employing 1,4- or 1,6-elimination: poly(ethylene glycol) prodrugs of amine-containing compounds
    • Greenwald R.B., Pendri A., Conover C.D., Zhao H., Choe Y.H., Martinez A., Shum K., Guan S. Drug delivery systems employing 1,4- or 1,6-elimination: poly(ethylene glycol) prodrugs of amine-containing compounds. J. Med. Chem. 1999, 42:3657-3667.
    • (1999) J. Med. Chem. , vol.42 , pp. 3657-3667
    • Greenwald, R.B.1    Pendri, A.2    Conover, C.D.3    Zhao, H.4    Choe, Y.H.5    Martinez, A.6    Shum, K.7    Guan, S.8
  • 124
    • 0035996571 scopus 로고    scopus 로고
    • The metabolism and toxicity of quinones, quinonimines, quinone methides, and quinone-thioethers
    • Monks T.J., Jones D.C. The metabolism and toxicity of quinones, quinonimines, quinone methides, and quinone-thioethers. Curr. Drug Metab. 2002, 3:425-438.
    • (2002) Curr. Drug Metab. , vol.3 , pp. 425-438
    • Monks, T.J.1    Jones, D.C.2
  • 125
    • 0027422011 scopus 로고
    • Role of quinone methide in the in vitro toxicity of the skin tumor propoter butylated hydroxytoluene hydroperoxide
    • Guyton K.Z., Thompson J.A., Kensler T.W. Role of quinone methide in the in vitro toxicity of the skin tumor propoter butylated hydroxytoluene hydroperoxide. Chem. Res. Toxicol. 1993, 6:731-738.
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 731-738
    • Guyton, K.Z.1    Thompson, J.A.2    Kensler, T.W.3
  • 126
    • 0031905294 scopus 로고    scopus 로고
    • Comparative toxicity of eugenol and its quinone methide metabolite in cultured liver cells using kinetic fluorescence bioassays
    • Thompson D.C., Barhoumi R., Burghardt R.C. Comparative toxicity of eugenol and its quinone methide metabolite in cultured liver cells using kinetic fluorescence bioassays. Toxicol. Appl. Pharmacol. 1998, 149:55-63.
    • (1998) Toxicol. Appl. Pharmacol. , vol.149 , pp. 55-63
    • Thompson, D.C.1    Barhoumi, R.2    Burghardt, R.C.3
  • 128
    • 79952145475 scopus 로고    scopus 로고
    • Design, synthesis, and cyclization of 4-aminobutyric acid derivatives: potential candidates as self-immolative spacers
    • DeWit M.A., Gillies E.R. Design, synthesis, and cyclization of 4-aminobutyric acid derivatives: potential candidates as self-immolative spacers. Org. Biomol. Chem. 2011, 9:1846-1854.
    • (2011) Org. Biomol. Chem. , vol.9 , pp. 1846-1854
    • DeWit, M.A.1    Gillies, E.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.