메뉴 건너뛰기




Volumn 25, Issue 1, 2014, Pages 72-81

Self-assembling doxorubicin-tocopherol succinate prodrug as a new drug delivery system: Synthesis, characterization, and in vitro and in vivo anticancer activity

Author keywords

[No Author keywords available]

Indexed keywords

CHEMOTHERAPY; CONTROLLED DRUG DELIVERY; DRUG PRODUCTS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYETHYLENE GLYCOLS; TARGETED DRUG DELIVERY;

EID: 84892710202     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc400326y     Document Type: Article
Times cited : (80)

References (42)
  • 1
    • 64249111990 scopus 로고    scopus 로고
    • Conjugation with alpha-linolenic acid improves cancer cell uptake and cytotoxicity of doxorubicin
    • Huan, M. L., Zhou, S. Y., Teng, Z. H., Zhang, B. L., Liu, X. Y., Wang, J. P., and Mei, Q. B. (2009) Conjugation with alpha-linolenic acid improves cancer cell uptake and cytotoxicity of doxorubicin Bioorg. Med. Chem. Lett. 19, 2579-2584
    • (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 2579-2584
    • Huan, M.L.1    Zhou, S.Y.2    Teng, Z.H.3    Zhang, B.L.4    Liu, X.Y.5    Wang, J.P.6    Mei, Q.B.7
  • 2
    • 73149085053 scopus 로고    scopus 로고
    • Cytotoxicity, intracellular distribution and uptake of doxorubicin and doxorubicin coupled to cell-penetrating peptides in different cell lines: A comparative study
    • Aroui, S., Brahim, S., Waard, M. D., and Kenani, A. (2010) Cytotoxicity, intracellular distribution and uptake of doxorubicin and doxorubicin coupled to cell-penetrating peptides in different cell lines: A comparative study Biochem. Biophys. Res. Commun. 391, 419-425
    • (2010) Biochem. Biophys. Res. Commun. , vol.391 , pp. 419-425
    • Aroui, S.1    Brahim, S.2    Waard, M.D.3    Kenani, A.4
  • 3
    • 79955583562 scopus 로고    scopus 로고
    • Fatty acyl amide derivatives of doxorubicin: Synthesis and in vitro anticancer activities
    • Chhikara, B. S., St. Jean, N., Mandal, D., Kumar, A., and Parang, K. (2011) Fatty acyl amide derivatives of doxorubicin: synthesis and in vitro anticancer activities Eur. J. Med. Chem. 46, 2037-2042
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 2037-2042
    • Chhikara, B.S.1    St. Jean, N.2    Mandal, D.3    Kumar, A.4    Parang, K.5
  • 4
    • 84555220701 scopus 로고    scopus 로고
    • Synthesis and characterization of biodegradable and thermosensitive polymeric micelles with covalently bound doxorubicin-glucuronide prodrug via click chemistry
    • Talelli, M., Morita, K., Rijcken, C. J., Aben, R. W., Lammers, T., Scheeren, H. W., van Nostrum, C. F., Storm, G., and Hennink, W. E. (2011) Synthesis and characterization of biodegradable and thermosensitive polymeric micelles with covalently bound doxorubicin-glucuronide prodrug via click chemistry Bioconjugate Chem. 22, 2519-2530
    • (2011) Bioconjugate Chem. , vol.22 , pp. 2519-2530
    • Talelli, M.1    Morita, K.2    Rijcken, C.J.3    Aben, R.W.4    Lammers, T.5    Scheeren, H.W.6    Van Nostrum, C.F.7    Storm, G.8    Hennink, W.E.9
  • 5
    • 84862064067 scopus 로고    scopus 로고
    • Nanoparticles as delivery carriers for anticancer prodrugs
    • Fang, J. Y. and Al-Suwayeh, S. A. (2012) Nanoparticles as delivery carriers for anticancer prodrugs Expert Opin. Drug Delivery 9, 657-669
    • (2012) Expert Opin. Drug Delivery , vol.9 , pp. 657-669
    • Fang, J.Y.1    Al-Suwayeh, S.A.2
  • 6
    • 84870714279 scopus 로고    scopus 로고
    • The potential of self-assembled, pH-responsive nanoparticles of mPEGylated peptide dendron-doxorubicin conjugates for cancer therapy
    • She, W., Luo, K., Zhang, C., Wang, G., Geng, Y., Li, L., He, B., and Gu, Z. (2013) The potential of self-assembled, pH-responsive nanoparticles of mPEGylated peptide dendron-doxorubicin conjugates for cancer therapy Biomaterials 34, 1613-1623
    • (2013) Biomaterials , vol.34 , pp. 1613-1623
    • She, W.1    Luo, K.2    Zhang, C.3    Wang, G.4    Geng, Y.5    Li, L.6    He, B.7    Gu, Z.8
  • 7
    • 84864512974 scopus 로고    scopus 로고
    • Amplified release through the stimulus triggered degradation of self-immolative oligomers, dendrimers, and linear polymers
    • Wong, A. D., DeWit, M. A., and Gillies, E. R. (2012) Amplified release through the stimulus triggered degradation of self-immolative oligomers, dendrimers, and linear polymers Adv. Drug Delivery Rev. 64, 1031-1045
    • (2012) Adv. Drug Delivery Rev. , vol.64 , pp. 1031-1045
    • Wong, A.D.1    Dewit, M.A.2    Gillies, E.R.3
  • 8
    • 78649315943 scopus 로고    scopus 로고
    • To exploit the tumor microenvironment: Passive and active tumor targeting of nanocarriers for anti-cancer drug delivery
    • Danhier, F., Feron, O., and Préat, V. (2010) To exploit the tumor microenvironment: Passive and active tumor targeting of nanocarriers for anti-cancer drug delivery J. Controlled Release 148, 135-146
    • (2010) J. Controlled Release , vol.148 , pp. 135-146
    • Danhier, F.1    Feron, O.2    Préat, V.3
  • 10
    • 80051692733 scopus 로고    scopus 로고
    • Lyotropic liquid crystalline self-assembly material behavior and nanoparticulate dispersions of a phytanyl pro-drug analogue of capecitabine-a chemotherapy agent
    • Gong, X., Moghaddam, M. J., Sagnella, S. M., Conn, C. E., Danon, S. J., Waddington, L. J., and Drummond, C. J. (2011) Lyotropic liquid crystalline self-assembly material behavior and nanoparticulate dispersions of a phytanyl pro-drug analogue of capecitabine-a chemotherapy agent ACS Appl. Mater. Interfaces 3, 1552-1561
    • (2011) ACS Appl. Mater. Interfaces , vol.3 , pp. 1552-1561
    • Gong, X.1    Moghaddam, M.J.2    Sagnella, S.M.3    Conn, C.E.4    Danon, S.J.5    Waddington, L.J.6    Drummond, C.J.7
  • 11
    • 77956079868 scopus 로고    scopus 로고
    • Amphiphilic curcumin conjugate-forming nanoparticles as anticancer prodrug and drug carriers: In vitro and in vivo effects
    • Tang, H., Murphy, C. J., Zhang, B., Shen, Y., Sui, M., Van Kirk, E. A., Feng, X., and Murdoch, W. J. (2010) Amphiphilic curcumin conjugate-forming nanoparticles as anticancer prodrug and drug carriers: In vitro and in vivo effects Nanomedicine (London, U.K.) 5, 855-865
    • (2010) Nanomedicine (London, U.K.) , vol.5 , pp. 855-865
    • Tang, H.1    Murphy, C.J.2    Zhang, B.3    Shen, Y.4    Sui, M.5    Van Kirk, E.A.6    Feng, X.7    Murdoch, W.J.8
  • 14
    • 54249120139 scopus 로고    scopus 로고
    • Squalenoyl nanomedicine of gemcitabine is more potent after oral administration in leukemia-bearing rats: Study of mechanisms
    • Reddy, L. H., Ferreira, H., Dubernet, C., Mouelhi, S. L., Desmaele, D., Rousseau, B., and Couvreur, P. (2008) Squalenoyl nanomedicine of gemcitabine is more potent after oral administration in leukemia-bearing rats: study of mechanisms Anticancer Drugs 19, 999-1006
    • (2008) Anticancer Drugs , vol.19 , pp. 999-1006
    • Reddy, L.H.1    Ferreira, H.2    Dubernet, C.3    Mouelhi, S.L.4    Desmaele, D.5    Rousseau, B.6    Couvreur, P.7
  • 15
    • 0037387334 scopus 로고    scopus 로고
    • Alpha-tocopheryl succinate, the most effective form of vitamin e for adjuvant cancer treatment: A review
    • Prasad, K. N., Kumar, B., Yan, X. D., Hanson, A. J., and Cole, W. C. (2003) Alpha-tocopheryl succinate, the most effective form of vitamin E for adjuvant cancer treatment: a review J. Am. Coll. Nutr. 22, 108-117
    • (2003) J. Am. Coll. Nutr. , vol.22 , pp. 108-117
    • Prasad, K.N.1    Kumar, B.2    Yan, X.D.3    Hanson, A.J.4    Cole, W.C.5
  • 16
    • 9744265744 scopus 로고    scopus 로고
    • Vitamin e and breast cancer
    • Kline, K., Yu, W., and Sanders, B. G. (2004) Vitamin E and breast cancer J. Nutr. 134, 3458S-3462S
    • (2004) J. Nutr. , vol.134
    • Kline, K.1    Yu, W.2    Sanders, B.G.3
  • 17
    • 0034737921 scopus 로고    scopus 로고
    • Lipoprotein-associated alpha-tocopheryl-succinate inhibits cell growth and induces apoptosis in human MCF-7 and HBL-100 breast cancer cells
    • Pussinen, P. J., Lindner, H., Glatter, O., Reicher, H., Kostner, G. M., Wintersperger, A., Malle, E., and Sattler, W. (2000) Lipoprotein-associated alpha-tocopheryl-succinate inhibits cell growth and induces apoptosis in human MCF-7 and HBL-100 breast cancer cells Biochim. Biophys. Acta 1485, 129-144
    • (2000) Biochim. Biophys. Acta , vol.1485 , pp. 129-144
    • Pussinen, P.J.1    Lindner, H.2    Glatter, O.3    Reicher, H.4    Kostner, G.M.5    Wintersperger, A.6    Malle, E.7    Sattler, W.8
  • 18
    • 79957654479 scopus 로고    scopus 로고
    • Alpha-tocopheryl succinate enhances doxorubicin-induced apoptosis in human gastric cancer cells via promotion of doxorubicin influx and suppression of doxorubicin efflux
    • Zhang, X., Peng, X., Yu, W., Hou, S., Zhao, Y., Zhang, Z., Huang, X., and Wu, K. (2011) Alpha-tocopheryl succinate enhances doxorubicin-induced apoptosis in human gastric cancer cells via promotion of doxorubicin influx and suppression of doxorubicin efflux Cancer Lett. 307, 174-181
    • (2011) Cancer Lett. , vol.307 , pp. 174-181
    • Zhang, X.1    Peng, X.2    Yu, W.3    Hou, S.4    Zhao, Y.5    Zhang, Z.6    Huang, X.7    Wu, K.8
  • 19
    • 48049091570 scopus 로고    scopus 로고
    • Doxorubicin conjugated to D-alpha-tocopheryl polyethylene glycol 1000 succinate (TPGS): Conjugation chemistry, characterization, in vitro and in vivo evaluation
    • Cao, N. and Feng, S. S. (2008) Doxorubicin conjugated to D-alpha-tocopheryl polyethylene glycol 1000 succinate (TPGS): Conjugation chemistry, characterization, in vitro and in vivo evaluation Biomaterials 29, 3856-3865
    • (2008) Biomaterials , vol.29 , pp. 3856-3865
    • Cao, N.1    Feng, S.S.2
  • 20
    • 36148942471 scopus 로고    scopus 로고
    • A new nanomedicine of gemcitabine displays enhanced anticancer activity in sensitive and resistant leukemia types
    • Reddy, L. H., Dubernet, C., Mouelhi, S. L., Marque, P. E., Desmaele, D., and Couvreur, P. (2007) A new nanomedicine of gemcitabine displays enhanced anticancer activity in sensitive and resistant leukemia types J. Controlled Release 124, 20-27
    • (2007) J. Controlled Release , vol.124 , pp. 20-27
    • Reddy, L.H.1    Dubernet, C.2    Mouelhi, S.L.3    Marque, P.E.4    Desmaele, D.5    Couvreur, P.6
  • 22
    • 79953026443 scopus 로고    scopus 로고
    • Formulation of docetaxel by folic acid-conjugated d-alpha-tocopheryl polyethylene glycol succinate 2000 (Vitamin e TPGS(2k)) micelles for targeted and synergistic chemotherapy
    • Mi, Y., Liu, Y., and Feng, S. S. (2011) Formulation of docetaxel by folic acid-conjugated d-alpha-tocopheryl polyethylene glycol succinate 2000 (Vitamin E TPGS(2k)) micelles for targeted and synergistic chemotherapy Biomaterials 32, 4058-4066
    • (2011) Biomaterials , vol.32 , pp. 4058-4066
    • Mi, Y.1    Liu, Y.2    Feng, S.S.3
  • 23
    • 84872401360 scopus 로고    scopus 로고
    • A review of current nanoparticle and targeting moieties for the delivery of cancer therapeutics
    • Steichen, S. D., Caldorera-Moore, M., and Peppas, N. A. (2012) A review of current nanoparticle and targeting moieties for the delivery of cancer therapeutics Eur. J. Pharm. Sci. 48, 416-427
    • (2012) Eur. J. Pharm. Sci. , vol.48 , pp. 416-427
    • Steichen, S.D.1    Caldorera-Moore, M.2    Peppas, N.A.3
  • 25
    • 84859839124 scopus 로고    scopus 로고
    • Vitamin e TPGS as a molecular biomaterial for drug delivery
    • Zhang, Z., Tan, S., and Feng, S. S. (2012) Vitamin E TPGS as a molecular biomaterial for drug delivery Biomaterials 33, 4889-4906
    • (2012) Biomaterials , vol.33 , pp. 4889-4906
    • Zhang, Z.1    Tan, S.2    Feng, S.S.3
  • 27
    • 84864003109 scopus 로고    scopus 로고
    • Star-shape copolymer of lysine-linked di-tocopherol polyethylene glycol 2000 succinate for doxorubicin delivery with reversal of multidrug resistance
    • Wang, J., Sun, J., Chen, Q., Gao, Y., Li, L., Li, H., Leng, D., Wang, Y., Sun, Y., Jing, Y., Wang, S., and He, Z. (2012) Star-shape copolymer of lysine-linked di-tocopherol polyethylene glycol 2000 succinate for doxorubicin delivery with reversal of multidrug resistance Biomaterials 33, 6877-6888
    • (2012) Biomaterials , vol.33 , pp. 6877-6888
    • Wang, J.1    Sun, J.2    Chen, Q.3    Gao, Y.4    Li, L.5    Li, H.6    Leng, D.7    Wang, Y.8    Sun, Y.9    Jing, Y.10    Wang, S.11    He, Z.12
  • 28
    • 79956337181 scopus 로고    scopus 로고
    • Comparing cellular uptake and cytotoxicity of targeted drug carriers in cancer cell lines with different drug resistance mechanisms
    • Lei, T., Srinivasan, S., Tang, Y., Manchanda, R., Nagesetti, A., Fernandez-Fernandez, A., and McGoron, A. J. (2011) Comparing cellular uptake and cytotoxicity of targeted drug carriers in cancer cell lines with different drug resistance mechanisms Nanomedicine 7, 324-332
    • (2011) Nanomedicine , vol.7 , pp. 324-332
    • Lei, T.1    Srinivasan, S.2    Tang, Y.3    Manchanda, R.4    Nagesetti, A.5    Fernandez-Fernandez, A.6    McGoron, A.J.7
  • 30
    • 0000972145 scopus 로고    scopus 로고
    • In vitro and in vivo anti-tumor activities of nanoparticles based on doxorubicin-PLGA conjugates
    • Yoo, H. S., Lee, K. H., Oh, J. E., and Park, T. G. (2000) In vitro and in vivo anti-tumor activities of nanoparticles based on doxorubicin-PLGA conjugates J. Controlled Release 68, 419-431
    • (2000) J. Controlled Release , vol.68 , pp. 419-431
    • Yoo, H.S.1    Lee, K.H.2    Oh, J.E.3    Park, T.G.4
  • 31
    • 79951933087 scopus 로고    scopus 로고
    • Squalene based nanocomposites: A new platform for the design of multifunctional pharmaceutical theragnostics
    • Arias, J. L., Reddy, L. H., Othman, M., Gillet, B., Desmaele, D., Zouhiri, F., Dosio, F., Gref, R., and Couvreur, P. (2011) Squalene based nanocomposites: A new platform for the design of multifunctional pharmaceutical theragnostics ACS Nano 5, 1513-1521
    • (2011) ACS Nano , vol.5 , pp. 1513-1521
    • Arias, J.L.1    Reddy, L.H.2    Othman, M.3    Gillet, B.4    Desmaele, D.5    Zouhiri, F.6    Dosio, F.7    Gref, R.8    Couvreur, P.9
  • 32
    • 84876522847 scopus 로고    scopus 로고
    • Self-assembling doxorubicin prodrug forming nanoparticles for cancer chemotherapy: Synthesis and anticancer study in vitro and in vivo
    • Gou, P. W., Mao, W., Tang, J., Shena, Y., and Sui, M. (2013) Self-assembling doxorubicin prodrug forming nanoparticles for cancer chemotherapy: synthesis and anticancer study in vitro and in vivo J. Mater. Chem. B 1, 284-292
    • (2013) J. Mater. Chem. B , vol.1 , pp. 284-292
    • Gou, P.W.1    Mao, W.2    Tang, J.3    Shena, Y.4    Sui, M.5
  • 33
    • 27944501644 scopus 로고    scopus 로고
    • Progress in liquid crystalline dispersions: Cubosomes
    • Spicer, P. T. (2005) Progress in liquid crystalline dispersions: Cubosomes Curr. Opin. Colloid Interface Sci. 10, 274-279
    • (2005) Curr. Opin. Colloid Interface Sci. , vol.10 , pp. 274-279
    • Spicer, P.T.1
  • 34
    • 84879608357 scopus 로고    scopus 로고
    • Improving the antitumor activity of squalenoyl-paclitaxel conjugate nanoassemblies by manipulating the linker between paclitaxel and squalene
    • Caron, J., Maksimenko, A., Wack, S., Lepeltier, E., Bourgaux, C., Morvan, E., Leblanc, K., Couvreur, P., and Desmaele, D. (2013) Improving the antitumor activity of squalenoyl-paclitaxel conjugate nanoassemblies by manipulating the linker between paclitaxel and squalene Adv. Healthcare Mater. 2, 172-185
    • (2013) Adv. Healthcare Mater. , vol.2 , pp. 172-185
    • Caron, J.1    Maksimenko, A.2    Wack, S.3    Lepeltier, E.4    Bourgaux, C.5    Morvan, E.6    Leblanc, K.7    Couvreur, P.8    Desmaele, D.9
  • 35
    • 84862676788 scopus 로고    scopus 로고
    • Squalenoylation: A generic platform for nanoparticular drug delivery
    • Desmaele, D., Gref, R., and Couvreur, P. (2012) Squalenoylation: A generic platform for nanoparticular drug delivery J. Controlled Release 161, 609-618
    • (2012) J. Controlled Release , vol.161 , pp. 609-618
    • Desmaele, D.1    Gref, R.2    Couvreur, P.3
  • 36
    • 79958206258 scopus 로고    scopus 로고
    • Reversal of doxorubicin-resistance by multifunctional nanoparticles in MCF-7/ADR cells
    • Shieh, M. J., Hsu, C. Y., Huang, L. Y., Chen, H. Y., Huang, F. H., and Lai, P. S. (2011) Reversal of doxorubicin-resistance by multifunctional nanoparticles in MCF-7/ADR cells J. Controlled Release 152, 418-425
    • (2011) J. Controlled Release , vol.152 , pp. 418-425
    • Shieh, M.J.1    Hsu, C.Y.2    Huang, L.Y.3    Chen, H.Y.4    Huang, F.H.5    Lai, P.S.6
  • 37
    • 8544241751 scopus 로고    scopus 로고
    • Formation of squaric acid amides of anthracycline antibiotics. Synthesis and cytotoxic properties
    • Tevyashova, A., Sztaricskai, F., Batta, G., Herczegh, P., and Jeney, A. (2004) Formation of squaric acid amides of anthracycline antibiotics. Synthesis and cytotoxic properties Bioorg. Med. Chem. Lett. 14, 4783-4789
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 4783-4789
    • Tevyashova, A.1    Sztaricskai, F.2    Batta, G.3    Herczegh, P.4    Jeney, A.5
  • 38
    • 84875391774 scopus 로고    scopus 로고
    • The applications of vitamin e TPGS in drug delivery
    • Guo, Y., Luo, J., Tan, S., Otieno, B. O., and Zhang, Z. (2013) The applications of vitamin E TPGS in drug delivery Eur. J. Pharm. Sci. 49, 175-186
    • (2013) Eur. J. Pharm. Sci. , vol.49 , pp. 175-186
    • Guo, Y.1    Luo, J.2    Tan, S.3    Otieno, B.O.4    Zhang, Z.5
  • 40
    • 24344456703 scopus 로고    scopus 로고
    • Enhanced anticancer efficacy of alpha-tocopheryl succinate by conjugation with polyethylene glycol
    • Youk, H. J., Lee, E., Choi, M. K., Lee, Y. J., Chung, J. H., Kim, S. H., Lee, C. H., and Lim, S. J. (2005) Enhanced anticancer efficacy of alpha-tocopheryl succinate by conjugation with polyethylene glycol J. Controlled Release 107, 43-52
    • (2005) J. Controlled Release , vol.107 , pp. 43-52
    • Youk, H.J.1    Lee, E.2    Choi, M.K.3    Lee, Y.J.4    Chung, J.H.5    Kim, S.H.6    Lee, C.H.7    Lim, S.J.8
  • 42
    • 0024442942 scopus 로고
    • Temperature effect on endocytosis and exocytosis by rabbit alveolar macrophages
    • Tomoda, H., Kishimoto, Y., and Lee, Y. C. (1989) Temperature effect on endocytosis and exocytosis by rabbit alveolar macrophages J. Biol. Chem. 264, 15445-15450
    • (1989) J. Biol. Chem. , vol.264 , pp. 15445-15450
    • Tomoda, H.1    Kishimoto, Y.2    Lee, Y.C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.