Reduction-Sensitive Dual Functional Nanomicelles for Improved Delivery of Paclitaxel

Bioconjugate Chemistry

Volumn 25, Issue 9, 2014, Pages 1689-1696

  Zhang, Xiaolan ^a,b   Liu, Ke ^a   Huang, Yixian ^a,b   Xu, Jieni ^a,b   Li, Jiang ^a,b   Ma, Xiaochao ^a   Li, Song ^a,b  

^a UNIVERSITY OF PITTSBURGH   (United States)

^b UNIVERSITY OF PITTSBURGH CANCER INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CONTROLLED DRUG DELIVERY; CRITICAL MICELLE CONCENTRATION; DRUG PRODUCTS; HYDROPHOBICITY; SULFUR COMPOUNDS; TARGETED DRUG DELIVERY; TUMORS;

% REDUCTIONS; ANTICANCER DRUG; DISULFIDE LINKAGES; HYDROPHILICS; HYDROPHOBICS; NANOCARRIERS; NANOMICELLES; PACLITAXEL; THERAPEUTIC ACTIVITY; TUMOUR CELLS;

MICELLES;

FARNESYLTHIOSALICYLATE; MACROGOL; NANOCARRIER; PACLITAXEL; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; DRUG CARRIER; FARNESOL; MACROGOL DERIVATIVE; MICELLE; NANOMATERIAL; SALICYLIC ACID DERIVATIVE; SALIRASIB;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CANCER; CANCER INHIBITION; CELL PROLIFERATION; CELL VIABILITY; CONTROLLED STUDY; CRITICAL MICELLE CONCENTRATION; DISULFIDE BOND; DRUG DELIVERY SYSTEM; DRUG STABILITY; FEMALE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; HYDROPHILICITY; IN VITRO STUDY; IN VIVO STUDY; MALE; MOLECULAR WEIGHT; MOUSE; NONHUMAN; PARTICLE SIZE; TANDEM MASS SPECTROMETRY; ANALOGS AND DERIVATIVES; ANIMAL; CHEMICAL PHENOMENA; CHEMISTRY; MAMMARY NEOPLASMS, EXPERIMENTAL; MICELLE; OXIDATION REDUCTION REACTION; TUMOR CELL LINE;

MURINAE;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DRUG CARRIERS; FARNESOL; FEMALE; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; MAMMARY NEOPLASMS, EXPERIMENTAL; MICE; MICELLES; NANOSTRUCTURES; OXIDATION-REDUCTION; PACLITAXEL; POLYETHYLENE GLYCOLS; SALICYLATES;

EID: 84910102186     PISSN: 10431802     EISSN: 15204812     Source Type: Journal    
DOI: 10.1021/bc500292j     Document Type: Article

References (29)

1. Bourzac, K. (2012) Nanotechnology: Carrying drugs Nature 491, S58 - 60
2. Torchilin, V. (2009) Multifunctional and stimuli-sensitive pharmaceutical nanocarriers Eur. J. Pharm. Biopharm. 71, 431 - 444
3. Zhang, X., Huang, Y., and Li, S. (2014) Nanomicellar carriers for targeted delivery of anticancer agents Ther. Delivery 5, 53 - 68
4. Zhang, P., Lu, J., Huang, Y., Zhao, W., Zhang, Y., Zhang, X., Li, J., Venkataramanan, R., Gao, X., and Li, S. (2014) Design and evaluation of a PEGylated lipopeptide equipped with drug-interactive motifs as an improved drug carrier AAPS J. 16, 114 - 124
5. Lu, J., Huang, Y., Zhao, W., Marquez, R. T., Meng, X., Li, J., Gao, X., Venkataramanan, R., Wang, Z., and Li, S. (2013) PEG-derivatized embelin as a nanomicellar carrier for delivery of paclitaxel to breast and prostate cancers Biomaterials 34, 1591 - 1600
6. Zhang, X., Lu, J., Huang, Y., Zhao, W., Chen, Y., Li, J., Gao, X., Venkataramanan, R., Sun, M., Stolz, D. B., Zhang, L., and Li, S. (2013) PEG-farnesylthiosalicylate conjugate as a nanomicellar carrier for delivery of paclitaxel Bioconjugate Chem. 24, 464 - 472
7. Marciano, D., Ben-Baruch, G., Marom, M., Egozi, Y., Haklai, R., and Kloog, Y. (1995) Farnesyl derivatives of rigid carboxylic acids-inhibitors of ras-dependent cell growth J. Med. Chem. 38, 1267 - 1272
8. Haklai, R., Weisz, M. G., Elad, G., Paz, A., Marciano, D., Egozi, Y., Ben-Baruch, G., and Kloog, Y. (1998) Dislodgment and accelerated degradation of Ras Biochemistry 37, 1306 - 1314
9. Bos, J. L. (1989) Ras oncogenes in human cancer: a review Cancer Res. 49, 4682 - 4689
10. Goldberg, L., Haklai, R., Bauer, V., Heiss, A., and Kloog, Y. (2009) New derivatives of farnesylthiosalicylic acid (salirasib) for cancer treatment: farnesylthiosalicylamide inhibits tumor growth in nude mice models J. Med. Chem. 52, 197 - 205
11. Paz, A., Haklai, R., Elad-Sfadia, G., Ballan, E., and Kloog, Y. (2001) Galectin-1 binds oncogenic H-Ras to mediate Ras membrane anchorage and cell transformation Oncogene 20, 7486 - 7493
12. Rotblat, B., Ehrlich, M., Haklai, R., and Kloog, Y. (2008) The Ras inhibitor farnesylthiosalicylic acid (Salirasib) disrupts the spatiotemporal localization of active Ras: a potential treatment for cancer Methods Enzymol. 439, 467 - 489
13. McCarley, R. L. (2012) Redox-responsive delivery systems Annu. Rev. Anal. Chem. 5, 391 - 411
14. Saito, G., Swanson, J. A., and Lee, K. D. (2003) Drug delivery strategy utilizing conjugation via reversible disulfide linkages: role and site of cellular reducing activities Adv. Drug Delivery Rev. 55, 199 - 215
15. Meng, F., Hennink, W. E., and Zhong, Z. (2009) Reduction-sensitive polymers and bioconjugates for biomedical applications Biomaterials 30, 2180 - 2198
16. Huang, H., Zhang, X., Yu, J., Zeng, J., Chang, P. R., Xu, H., and Huang, J. (2013) Fabrication and reduction-sensitive behavior of polyion complex nano-micelles based on PEG-conjugated polymer containing disulfide bonds as a potential carrier of anti-tumor paclitaxel Colloids Surf., B: Biointerfaces 110, 59 - 65
17. Wu, G., Fang, Y. Z., Yang, S., Lupton, J. R., and Turner, N. D. (2004) Glutathione metabolism and its implications for health J. Nutr. 134, 489 - 492
18. Duan, K., Zhang, X., Tang, X., Yu, J., Liu, S., Wang, D., Li, Y., and Huang, J. (2010) Fabrication of cationic nanomicelle from chitosan-graft-polycaprolactone as the carrier of 7-ethyl-10-hydroxy-camptothecin Colloids Surf., B: Biointerfaces 76, 475 - 482
19. Li, Y., Xiao, K., Luo, J., Xiao, W., Lee, J. S., Gonik, A. M., Kato, J., Dong, T. A., and Lam, K. S. (2011) Well-defined, reversible disulfide cross-linked micelles for on-demand paclitaxel delivery Biomaterials 32, 6633 - 6645
20. Wang, H., Tang, L., Tu, C., Song, Z., Yin, Q., Yin, L., Zhang, Z., and Cheng, J. (2013) Redox-responsive, core-cross-linked micelles capable of on-demand, concurrent drug release and structure disassembly Biomacromolecules 14, 3706 - 3712
21. Koo, A. N., Min, K. H., Lee, H. J., Lee, S. U., Kim, K., Kwon, I. C., Cho, S. H., Jeong, S. Y., and Lee, S. C. (2012) Tumor accumulation and antitumor efficacy of docetaxel-loaded core-shell-corona micelles with shell-specific redox-responsive cross-links Biomaterials 33, 1489 - 1499
22. Lee, S. Y., Tyler, J. Y., Kim, S., Park, K., and Cheng, J. X. (2013) FRET imaging reveals different cellular entry routes of self-assembled and disulfide bonded polymeric micelles Mol. Pharmacol. 10, 3497 - 3506
23. Lee, S. Y., Kim, S., Tyler, J. Y., Park, K., and Cheng, J. X. (2013) Blood-stable, tumor-adaptable disulfide bonded mPEG-(Cys)4-PDLLA micelles for chemotherapy Biomaterials 34, 552 - 561
24. Zhang, M. Z., Ishii, A., Nishiyama, N., Matsumoto, S., Ishii, T., Yamasaki, Y., and Kataoka, K. (2009) PEGylated calcium phosphate nanocomposites as smart environment-sensitive carriers for siRNA delivery Adv. Mater. 21, 3520 - 3525
25. Cabral, H., Matsumoto, Y., Mizuno, K., Chen, Q., Murakami, M., Kimura, M., Terada, Y., Kano, M. R., Miyazono, K., Uesaka, M., Nishiyama, N., and Kataoka, K. (2011) Accumulation of sub-100 nm polymeric micelles in poorly permeable tumours depends on size Nat. Nanotechnol. 6, 815 - 823
26. Yokoyama, M. (1992) Block copolymers as drug carriers Crit. Rev. Ther. Drug Carrier Syst. 9, 213 - 48
27. Huang, Y., Lu, J., Gao, X., Li, J., Zhao, W., Sun, M., Stolz, D. B., Venkataramanan, R., Rohan, L. C., and Li, S. (2012) PEG-derivatized embelin as a dual functional carrier for the delivery of paclitaxel Bioconjugate Chem. 23, 1443 - 1451
28. Haklai, R., Elad-Sfadia, G., Egozi, Y., and Kloog, Y. (2008) Orally administered FTS (salirasib) inhibits human pancreatic tumor growth in nude mice Cancer Chemother. Pharmacol. 61, 89 - 96
29. Zhao, M., He, P., Xu, L., Hidalgo, M., Laheru, D., and Rudek, M. A. (2008) Determination of salirasib (S-trans,trans-farnesylthiosalicylic acid) in human plasma using liquid chromatography-tandem mass spectrometry J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 869, 142 - 145