Targeting prostate carcinoma by G3-C12 peptide conjugated N -(2-hydroxypropyl)methacrylamide copolymers

Molecular Pharmaceutics

Volumn 11, Issue 10, 2014, Pages 3251-3260

  Yang, Yang ^a   Li, Lian ^a   Zhou, Zhou ^a   Yang, Qingqing ^a   Liu, Chong ^a   Huang, Yuan ^a  

^a SICHUAN UNIVERSITY   (China)

Author keywords

G3 C12 peptide; galectin 3; HPMA copolymers; prostate carcinoma

Indexed keywords

ALANYLASPARAGINYLTHREONYLPROLYLCYSTEINYLGLYCYLPROLYLTYROSYLTYROSYLHISTIDYLASPARTYLCYSTEINYLPROLYLVALYLLYSYLARGININE; ANTINEOPLASTIC AGENT; CAVEOLIN; CLATHRIN; GALECTIN 3; IODINE 131; N (2 HYDROXYPROPYL)METHACRYLAMIDE COPOLYMER; POLYPEPTIDE; UNCLASSIFIED DRUG; ACRYLAMIDE DERIVATIVE; N-(2-HYDROXYPROPYL)METHACRYLAMIDE; PEPTIDE; POLYMER;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BINDING AFFINITY; BIOACCUMULATION; CHEMICAL MODIFICATION; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG BLOOD LEVEL; DRUG CONJUGATION; DRUG DISTRIBUTION; DRUG PROTEIN BINDING; DRUG SYNTHESIS; DRUG TARGETING; DRUG UPTAKE; ENDOCYTOSIS; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; INTERNALIZATION; ISOTOPE LABELING; MALE; MOLECULAR WEIGHT; MOUSE; MOUSE MODEL; NONHUMAN; PROSTATE CANCER CELL LINE; PROSTATE CARCINOMA; PROTEIN EXPRESSION; SINGLE PHOTON EMISSION COMPUTER TOMOGRAPHY; TUMOR XENOGRAFT; ANIMAL; BAGG ALBINO MOUSE; CHEMISTRY; PROSTATIC NEOPLASMS; TUMOR CELL LINE;

ACRYLAMIDES; ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; HUMANS; MALE; MICE; MICE, INBRED BALB C; PEPTIDES; POLYMERS; PROSTATIC NEOPLASMS;

EID: 84907969377     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp500083u     Document Type: Article

References (44)

1. Bogenrieder, T.; Herlyn, M. Axis of evil: molecular mechanisms of cancer metastasis Oncogene 2003, 22, 6254-6236
2. Laufer, M.; Denmeade, S. R.; Sinibaldi, V. J.; Carducci, M. A.; Eisenberger, M. A. Complete androgen blockade for prostate cancer: what went wrong? J. Urol. 2000, 164, 3-9
3. Gilligan, T.; Kantoff, P. W. Chemotherapy for prostate cancer Urology 2002, 60, 94-100
4. Omelyanenko, V.; Kopecková, P.; Gentry, C.; Shiah, J. G.; Kopecek, J. HPMA copolymer -anticancer drug-OV-TL16 antibody conjugates. 1. Influence of the method of synthesis on the binding affinity to OVCAR-3 ovarian carcinoma cells in vitro J. Drug Target. 1996, 3, 357-373
5. Liu, J.; Kopecková, P.; Bühler, P.; Wolf, P.; Pan, H.; Bauer, H.; Elsässer-Beile, U.; Kopecek, J. Biorecognition and subcellular trafficking of HPMA copolymer-anti-PMSA antibody conjugates by prostate cancer cells Mol. Pharm. 2009, 6, 959-970
6. Kopecek, J.; Kopecková, P. HPMA copolymers: Origins, early developments, present, and future Adv. Drug Delivery Rev. 2010, 62, 122-149
7. Seymour, L. W.; Miyamoto, Y.; Maeda, H.; Brereton, M.; Strohalm, J.; Ulbrich, K.; Duncan, R. Influence of molecular-weight on passive tumor accumulation of a soluble macromolecular drug carrier Eur. J. Cancer. 1995, 31A, 766-770
8. Allen, T. M. Ligand-targeted therapeutics in anticancer therapy Nat. Rev. Cancer 2002, 2, 750-763
9. Jensen, K. D.; Nori, A.; Tijerina, M.; Kopecková, P.; Kopecek, J. Cytoplasmic delivery and nuclear targeting of synthetic macromolecules J. Controlled Release 2003, 87, 89-105
10. Lu, Z. R.; Shiah, J. G.; Sakuma, S.; Kopecková, P.; Kopecek, J. Design of novel bioconjugates for targeted drug delivery J. Controlled Release 2002, 78, 165-173
11. Bresalier, R. S.; Mazurek, N.; Sternberg, L. R.; Byrd, J. C.; Yunker, C. K.; Nangia-Makker, P.; Raz, A. Metastasis of human colon cancer is altered by modifying expression of the beta-galactoside -binding protein galectin-3 Gastroenterology 1998, 115, 287-296
12. Zou, J.; Glinsky, V. V.; Landon, L. A.; Matthews, L.; Deutscher, S. L. Peptides specific to the galectin-3 carbohydrate recognition domain inhibit metastasis-associated cancer cell adhesion Carcinogenesis 2005, 26, 309-318
13. Inohara, H.; Akahani, S.; Koths, S.; Raz, A. Interactions between galectin-3 and Mac-2-binding protein mediate cell-cell adhesion Cancer Res. 1996, 56, 4530-4534
14. Wang, L.; Inohara, H.; Pienta, K. J.; Raz, A. Galectin-3 is a nuclear matrix protein which binds RNA Biochem. Biophys. Res. Commun. 1995, 217, 292-303
15. Meromsky, L.; Lotan, R.; Raz, A. Implications of endogenous tumor cell surface lectins as mediators of cellular interactions and lung colonization Cancer Res. 1986, 46, 5270-5275
16. Deutscher, S. L.; Figueroa, S. D.; Kumar, S. R. Tumor targeting and SPECT imaging properties of an (111)In-labeled galectin-3 binding peptide in prostate carcinoma Nucl. Med. Biol. 2009, 36, 137-146
17. Smith, G. P.; Petreno, V. A. Phage display Chem. Rev. 1997, 97, 391-410
18. Rodi, D. J.; Janes, R. W.; Sanganee, H. J.; Holton, R. A.; Wallace, B. A.; Makowski, L. Screening of a library of phage-displayed peptides identifies human bcl-2 as a taxol-binding protein J. Mol. Biol. 1999, 285, 197-203
19. Meyers, S. R.; Khoo, X.; Huang, X.; Walsh, E. B.; Grinstaff, M. W.; Kenan, D. J. The development of peptide-based interfacial biomaterials for generating biological functionality on the surface of bioinert materials Biomaterials 2009, 30, 277-286
20. Yang, Y.; Zhou, Z.; He, S.; Fan, T.; Jin, Y.; Zhu, X.; Chen, C.; Zhang, Z. R.; Huang, Y. Treatment of prostate carcinoma with (galectin-3)-targeted HPMA copolymer-(G3-C12)-5-Fluorouracil conjugates Biomaterials 2012, 33, 2260-2271
21. Ulbrich, K.; Subr, V.; Strohalm, J.; Plocová, D.; Jelínková, M.; Ríhová, B. Polymeric drugs based on conjugates of synthetic and natural macromolecules I. Synthesis and physico-chemical characterization J. Controlled Release 2000, 64, 63-79
22. Yuan, F.; Chen, F.; Xiang, Q. Y.; Qin, X.; Zhang, Z. R.; Huang, Y. Synthesis and characterization of HPMA copolymer-5-FU conjugates Chin. Chem. Lett. 2008, 19, 137-140
23. Kopansky, E.; Shamay, Y.; David, A. Peptide-directed HPMA copolymer-doxorubicin conjugates as targeted therapeutics for colorectal cancer J. Drug Target. 2011, 19, 933-943
24. Ruttekolk, I. R.; Duchardt, F.; Fischer, R.; Wiesmüller, K. H.; Rademann, J.; Brock, R. HPMA as a scaffold for the modular assembly of functional peptide polymers by native chemical ligation Bioconjug Chem. 2008, 19, 2081-2087
25. Rademaker-Lakhai, J. M.; Terret, C.; Howell, S. B.; Baud, C. M.; De Boer, R. F.; Pluim, D.; Beijnen, J. H.; Schellens, J. H.; Droz, J. P. A phase I and pharmacological study of the platinum polymer AP5280 given as an intravenous infusion once every 3 weeks in patients with solid tumors Clin. Cancer Res. 2004, 10, 3386-3395
26. Nan, A.; Ghandehari, H.; Hebert, C.; Siavash, H.; Nikitakis, N.; Reynolds, M.; Sauk, J. J. Water-soluble polymers for targeted drug delivery to human squamous carcinoma of head and neck J. Drug Target. 2005, 13, 189-197
27. Greish, K.; Ray, A.; Bauer, H.; Larson, N.; Malugin, A.; Pike, D.; Haider, M.; Ghandehari, H. Anticancer and antiangiogenic activity of HPMA copolymer-aminohexylgeldanamycin-RGDfK conjugates for prostate cancer therapy J. Controlled Release 2011, 151, 263-270
28. Inohara, H. A. Functional evidence that cell surface galectin-3 mediates homotypic cell adhesion Cancer Res. 1995, 55, 3267-3271
29. Akahani, S.; Nangia-Makker, P.; Inohara, H.; Kim, H. R.; Raz, A. Galectin-3: a novel antiapoptotic molecule with a functional BH1 (NWGR) domain of Bcl-2 family Cancer Res. 1997, 57, 5272-5276
30. Matarrese, P.; Fusco, O.; Tinari, N.; Natoli, C.; Liu, F. T.; Semeraro, M. L.; Malorni, W.; Iacobelli, S. Galectin-3 overexpression protects from apoptosis by improving cell adhesion properties Int. J. Cancer. 2000, 85, 545-554
31. Marradi, M.; Martín-Lomas, M.; Penadés, S. Glyconanoparticles polyvalent tools to study carbohydrate-based interactions Adv. Carbohydr.: Chem. Biochem. 2010, 64, 211-290
32. Tang, A.; Kopeiková, P.; Kopeckevá, J. Binding and cytotoxicity of HPMA copolymer conjugates to lymphocytes mediated by receptor-binding epitopes Pharm. Res. 2003, 20, 360-367
33. Glinsky, V. V.; Glinsky, G. V.; Rittenhouse-Olson, K.; Huflejt, M. E.; Glinskii, O. V.; Deutscher, S. L.; Quinn, T. P. The role of Thomsen-Friedenreich antigen in adhesion of human breast and prostate cancer cells to the endothelium Cancer Res. 2001, 61, 4851-4857
34. Le Marer, N.; Hughes, R. C. Effects of the carbohydrate-binding protein galectin-3 on the invasiveness of human breast carcinoma cells J. Cell Physiol. 1996, 168, 51-58
35. Yu, F.; Finley, R. L.; Raz, A.; Kim, H. R. Galectin-3 translocates to the perinuclear membranes and inhibits cytochrome c release from the mitochondria. A role for synexin in galectin-3 translocation J. Biol. Chem. 2002, 277, 15819-15827
36. Nangia-Makker, P.; Honjo, Y.; Sarvis, R.; Akahani, S.; Hogan, V.; Pienta, K. J.; Raz, A. Galectin-3 induces endothelial cell morphogenesis and angiogenesis Am. J. Pathol. 2000, 156, 899-909
37. Nori, A.; Kopecek, J. Intracellular targeting of polymer-bound drugs for cancer chemotherapy Adv. Drug Delivery Rev. 2005, 57, 609-636
38. Tijerina, M.; Kopecková, P.; Kopecek, J. Correlation of subcellular compartmentalization of HPMA copolymer-Mce6 conjugates with chemotherapeutic activity in human ovarian carcinoma cells Pharm. Res. 2003, 20, 728-737
39. Tijerina, M.; Kopecková, P.; Kopecek, J. Mechanism of cytotoxicity in human ovarian carcinoma cells exposed to free Mce6 or HPMA copolymer-Mce6 conjugates Photochem. Photobiol. 2003, 77, 645-652
40. Rejman, J.; Conese, M.; Hoekstra, D. Gene transfer by means of lipo- and polyplexes: role of clathrin and caveolae-mediated endocytosis J. Liposome Res. 2006, 16, 237-247
41. Duncan, R. Polymer conjugates as anticancer nanomedicines Nat. Rev. Cancer. 2006, 6, 688-701
42. Ríhová, B.; Kubácková, K. Clinical implications of N -(2-hydroxypropyl)methacrylamide copolymers Curr. Pharm. Biotechnol. 2003, 4, 311-322
43. Li, L.; Yang, Q. Q.; Zhou, Z.; Zhong, J. J.; Huang, Y. Doxorubicin-loaded, charge-reversible, folate-modified HPMA copolymer for active cancer cell targeting Biomaterials 2014, 35, 5171-5187
44. Zhou, Z.; Li, L.; Yang, Y.; Xu, X. L.; Huang, Y. Enhanced tumor targeting by cross-linked HPMA copolymer micelles with pH-sensitivity and biodegrability Biomaterials 2014, 35, 6622-6635