Inclusion complex of a Bcl-2 inhibitor with cyclodextrin: Characterization, cellular accumulation, and in vivo antitumor activity

Molecular Pharmaceutics

Volumn 7, Issue 4, 2010, Pages 1349-1354

  Zhang, Zhichao ^a   Wu, Guiye ^a,b   Gao, Jin ^a   Song, Ting ^a  

^a DALIAN UNIVERSITY OF TECHNOLOGY   (China)

^b PEKING UNIVERSITY   (China)

Author keywords

antitumor; cyclodextrins; in vivo; Small molecule inhibitors

Indexed keywords

3 METHOXY 8 OXO 8H ACENAPHTHO[1,2 B]PYRROLE 9 CARBONITRILE; ANTINEOPLASTIC AGENT; CYANIDE; CYCLODEXTRIN; PROTEIN BAX; PROTEIN BCL 2; S1; UNCLASSIFIED DRUG; GAMMA CYCLODEXTRIN; GAMMA CYCLODEXTRIN DERIVATIVE; GAMMA-CYCLODEXTRIN;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ARTICLE; COMPLEX FORMATION; CONTROLLED STUDY; DRUG ACCUMULATION; DRUG SOLUBILITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LIVER CELL CARCINOMA; MOUSE; NONHUMAN; PRIORITY JOURNAL; SURVIVAL TIME; TUMOR VOLUME; TUMOR XENOGRAFT; ANIMAL; ATOMIC FORCE MICROSCOPY; BAGG ALBINO MOUSE; CHEMISTRY; CONFOCAL MICROSCOPY; DRUG ANTAGONISM; IMMUNOPRECIPITATION; NEOPLASM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; TUMOR CELL LINE;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; GAMMA-CYCLODEXTRINS; HUMANS; IMMUNOPRECIPITATION; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MICE, INBRED BALB C; MICROSCOPY, ATOMIC FORCE; MICROSCOPY, CONFOCAL; NEOPLASMS; PROTO-ONCOGENE PROTEINS C-BCL-2;

EID: 77955254661     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp100081x     Document Type: Article

References (21)

1. Huang, Z. The chemical biology of apoptosis: review exploring protein-protein interactions and the life and death of cells with small molecules Chem. Biol. 2002, 9, 1059-1072
2. Wells, J. A.; McClendon, C. L. Reaching for high-hanging fruit in drug discovery at protein-protein interfaces Nature 2007, 450, 1001-1009
3. Zhang, Z.; Jin, L.; Qian, X.; Wei, M.; Wang, Y.; Wang, J.; Yang, Y.; Xu, Q.; Xu, Y.; Liu, F. Novel Bcl-2 inhibitors: Discovery and mechanism study of small organic apoptosis-inducing agents ChemBioChem 2007, 8, 113-121
4. Fischer, U.; Janssen, K.; Schulze-Osthoff, K. Cutting-edge apoptosis-based therapeutics BioDrugs 2007, 21, 273-297
5. Adams, J. M.; Cory, S. The Bcl-2 protein family: arbiters of cell survival Science 1998, 281, 1322-1326
6. Mohammad, R.; Giri, A.; Goustin, A. S. Small-Molecule Inhibitors of Bcl-2 Family Proteins as Therapeutic Agents in Cancer Recent Pat. Anti-Cancer Drug Discovery 2008, 3, 20-30
7. Carrier, R. L.; Miller, L. A.; Ahmed, I. The utility of cyclodextrins for enhancing oral bioavailability J. Controlled Release 2007, 123, 78-99
8. Liu, Y.; Chen, G.; Li, L.; Zhang, H.; Cao, D.; Yuan, Y. Inclusion Complexation and Solubilization of Paclitaxel by Bridged Bis (Î-cyclodextrin)s Containing a Tetraethylenepentaamino Spacer J. Med. Chem. 2003, 46, 4634-4637
9. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; et. al; Gaussian 03, Revision C.02; Gaussian, Inc.: Pittsburgh, PA, 2003.
10. Higuchi, T.; Connors, K. Phase solubility techniques Adv. Anal. Chem. Instrum. 1965, 4, 117-212
11. Konopleva, M.; Watt, J.; Contractor, R.; Tsao, T.; Harris, D.; Estrov, Z.; Bronmann, W.; Kantarjian, H.; Viallet, J.; Samudio, I.; Andreeff, M. Mechanisms of antileukemic activity of the novel Bcl-2 homology domain-3 mimetic GX15-'070 (Obatoclax) Cancer Res. 2008, 68, 3413-3420
12. Brewster, M. E.; Loftsson, T. Cyclodextrins as pharmaceutical solubilizers Adv. Drug Delivery Rev. 2007, 59, 645-666
13. Liu, Y.; Liang, P.; Chen, Y.; Zhang, Y.; Zheng, J.; Yue, H. Interlocked Bis(polyrotaxane) of Cyclodextrin-Porphyrin Systems Mediated by Fullerenes Macromolecules 2005, 38, 9095-9099
14. Liu, Y.; Yang, Y.; Chen, Y.; Zou, H. Polyrotaxane with Cyclodextrins as Stoppers and Its Assembly Behavior Macromolecules 2005, 38, 5838-5840
15. Murthy, C. N.; Geckeler, K. E. The water-soluble Î-cyclodextrin- [60]fullerene complex Chem. Commun. 2001, 1194-1195
16. Shimizu, H.; Kaito, A.; Hatano, M. Induced Circular Dichroism of Î-Cyclodextrin Complexes with Substituted Benzenes Bull. Chem. Soc. Jpn. 1979, 52, 2678-2684
17. Shimizu, H.; Kaito, A.; Hatano, M. Induced Circular Dichroism of Î-Cyclodextrin Complexes with o -, m -, and p -Disubstituted Benzenes Bull. Chem. Soc. Jpn. 1981, 54, 513-519
18. Balan, B.; Sivadas, D. L.; Gopidas, K. R. Interaction of pyromellitic diimide derivatives with Î-cyclodextrin and anthracene-appended Î-cyclodextrin:rim binding vs inclusion complexation Org. Lett. 2007, 9, 2709-2712
19. Rosenbaum, A. I.; Zhang, G.; Warren, J. D.; Maxfield, F. R. Endocytosis of beta-cyclodextrins is responsible for cholesterol reduction in Niemann-Pick type C mutant cells Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 5477-5482
20. Zhang, Z.; Song, T.; Zhang, T.; Wu, G.; Gao, J.; An, L.; Du, G. A novel BH3 mimetic S1 potently induces Bax/Bak-dependent apoptosis by targeting both Bcl-2 and Mcl-1. Int. J. Cancer doi 1002/ijc.25484.
21. Prior, M.; Lehmann, S.; Sy, M.; Molloy, B.; McMahon, H. Cyclodextrins Inhibit Replication of Scrapie Prion Protein in Cell Culture J. Virol. 2007, 81, 11195-11207