An in vitro and in vivo study of a novel zinc complex, zinc N-(2-hydroxyacetophenone)glycinate to overcome multidrug resistance in cancer

Dalton Transactions

Volumn 40, Issue 41, 2011, Pages 10873-10884

  Ghosh, Ruma Dey ^a   Das, Satyajit ^a   Ganguly, Avishek ^a   Banerjee, Kaushik ^a   Chakraborty, Paramita ^a   Sarkar, Avijit ^b   Chatterjee, Mitali ^b   Nanda, Ashis ^c   Pradhan, Kiran ^c   Choudhuri, Soumitra K ^a  

^a CHITTARANJAN NATIONAL CANCER INSTITUTE   (India)

^b INSTITUTE OF POST GRADUATE MEDICAL EDUCATION AND RESEARCH   (India)

^c UNIVERSITY OF NORTH BENGAL   (India)

Author keywords

[No Author keywords available]

Indexed keywords

2-HYDROXYACETOPHENONE; ANTITUMOUR ACTIVITY; CELL LINES; CLINICAL STUDY; CYTOTOXIC; DOXORUBICIN; EHRLICH ASCITES CARCINOMA; GLYCINATE; IN-VITRO; IN-VIVO; INTRAPERITONEAL; LEUKEMIC CELLS; LIFE SPAN; METAL CHELATE; MULTIDRUG RESISTANCE; MULTIPLE DRUG RESISTANCE; P-GLYCOPROTEIN; POTENTIAL ABILITY; THERAPEUTIC AGENTS; VINBLASTINE; ZINC COMPLEX;

CELL CULTURE; CELL DEATH; CHELATION; CHEMOTHERAPY; DISEASES; GLYCOPROTEINS; MAMMALS;

ZINC;

ANTINEOPLASTIC AGENT; COORDINATION COMPOUND; DOXORUBICIN; GLYCOPROTEIN P; REACTIVE OXYGEN METABOLITE; VINBLASTINE; ZINC;

ANIMAL; APOPTOSIS; ARTICLE; CHEMISTRY; DRUG EFFECT; DRUG RESISTANCE; EHRLICH ASCITES TUMOR; FEMALE; GENETICS; HUMAN; METABOLISM; MOUSE; SYNTHESIS; TUMOR CELL LINE;

ANIMALS; ANTINEOPLASTIC AGENTS; APOPTOSIS; CARCINOMA, EHRLICH TUMOR; CELL LINE, TUMOR; COORDINATION COMPLEXES; DOXORUBICIN; DRUG RESISTANCE, NEOPLASM; FEMALE; HUMANS; MICE; P-GLYCOPROTEIN; REACTIVE OXYGEN SPECIES; VINBLASTINE; ZINC;

EID: 80053957225     PISSN: 14779226     EISSN: 14779234     Source Type: Journal    
DOI: 10.1039/c1dt10501a     Document Type: Article

References (39)

1. S. J. Lee K. S. Cho J. Y. Koh Oxidative Injury Triggers Autophagy in Astrocytes: The Role of Endogenous Zinc Glia 2009 57 1351 1361
2. S. Prasad Clinical, immunological, anti-inflammatory and antioxidant roles of zinc Exp. Gerontol. 2008 43 370 377
3. S. Prasad O. Kucuk Zinc in cancer prevention Cancer Metastasis Rev. 2002 21 291 295 (Pubitemid 36071916)
4. F. Arjmand M. Muddassir Design and synthesis of heterobimetallic topoisomerase I and II inhibitor complexes: In vitro DNA binding, interaction with 50-GMP and 50-TMP and cleavage studies J. Photochem. Photobiol., B 2010 101 1 37 46
5. Y. Miller B. Ma R. Nussinov Zinc ions promote Alzheimer Aβ aggregation via population shift of polymorphic states Proc. Natl. Acad. Sci. U. S. A. 2010 107 9490 9495
6. P. Kille Hogstrand R. I. Nicholson K. M. Taylor Zinc transporters and cancer: a potential role for ZIP7 as a hub for tyrosine kinase activation Trends Mol. Med. 2009 15 101 111
7. P. J. Baker K. L. Britton M. Fisher J. Esclapez C. Pire M. J. Bonete J. Ferrer D. W. Rice Active site dynamics in the zinc-dependent medium chain alcohol dehydrogenase superfamily Proc. Natl. Acad. Sci. U. S. A. 2009 106 779 784
8. P. F. Liguori A. Valentini M. Palma A. Bellusci S. Bernardini M. Ghedini M. L Panno C. Pettinari F. Marchetti A. Crispini D. Pucci Non-classical anticancer agents: synthesis and biological evaluation of zinc(II) heteroleptic complexes Dalton Trans. 2010 39 4205 4212
9. M. X. Li C. L. Chen D. Zhang J. Y. Niu B. S. Ji Mn(II), Co(II) and Zn(II) complexes with heterocyclic substituted thiosemicarbazones: Synthesis, characterization, X-ray crystal structures and antitumor comparison Eur. J. Med. Chem. 2010 45 3169 3177
10. T. P. Stanojkovic D. Kovala-Demertzi A. Primikyri I. Garcia-Santos A. Castineiras Z. Juranic M. A. Demertzis Zinc(II) complexes of 2-acetyl pyridine 1-(4-fluorophenyl)-piperazinyl thiosemicarbazone: Synthesis, spectroscopic study and crystal structures - Potential anticancer drugs J. Inorg. Biochem. 2010 104 467 476
11. T. Gianferrara I. Bratsos E. Alessio A categorization of metal anticancer compounds based on their mode of action Dalton Trans. 2009 7588 7598
12. S. Majumder G. S. Panda S. K. Choudhuri Synthesis, characterization and biological properties of a novel copper complex Eur. J. Med. Chem. 2003 38 893 898 (Pubitemid 37311403)
13. S. Majumder P. Dutta A. Mookerjee S. K. Choudhuri The role of a novel copper complex in overcoming doxorubicin resistance in Ehrlich ascites carcinoma cells in vivo Chem.-Biol. Interact. 2006 159 90 103 (Pubitemid 43042617)
14. A. Ganguly S. Basu P. Chakraborty S. Chatterjee A. Sarkar M. Chatterjee S. K. Choudhuri Targeting mitochondrial cell death pathway to overcome drug resistance with a newly developed iron chelate PLoS One 2010 5 6 e11253
15. S. K. Choudhuri. Indian patent entitled "Non toxic anti cancer drug resistance modifying agent and an anticancer kit including the same". Classification no. A61 K 31/00. Bigpatents India 2005, 1, 1-2
16. T. S. Basubaul S. Dutta E. Rivarola M. Scopelliti S. K. Choudhuri Synthesis, characterisation of diorganotin(IV) complexes of N-(2- hydroxyarylidene)-aminoacetic acid and antitumor screening in vivo in Ehrlich ascites carcinoma cells Appl. Organomet. Chem. 2001 15 947 953 (Pubitemid 33096545)
17. K. Vermeulen Z. N. Berneman D. R. V. Bockstaele Cell cycle and apoptosis Cell Proliferation 2003 36 165 175 (Pubitemid 36808272)
18. C. Tolis G. J. Peters C. G. Ferreira H. M. Pinedo G. Giaccone Cell cycle disturbances and apoptosis induced by Topotecan and Gemcitabine on human lung cancer cell lines Eur. J. Cancer 1999 35 796 807 (Pubitemid 29258151)
19. S. Majumder P. Dutta P. Mukherjee E. R. Datta T. Efferth S. Bhattacharya S. K. Choudhuri Reversal of drug resistance in P-glycoprotein-expressing T-cell acute lymphoblastic CEM leukemia cells by copper N-(2-hydroxyacetophenone) glycinate and oxalyl bis(N-phenyl) hydroxamic acid Cancer Lett. 2006 244 16 23 (Pubitemid 44508706)
20. V. K. Ngan K. Bellman B. T. Hill L. Wilson M. A. Jordan Mechanism of mitotic block and inhibition of cell proliferation by the semisynthetic Vinca alkaloids Vinorelbine and its newer derivative Vinflunine Mol. Pharmacol. 2001 60 225 232 (Pubitemid 32595250)
21. T. Efferth V. B. Konkimalla Y. Wang A. Sauerbrey S. Meinhardt F. Zintl J. Mattern M. Volm Prediction of broad spectrum resistance of tumors towards anticancer drugs Clin. Cancer Res. 2008 14 2405 2412 (Pubitemid 351551074)
22. I. Vermes C. Haanen H. Steens-Nakken C. Reutelingsperger A novel assay for apoptosis, flow cytometric detection of phosphatidylserine expression on early apoptotic cells using fluorescein labelled Annexin V J. Immunol. Methods 1995 184 39 51
23. S. W. Lowe A. W. Lin Apoptosis in cancer Carcinogenesis 2000 21 485 495 (Pubitemid 30137934)
24. C. Jiang Z. Wang H. Ganther J. Lu Caspases as key executors of methyl selenium-induced apoptosis (anoikis) of DU145 prostate cancer cells Cancer Res. 2001 61 3062 3070 (Pubitemid 32691955)
25. E. A. Slee C. Adrain S. J. Martin Executioner Caspase-3, -6, and -7 perform distinct, non-redundant roles during the demolition phase of apoptosis J. Biol. Chem. 2001 276 10 7320 7326
26. G. Szakacs J. K. Paterson J. A. Ludwig C. Booth-Genthe M. M. Gottesman Targeting multidrug resistance in cancer Nat. Rev. Drug Discovery 2006 5 219 234 (Pubitemid 43336035)
27. C. Martin G. Berridge C. F. Higgins R. Callaghan The multi-drug resistance reversal agent SR33557 and modulation of vinca alkaloid binding to P-glycoprotein by an allosteric interaction Br. J. Pharmacol. 1997 122 765 771 (Pubitemid 27453104)
28. J. P. Gillet T. Efferth D. Steinbach J. Hamels F. de Longueville V. Bertholet J. Remacle Microarray-based detection of multidrug resistance in human tumor cells by expression profiling of ATP-binding cassette transporter genes Cancer Res. 2004 64 8987 8993 (Pubitemid 39665508)
29. M. Wartenberg F. C. Ling M. Schallenberg A. T. Baumer K. Petrat J. Hescheler H. Sauer Down-regulation of intrinsic P-glycoprotein expression in multicellular prostate tumor spheroids by reactive oxygen species J. Biol. Chem. 2001 276 17420 17428
30. S. J. Berners-Price C. K. Mirabelli R. K. Johnson M. R. Mattern F. L. McCabe L. F. Faucette C. M. Sung S. M. Mong P. J. Sadler S. T. Crooke In vivo antitumor activity and in vitro cytotoxic properties of bis[1,2- bis(diphenylphosphino)ethane]gold(I) chloride Cancer Res. 1986 46 5486 5493 (Pubitemid 17177932)
31. M. G. Ferlin C. Marzano G. Chiarelotto F. Baccichetti F. Bordin Synthesis and antiproliferative activity of some variously substituted acridine and azacridine derivatives Eur. J. Med. Chem. 2000 35 827 837
32. S. Chatterjee A. Mookerjee J. Mookerjee Basu P. Chakroborty A. Ganguly A. Adhikary D. Mukhopadhyay S. Ganguli R. Banerjee A. Mohammad J. Biswas P. K. Das G. Sa M. Chatterjee T. Das S. K. Choudhuri A novel copper chelate modulates tumor associated macrophages to promote anti-tumor response of T cells PLoS One 2009 4 e7048
33. A. Kimmig V. Gekeler M. Neumann G. Frese R. Handgretinger G. Kardos H. Diddens D. Niethammer Susceptibility of multidrug-resistant human leukemia cell lines to human interleukin 2-activated killer cells Cancer Res. 1990 50 6793 6799 (Pubitemid 20361069)
34. A. Muscella S. Greco M. G. Elia C. Storelli S Marsigliante Angiotensin II stimulation of Na/KATPase activity and cell growth by calcium-independent pathway in MCF-7 breast cancer cells J. Endocrinol. 2002 173 315 323 (Pubitemid 34552460)
35. C. K. Wan G. Y. Zhu X. L. Shen A. Chattopadhyay S. Dey W. F. Fong Gomisin A alters substrate interaction and reverses P-glycoprotein-mediated multidrug resistance in HepG2-DR cells Biochem. Pharmacol. 2006 72 824 837 (Pubitemid 44301053)
36. S. Dey M. Ramachandra I. Pastan M. M. Gottesman S. V. Ambudkar Evidence for two nonidentical drug-interaction sites in the human P-glycoprotein Proc. Natl. Acad. Sci. U. S. A. 1997 94 10594 10599
37. M. M. Bradford A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding Anal. Biochem. 1976 72 248 254
38. M. S. Ahmed W. Y. Hung J. S. Zu P. Hockberger T. Siddique Increased reactive oxygen species in familial amyotrophic lateral sclerosis with mutations in SOD1 J. Neurol. Sci. 2000 176 88 94 (Pubitemid 30621604)
39. S. K. Choudhuri A. Chatterjee Reversal of resistance against doxorubicin by a newly developed compound, oxalyl bis(N-phenyl) hydroxamic acid in vitro Anti-Cancer Drugs 1998 9 825 832 (Pubitemid 28512891)