Literature DB >> 23927471

Cellular distribution studies of the nitric oxide-generating antineoplastic prodrug O(2) -(2,4-dinitrophenyl)1-((4-ethoxycarbonyl)piperazin-1-yl)diazen-1-ium-1,2-diolate formulated in Pluronic P123 micelles.

Imit Kaur1, Moises Terrazas, Ken M Kosak, Steven E Kern, Kenneth M Boucher, Paul J Shami.   

Abstract

OBJECTIVE: Nitric oxide (NO) possesses antitumour activity. It induces differentiation and apoptosis in acute myeloid leukaemia (AML) cells. The NO prodrug O(2) -(2,4-dinitrophenyl)1-((4-ethoxycarbonyl)piperazin-1-yl)diazen-1-ium-1,2-diolate, or JS-K, has potent antileukaemic activity. JS-K is also active in vitro and in vivo against multiple myeloma, prostate cancer, non-small-cell lung cancer, glioma and liver cancer. Using the Pluronic P123 polymer, we have developed a micelle formulation for JS-K to increase its solubility and stability. The goal of the current study was to investigate the cellular distribution of JS-K in AML cells.
METHODS: We investigated the intracellular distribution of JS-K (free drug) and JS-K formulated in P123 micelles (P123/JS-K) using HL-60 AML cells. We also studied the S-glutathionylating effects of JS-K on proteins in the cytoplasmic and nuclear cellular fractions. KEY
FINDINGS: Both free JS-K and P123/JS-K accumulate primarily in the nucleus. Both free JS-K and P123/JS-K induced S-glutathionylation of nuclear proteins, although the effect produced was more pronounced with P123/JS-K. Minimal S-glutathionylation of cytoplasmic proteins was observed.
CONCLUSIONS: We conclude that a micelle formulation of JS-K increases its accumulation in the nucleus. Post-translational protein modification through S-glutathionylation may contribute to JS-K's antileukaemic properties.
© 2013 Royal Pharmaceutical Society.

Entities:  

Keywords:  JS-K; Pluronic; leukaemia; nitric oxide; poloxamer

Mesh:

Substances:

Year:  2013        PMID: 23927471      PMCID: PMC4009949          DOI: 10.1111/jphp.12100

Source DB:  PubMed          Journal:  J Pharm Pharmacol        ISSN: 0022-3573            Impact factor:   3.765


  29 in total

1.  Inhibition of NF-kappaB DNA binding by nitric oxide.

Authors:  J R Matthews; C H Botting; M Panico; H R Morris; R T Hay
Journal:  Nucleic Acids Res       Date:  1996-06-15       Impact factor: 16.971

2.  Intracellular uptake and trafficking of Pluronic micelles in drug-sensitive and MDR cells: effect on the intracellular drug localization.

Authors:  Natalya Rapoport; Alexander Marin; Yi Luo; Glenn D Prestwich; M D Muniruzzaman
Journal:  J Pharm Sci       Date:  2002-01       Impact factor: 3.534

3.  JS-K, a glutathione/glutathione S-transferase-activated nitric oxide donor of the diazeniumdiolate class with potent antineoplastic activity.

Authors:  Paul J Shami; Joseph E Saavedra; Lai Y Wang; Challice L Bonifant; Bhalchandra A Diwan; Shivendra V Singh; Yijun Gu; Stephen D Fox; Gregory S Buzard; Michael L Citro; David J Waterhouse; Keith M Davies; Xinhua Ji; Larry K Keefer
Journal:  Mol Cancer Ther       Date:  2003-04       Impact factor: 6.261

4.  Schedule and concentration-dependent induction of apoptosis in leukemia cells by nitric oxide.

Authors:  P J Shami; D L Sauls; J B Weinberg
Journal:  Leukemia       Date:  1998-09       Impact factor: 11.528

5.  JS-K, a glutathione S-transferase-activated nitric oxide donor with antineoplastic activity in malignant gliomas.

Authors:  Astrid Weyerbrock; Nadja Osterberg; Nikolaos Psarras; Brunhilde Baumer; Evangelos Kogias; Anna Werres; Stefanie Bette; Joseph E Saavedra; Larry K Keefer; Anna Papazoglou
Journal:  Neurosurgery       Date:  2012-02       Impact factor: 4.654

Review 6.  Pluronic block copolymers as novel polymer therapeutics for drug and gene delivery.

Authors:  Alexander V Kabanov; Elena V Batrakova; Valery Yu Alakhov
Journal:  J Control Release       Date:  2002-08-21       Impact factor: 9.776

Review 7.  Pluronic block copolymers for overcoming drug resistance in cancer.

Authors:  Alexander V Kabanov; Elena V Batrakova; Valery Yu Alakhov
Journal:  Adv Drug Deliv Rev       Date:  2002-09-13       Impact factor: 15.470

8.  Nitric oxide modulation of human leukemia cell differentiation and gene expression.

Authors:  G Magrinat; S N Mason; P J Shami; J B Weinberg
Journal:  Blood       Date:  1992-10-15       Impact factor: 22.113

9.  Micellar formulations for drug delivery based on mixtures of hydrophobic and hydrophilic Pluronic block copolymers.

Authors:  Kyung T Oh; Tatiana K Bronich; Alexander V Kabanov
Journal:  J Control Release       Date:  2004-02-10       Impact factor: 9.776

10.  Nitric oxide/nucleophile complexes inhibit the in vitro proliferation of A375 melanoma cells via nitric oxide release.

Authors:  C M Maragos; J M Wang; J A Hrabie; J J Oppenheim; L K Keefer
Journal:  Cancer Res       Date:  1993-02-01       Impact factor: 12.701

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  6 in total

1.  Effect of a Pluronic(®) P123 formulation on the nitric oxide-generating drug JS-K.

Authors:  Imit Kaur; Ken M Kosak; Moises Terrazas; James N Herron; Steven E Kern; Kenneth M Boucher; Paul J Shami
Journal:  Pharm Res       Date:  2014-10-18       Impact factor: 4.200

Review 2.  Opportunities for Nitric Oxide in Potentiating Cancer Immunotherapy.

Authors:  Jihoon Kim; Susan N Thomas
Journal:  Pharmacol Rev       Date:  2022-10       Impact factor: 18.923

Review 3.  Glutathione S-transferase π: a potential role in antitumor therapy.

Authors:  Shu-Chen Dong; Huan-Huan Sha; Xiao-Yue Xu; Tian-Mu Hu; Rui Lou; Huizi Li; Jian-Zhong Wu; Chen Dan; Jifeng Feng
Journal:  Drug Des Devel Ther       Date:  2018-10-23       Impact factor: 4.162

4.  Role of human glutathione transferases in biotransformation of the nitric oxide prodrug JS-K.

Authors:  Birgitta Sjödin; Bengt Mannervik
Journal:  Sci Rep       Date:  2021-10-21       Impact factor: 4.379

5.  Glutathione-S-Transferases as Potential Targets for Modulation of Nitric Oxide-Mediated Vasodilation.

Authors:  Tiffany M Russell; Des R Richardson
Journal:  Biomolecules       Date:  2022-09-13

Review 6.  A review of the relatively complex mechanism of JS-K induced apoptosis in cancer cells.

Authors:  Guobin Tan; Aiming Wu; Zhiqin Li; Prashant Awasthi
Journal:  Transl Cancer Res       Date:  2019-08       Impact factor: 1.241

  6 in total

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