Literature DB >> 18178089

Synthesis and in vitro anti-leukemic activity of structural analogues of JS-K, an anti-cancer lead compound.

Harinath Chakrapani1, Michael M Goodblatt, Vidya Udupi, Swati Malaviya, Paul J Shami, Larry K Keefer, Joseph E Saavedra.   

Abstract

Structural analogues of JS-K, an anti-cancer lead compound, were prepared and their in vitro anti-leukemic activity was determined. The rate of nitric oxide release from the corresponding diazeniumdiolate anions did not appear to affect the anti-leukemic activity of the prodrug forms. Two compounds with potent inhibitory activity and a potentially favorable toxicological profile were identified.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18178089      PMCID： PMC2278236          DOI： 10.1016/j.bmcl.2007.12.044

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  28 in total

Review 1.  Chemistry of the nitric oxide-releasing diazeniumdiolate ("nitrosohydroxylamine") functional group and its oxygen-substituted derivatives.

Authors:  Joseph A Hrabie; Larry K Keefer
Journal:  Chem Rev       Date:  2002-04       Impact factor: 60.622

2.  JS-K, a novel non-ionic diazeniumdiolate derivative, inhibits Hep 3B hepatoma cell growth and induces c-Jun phosphorylation via multiple MAP kinase pathways.

Authors:  Zhenggang Ren; Siddhartha Kar; Ziqiu Wang; Meifang Wang; Joseph E Saavedra; Brian I Carr
Journal:  J Cell Physiol       Date:  2003-12       Impact factor: 6.384

3.  Null carcinogenic effect of large doses of nitrosoproline and nitrosohydroxyproline in Wistar rats.

Authors:  J E Nixon; J H Wales; R A Scanlan; D D Bills; R O Sinnhuber
Journal:  Food Cosmet Toxicol       Date:  1976-04

4.  Nitric oxide prodrugs: diazeniumdiolate anions of hindered secondary amines.

Authors:  Harinath Chakrapani; Brett M Showalter; Michael L Citro; Larry K Keefer; Joseph E Saavedra
Journal:  Org Lett       Date:  2007-10-05       Impact factor: 6.005

Review 5.  Progress toward clinical application of the nitric oxide-releasing diazeniumdiolates.

Authors:  Larry K Keefer
Journal:  Annu Rev Pharmacol Toxicol       Date:  2002-01-10       Impact factor: 13.820

Review 6.  Structure-activity relations in carcinogenesis by N-nitroso compounds.

Authors:  W Lijinsky
Journal:  Cancer Metastasis Rev       Date:  1987       Impact factor: 9.264

7.  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

Review 8.  The role of glutathione-S-transferase in anti-cancer drug resistance.

Authors:  Danyelle M Townsend; Kenneth D Tew
Journal:  Oncogene       Date:  2003-10-20       Impact factor: 9.867

9.  Study of the carcinogenicity of large doses of dimethylnitramine, N-nitroso-L-proline, and sodium nitrite administered in drinking water to rats.

Authors:  S S Mirvish; O Bulay; R G Runge; K Patil
Journal:  J Natl Cancer Inst       Date:  1980-06       Impact factor: 13.506

10.  Nitric oxide prodrugs and metallochemotherapeutics: JS-K and CB-3-100 enhance arsenic and cisplatin cytolethality by increasing cellular accumulation.

Authors:  Jie Liu; Chengxiu Li; Wei Qu; Elaine Leslie; Challice L Bonifant; Gregory S Buzard; Joseph E Saavedra; Larry K Keefer; Michael P Waalkes
Journal:  Mol Cancer Ther       Date:  2004-06       Impact factor: 6.261
View more
  12 in total

1.  Multi-arm polymeric nanocarrier as a nitric oxide delivery platform for chemotherapy of head and neck squamous cell carcinoma.

Authors:  Shaofeng Duan; Shuang Cai; Qiuhong Yang; M Laird Forrest
Journal:  Biomaterials       Date:  2012-01-26       Impact factor: 12.479

2.  Nitrogen-bound diazeniumdiolated amidines.

Authors:  Debanjan Biswas; Jeffrey R Deschamps; Larry K Keefer; Joseph A Hrabie
Journal:  Chem Commun (Camb)       Date:  2010-06-30       Impact factor: 6.222

3.  JS-K, a nitric oxide-releasing prodrug, modulates ß-catenin/TCF signaling in leukemic Jurkat cells: evidence of an S-nitrosylated mechanism.

Authors:  Niharika Nath; Mitali Chattopadhyay; Liliya Pospishil; Lucyna Z Cieciura; Satindra Goswami; Ravinder Kodela; Joseph E Saavedra; Larry K Keefer; Khosrow Kashfi
Journal:  Biochem Pharmacol       Date:  2010-08-24       Impact factor: 5.858

Review 4.  The dichotomous role of H2S in cancer cell biology? Déjà vu all over again.

Authors:  Khosrow Kashfi
Journal:  Biochem Pharmacol       Date:  2018-02-14       Impact factor: 5.858

5.  Stabilization of the nitric oxide (NO) prodrugs and anticancer leads, PABA/NO and Double JS-K, through incorporation into PEG-protected nanoparticles.

Authors:  Varun Kumar; Sam Y Hong; Anna E Maciag; Joseph E Saavedra; Douglas H Adamson; Robert K Prud'homme; Larry K Keefer; Harinath Chakrapani
Journal:  Mol Pharm       Date:  2010-02-01       Impact factor: 4.939

6.  Cell-permeable esters of diazeniumdiolate-based nitric oxide prodrugs.

Authors:  Harinath Chakrapani; Anna E Maciag; Michael L Citro; Larry K Keefer; Joseph E Saavedra
Journal:  Org Lett       Date:  2008-10-29       Impact factor: 6.005

7.  Aryl bis(diazeniumdiolates): potent inducers of S-glutathionylation of cellular proteins and their in vitro antiproliferative activities.

Authors:  Daniela Andrei; Anna E Maciag; Harinath Chakrapani; Michael L Citro; Larry K Keefer; Joseph E Saavedra
Journal:  J Med Chem       Date:  2008-12-25       Impact factor: 7.446

8.  Mechanistic studies on the reaction between R2N-NONOates and aquacobalamin: evidence for direct transfer of a nitroxyl group from R2N-NONOates to cobalt(III) centers.

Authors:  Hanaa A Hassanin; Luciana Hannibal; Donald W Jacobsen; Mohamed F El-Shahat; Mohamed S A Hamza; Nicola E Brasch
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

9.  Synthesis, mechanistic studies, and anti-proliferative activity of glutathione/glutathione S-transferase-activated nitric oxide prodrugs.

Authors:  Harinath Chakrapani; Ravi C Kalathur; Anna E Maciag; Michael L Citro; Xinhua Ji; Larry K Keefer; Joseph E Saavedra
Journal:  Bioorg Med Chem       Date:  2008-09-30       Impact factor: 3.641

10.  Synthesis and evaluation of piperazine and homopiperazine analogues of JS-K, an anti-cancer lead compound.

Authors:  Rahul S Nandurdikar; Anna E Maciag; Michael L Citro; Paul J Shami; Larry K Keefer; Joseph E Saavedra; Harinath Chakrapani
Journal:  Bioorg Med Chem Lett       Date:  2009-03-28       Impact factor: 2.823
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.