Literature DB >> 19803526

Gold(I) analogues of a platinum-acridine antitumor agent are only moderately cytotoxic but show potent activity against Mycobacterium tuberculosis.

Lauren C Eiter1, Nathan W Hall, Cynthia S Day, Gilda Saluta, Gregory L Kucera, Ulrich Bierbach.   

Abstract

Cationic gold(I) complexes containing 1-[2-(acridin-9-ylamino)ethyl]-1,3-dimethylthiourea (1), [AuL(1)](n+) (where L is Cl(-), Br(-), SCN(-), PEt(3), PPh(3), or 1), derived from a class of analogous platinum(II) antitumor agents, have been synthesized. Unlike platinum, gold does not form permanent adducts with DNA, and its complexes are 2 orders of magnitude less cytotoxic in non-small-cell lung cancer cells than the most active platinum-based agent. Instead, several gold analogues show submicromolar and selective antimicrobial activity against Mycobacterium tuberculosis.

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Year:  2009        PMID: 19803526      PMCID: PMC3176588          DOI: 10.1021/jm9012856

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  20 in total

Review 1.  The history of gold therapy for tuberculosis.

Authors:  Thomas G Benedek
Journal:  J Hist Med Allied Sci       Date:  2004-01       Impact factor: 2.088

2.  Microbiology. Desperately seeking new antibiotics.

Authors:  David J Payne
Journal:  Science       Date:  2008-09-19       Impact factor: 47.728

3.  Design, synthesis, and biological activity of a novel non-cisplatin-type platinum-acridine pharmacophore.

Authors:  E T Martins; H Baruah; J Kramarczyk; G Saluta; C S Day; G L Kucera; U Bierbach
Journal:  J Med Chem       Date:  2001-12-06       Impact factor: 7.446

4.  Absorption and circular dichroism studies of a gold (I)-DNA complex.

Authors:  C E Blank; J C Dabrowiak
Journal:  J Inorg Biochem       Date:  1984-05       Impact factor: 4.155

5.  Platinum-acridinylthiourea conjugates show cell line-specific cytotoxic enhancement in H460 lung carcinoma cells compared to cisplatin.

Authors:  Suzanne M Hess; Amanda M Mounce; Russel C Sequeira; Todd M Augustus; Margaret C Ackley; Ulrich Bierbach
Journal:  Cancer Chemother Pharmacol       Date:  2005-05-13       Impact factor: 3.333

6.  Mechanism of action of non-cisplatin type DNA-targeted platinum anticancer agents: DNA interactions of novel acridinylthioureas and their platinum conjugates.

Authors:  Hemanta Baruah; Christopher L Rector; Susanne M Monnier; Ulrich Bierbach
Journal:  Biochem Pharmacol       Date:  2002-07-15       Impact factor: 5.858

7.  A gold(I) phosphine complex containing a naphthalimide ligand functions as a TrxR inhibiting antiproliferative agent and angiogenesis inhibitor.

Authors:  Ingo Ott; Xuhong Qian; Yufang Xu; Danielle H W Vlecken; Ines J Marques; Dominic Kubutat; Joanna Will; William S Sheldrick; Patrick Jesse; Aram Prokop; Christoph P Bagowski
Journal:  J Med Chem       Date:  2009-02-12       Impact factor: 7.446

Review 8.  The resurgence of platinum-based cancer chemotherapy.

Authors:  Lloyd Kelland
Journal:  Nat Rev Cancer       Date:  2007-07-12       Impact factor: 60.716

9.  Mitochondria-targeted chemotherapeutics: the rational design of gold(I) N-heterocyclic carbene complexes that are selectively toxic to cancer cells and target protein selenols in preference to thiols.

Authors:  James L Hickey; Rasha A Ruhayel; Peter J Barnard; Murray V Baker; Susan J Berners-Price; Aleksandra Filipovska
Journal:  J Am Chem Soc       Date:  2008-08-26       Impact factor: 15.419

10.  Phosphinegold(I) thiolates--pharmacological use and potential.

Authors:  Edward R T Tiekink
Journal:  Bioinorg Chem Appl       Date:  2003       Impact factor: 7.778

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  7 in total

1.  In vitro and in vivo antitumor activities and DNA binding mode of five coordinated cyclometalated organoplatinum(II) complexes containing biphosphine ligands.

Authors:  Michael Frezza; Q Ping Dou; Yan Xiao; Hamidreza Samouei; Mehdi Rashidi; Fayezeh Samari; Bahram Hemmateenejad
Journal:  J Med Chem       Date:  2011-08-24       Impact factor: 7.446

2.  Human Serum Albumin-Delivered [Au(PEt3)]+ Is a Potent Inhibitor of T Cell Proliferation.

Authors:  Tyler C Dean; Mu Yang; Mingyong Liu; Jason M Grayson; Anthony W DeMartino; Cynthia S Day; Jingyun Lee; Cristina M Furdui; Ulrich Bierbach
Journal:  ACS Med Chem Lett       Date:  2017-04-25       Impact factor: 4.345

3.  Luminescent di- and polynuclear organometallic gold(I)-metal (Au2, {Au2Ag}n and {Au2Cu}n) compounds containing bidentate phosphanes as active antimicrobial agents.

Authors:  Malgorzata Frik; Josefina Jiménez; Ismael Gracia; Larry R Falvello; Sarya Abi-Habib; Karina Suriel; Theodore R Muth; María Contel
Journal:  Chemistry       Date:  2012-02-14       Impact factor: 5.236

4.  Synthesis, reactivity, and biological activity of gold(I) complexes modified with thiourea-functionalized tyrosine kinase inhibitors.

Authors:  Mu Yang; Amanda J Pickard; Xin Qiao; Matthew J Gueble; Cynthia S Day; Gregory L Kucera; Ulrich Bierbach
Journal:  Inorg Chem       Date:  2015-03-20       Impact factor: 5.165

5.  Au-ACRAMTU-PEt3 Alters Redox Balance To Inhibit T Cell Proliferation and Function.

Authors:  P Kent Langston; Mu Yang; Ulrich Bierbach; Derek Parsonage; Leslie B Poole; Madeline J Price; Jason M Grayson
Journal:  J Immunol       Date:  2015-07-24       Impact factor: 5.422

6.  The Cytotoxic Effect of Copper (II) Complexes with Halogenated 1,3-Disubstituted Arylthioureas on Cancer and Bacterial Cells.

Authors:  Alicja Chrzanowska; Aleksandra Drzewiecka-Antonik; Katarzyna Dobrzyńska; Joanna Stefańska; Piotr Pietrzyk; Marta Struga; Anna Bielenica
Journal:  Int J Mol Sci       Date:  2021-10-22       Impact factor: 5.923

Review 7.  Speciation in Metal Toxicity and Metal-Based Therapeutics.

Authors:  Douglas M Templeton
Journal:  Toxics       Date:  2015-04-28
  7 in total

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