Literature DB >> 18457380

Tuning the DNA conformational perturbations induced by cytotoxic platinum-acridine bisintercalators: effect of metal cis/trans isomerism and DNA threading groups.

Jayati Roy Choudhury1, Rajsekhar Guddneppanavar, Gilda Saluta, Gregory L Kucera, Ulrich Bierbach.   

Abstract

Four highly charged, water soluble platinum-acridine bisintercalating agents have been synthesized. Depending on the cis/trans isomerism of the metal and the nature of the acridine side chains, bisintercalation induces/stabilizes the classical Watson-Crick B-form or a non-B-form. Circular dichroism spectra and chemical footprinting experiments suggest that 4, the most active derivative in HL-60 cells, produces a structurally severely perturbed DNA with features of a Hoogsteen base-paired biopolymer.

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Year:  2008        PMID： 18457380      PMCID： PMC2697572          DOI： 10.1021/jm8003569

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


  29 in total

Review 1.  DNA and its associated processes as targets for cancer therapy.

Authors:  Laurence H Hurley
Journal:  Nat Rev Cancer       Date:  2002-03       Impact factor: 60.716

2.  Evidence for Hoogsteen GC base pairs in the proton-induced transition from right-handed to left-handed poly(dG-dC).poly(dG-dC).

Authors:  G M Segers-Nolten; N M Sijtsema; C Otto
Journal:  Biochemistry       Date:  1997-10-28       Impact factor: 3.162

3.  Synthesis, biological activity, and DNA-damage profile of platinum-threading intercalator conjugates designed to target adenine.

Authors:  Rajsekhar Guddneppanavar; Gilda Saluta; Gregory L Kucera; Ulrich Bierbach
Journal:  J Med Chem       Date:  2006-06-01       Impact factor: 7.446

4.  Hoogsteen base pairs proximal and distal to echinomycin binding sites on DNA.

Authors:  D Mendel; P B Dervan
Journal:  Proc Natl Acad Sci U S A       Date:  1987-02       Impact factor: 11.205

5.  TATA element recognition by the TATA box-binding protein has been conserved throughout evolution.

Authors:  G A Patikoglou; J L Kim; L Sun; S H Yang; T Kodadek; S K Burley
Journal:  Genes Dev       Date:  1999-12-15       Impact factor: 11.361

6.  A comparison of the structure of echinomycin and triostin A complexed to a DNA fragment.

Authors:  G Ughetto; A H Wang; G J Quigley; G A van der Marel; J H van Boom; A Rich
Journal:  Nucleic Acids Res       Date:  1985-04-11       Impact factor: 16.971

7.  Enzymatic and chemical footprinting of anthracycline antitumor antibiotics and related saccharide side chains.

Authors:  C J Shelton; M M Harding; A S Prakash
Journal:  Biochemistry       Date:  1996-06-18       Impact factor: 3.162

8.  Bisintercalating threading diacridines: relationships between DNA binding, cytotoxicity, and cell cycle arrest.

Authors:  Laurence P G Wakelin; Xianyong Bu; Alexandra Eleftheriou; Alpesh Parmar; Charbel Hayek; Bernard W Stewart
Journal:  J Med Chem       Date:  2003-12-18       Impact factor: 7.446

9.  A nucleic acid triple helix formed by a peptide nucleic acid-DNA complex.

Authors:  L Betts; J A Josey; J M Veal; S R Jordan
Journal:  Science       Date:  1995-12-15       Impact factor: 47.728

10.  Design, synthesis, and biological properties of new bis(acridine-4-carboxamides) as anticancer agents.

Authors:  Ippolito Antonini; Paolo Polucci; Amelia Magnano; Barbara Gatto; Manlio Palumbo; Ernesto Menta; Nicoletta Pescalli; Sante Martelli
Journal:  J Med Chem       Date:  2003-07-03       Impact factor: 7.446
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  5 in total

1.  Comparative chemogenomics to examine the mechanism of action of dna-targeted platinum-acridine anticancer agents.

Authors:  Kahlin Cheung-Ong; Kyung Tae Song; Zhidong Ma; Daniel Shabtai; Anna Y Lee; David Gallo; Lawrence E Heisler; Grant W Brown; Ulrich Bierbach; Guri Giaever; Corey Nislow
Journal:  ACS Chem Biol       Date:  2012-09-05       Impact factor: 5.100

2.  Replacement of a thiourea-S with an amidine-NH donor group in a platinum-acridine antitumor compound reduces the metal's reactivity with cysteine sulfur.

Authors:  Zhidong Ma; Lu Rao; Ulrich Bierbach
Journal:  J Med Chem       Date:  2009-05-28       Impact factor: 7.446

3.  Synthesis, characterization and biological evaluation of six highly cytotoxic ruthenium(ii) complexes with 4'-substituted-2,2':6',2''-terpyridine.

Authors:  Qi-Pin Qin; Ting Meng; Ming-Xiong Tan; Yan-Cheng Liu; Shu-Long Wang; Bi-Qun Zou; Hong Liang
Journal:  Medchemcomm       Date:  2018-02-02       Impact factor: 3.597

4.  Eighteen 5,7-Dihalo-8-quinolinol and 2,2'-Bipyridine Co(II) Complexes as a New Class of Promising Anticancer Agents.

Authors:  Ting Meng; Qi-Pin Qin; Hua-Hong Zou; Kai Wang; Fu-Pei Liang
Journal:  ACS Med Chem Lett       Date:  2019-10-30       Impact factor: 4.345

5.  Chiral platinum (II)-4-(2,3-dihydroxypropyl)- formamide oxo-aporphine (FOA) complexes promote tumor cells apoptosis by directly targeting G-quadruplex DNA in vitro and in vivo.

Authors:  Qi-Pin Qin; Jiao-Lan Qin; Ming Chen; Yu-Lan Li; Ting Meng; Jie Zhou; Hong Liang; Zhen-Feng Chen
Journal:  Oncotarget       Date:  2017-06-28
  5 in total

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