Nucleic Acids Symp Ser (Oxf). 2009;(53):69-70.

Molecular design of sequence specific DNA alkylating agents.

Minoshima M, Bando T, Shinohara K, Sugiyama H.

Source

Graduate School of Science, Kyoto University, Kitashirakawa-oiwakecho, Kyoto 606-8502, Japan. mino@kuchem.kyoto-u.ac.jp

Abstract

Sequence-specific DNA alkylating agents have great interest for novel approach to cancer chemotherapy. We designed the conjugates between pyrrole (Py)-imidazole (Im) polyamides and DNA alkylating chlorambucil moiety possessing at different positions. The sequence-specific DNA alkylation by conjugates was investigated by using high-resolution denaturing polyacrylamide gel electrophoresis (PAGE). The results showed that polyamide chlorambucil conjugates alkylate DNA at flanking adenines in recognition sequences of Py-Im polyamides, however, the reactivities and alkylation sites were influenced by the positions of conjugation. In addition, we synthesized conjugate between Py-Im polyamide and another alkylating agent, 1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benz[e]indole (seco-CBI). DNA alkylation reactivies by both alkylating polyamides were almost comparable. In contrast, cytotoxicities against cell lines differed greatly. These comparative studies would promote development of appropriate sequence-specific DNA alkylating polyamides against specific cancer cells.

PMID:: 19749264; [PubMed - indexed for MEDLINE]

Free full text

MeSH Terms, Substances

MeSH Terms

Substances

LinkOut - more resources

Full Text Sources

Other Literature Sources

COS Scholar Universe

Molecular Biology Databases

Supplemental Content

Save items

Related citations in PubMed

Comparative analysis of DNA alkylation by conjugates between pyrrole-imidazole hairpin polyamides and chlorambucil or seco-CBI. [Bioorg Med Chem. 2010]
Comparative analysis of DNA alkylation by conjugates between pyrrole-imidazole hairpin polyamides and chlorambucil or seco-CBI.
Minoshima M, Bando T, Shinohara K, Kashiwazaki G, Nishijima S, Sugiyama H. Bioorg Med Chem. 2010 Feb; 18(3):1236-43. Epub 2009 Dec 21.
Targeting specific gene by alkylating pyrrole-imidazole polyamides. [Nucleic Acids Symp Ser (Oxf). ...]
Targeting specific gene by alkylating pyrrole-imidazole polyamides.
Minoshima M, Chou J, Lefebvre S, Bando T, Shinohara K, Gottesfeld JM, Sugiyama H. Nucleic Acids Symp Ser (Oxf). 2008; (52):363-4.
Synthesis and biological properties of pyrrole-imidazole polyamide conjugates. [Nucleic Acids Symp Ser (Oxf). ...]
Synthesis and biological properties of pyrrole-imidazole polyamide conjugates.
Minoshima M, Sasaki S, Fujimoto J, Shinohara K, Bando T, Sugiyama H. Nucleic Acids Symp Ser (Oxf). 2007; (51):35-6.
Review Synthesis and biological properties of sequence-specific DNA-alkylating pyrrole-imidazole polyamides. [Acc Chem Res. 2006]
Review Synthesis and biological properties of sequence-specific DNA-alkylating pyrrole-imidazole polyamides.
Bando T, Sugiyama H. Acc Chem Res. 2006 Dec; 39(12):935-44.
Review Anticancer activities of alkylating pyrrole-imidazole polyamides with specific sequence recognition. [Anticancer Drugs. 2010]
Review Anticancer activities of alkylating pyrrole-imidazole polyamides with specific sequence recognition.
Shinohara K, Bando T, Sugiyama H. Anticancer Drugs. 2010 Mar; 21(3):228-42.

See reviews... See all...

Related information

Related Citations
Calculated set of PubMed citations closely related to the selected article(s) retrieved using a word weight algorithm. Related articles are displayed in ranked order from most to least relevant, with the “linked from” citation displayed first.
Compound (MeSH Keyword)
PubChem chemical compound records that are classified under the same Medical Subject Headings (MeSH) controlled vocabulary as the current articles.
Substance (MeSH Keyword)
PubChem chemical substance (submitted) records that are classified under the same Medical Subject Headings (MeSH) controlled vocabulary as the current articles.

Recent activity

Clear Turn Off Turn On

Molecular design of sequence specific DNA alkylating agents.
Molecular design of sequence specific DNA alkylating agents.
Nucleic Acids Symp Ser (Oxf). 2009 ;(53):69-70.

PubMed
Conservation of the sterol regulatory element-binding protein pathway and its pa...
Conservation of the sterol regulatory element-binding protein pathway and its pathobiological importance in Cryptococcus neoformans.
Eukaryot Cell. 2009 Nov ;8(11):1770-9. Epub 2009 Sep 11 .

PubMed
Specific targeting of the Arabidopsis resistance protein RPW8.2 to the interfaci...
Specific targeting of the Arabidopsis resistance protein RPW8.2 to the interfacial membrane encasing the fungal Haustorium renders broad-spectrum resistance to powdery mildew.
Plant Cell. 2009 Sep ;21(9):2898-913. Epub 2009 Sep 11 .

PubMed
Vaccine site inflammation potentiates idiotype DNA vaccine-induced therapeutic T...
Vaccine site inflammation potentiates idiotype DNA vaccine-induced therapeutic T cell-, and not B cell-, dependent antilymphoma immunity.
Blood. 2009 Nov 5 ;114(19):4142-9. Epub 2009 Sep 11 .

PubMed
Animal models of pulmonary arterial hypertension: the hope for etiological disco...
Animal models of pulmonary arterial hypertension: the hope for etiological discovery and pharmacological cure.
Am J Physiol Lung Cell Mol Physiol. 2009 Dec ;297(6):L1013-32. Epub 2009 Sep 11 .

PubMed

Your browsing activity is empty.

Activity recording is turned off.

Turn recording back on

PubMed

Result Filters

Display Settings:

Send to: