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Lexitropsine

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Die Bezeichnung Lexitropsine beschreibt eine Gruppe DNA-bindender Moleküle, die Analoga der Antibiotika Netropsin und Distamycin sind und in der kleinen Furche eines DNA-Doppelstrangs binden können.<ref>{{#invoke:Vorlage:Literatur|f}}{{#if: 

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Eigenschaften

Einige Lexitropsine weisen antibakterielle Eigenschaften auf.<ref>N. G. Anthony, D. Breen, J. Clarke, G. Donoghue, A. J. Drummond, E. M. Ellis, C. G. Gemmell, J. J. Helesbeux, I. S. Hunter, A. I. Khalaf, S. P. Mackay, J. A. Parkinson, C. J. Suckling, R. D. Waigh: Antimicrobial lexitropsins containing amide, amidine, and alkene linking groups. In: J Med Chem. (2007), Band 50, Ausgabe 24, S. 6116–6125. PMID 17960927.</ref> Basierend auf Lexitropsinen wurden sequenzspezifische DNA-Alkylierungsmittel erzeugt.<ref>W. A. Denny: DNA minor groove alkylating agents. In: Curr Med Chem. (2001), Band 8, Ausgabe 5, S. 533–544. PMID 11281840.</ref> Die Alkylierungsmittel besitzen teilweise Anti-Tumor-Wirkungen.<ref>M. S. Bobola, S. Varadarajan, N. W. Smith, R. D. Goff, D. D. Kolstoe, A. Blank, B. Gold, J. R. Silber: Human glioma cell sensitivity to the sequence-specific alkylating agent methyl-lexitropsin. In: Clinical Cancer Research. Band 13, Nummer 2 Pt 1, Januar 2007, S. 612–620, {{#invoke:URIutil|{{#ifeq:1|1|linkISSN|targetISSN}}|1078-0432|0}}{{#ifeq:1|0|[!] }}{{#ifeq:0|1 

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}}. PMID 11281837.</ref> Daher wurde eine Verwendung von Lexitropsinen als Chemotherapeutika untersucht.<ref>X. Han, C. Li, M. D. Mosher, K. C. Rider, P. Zhou, R. L. Crawford, W. Fusco, A. Paszczynski, N. R. Natale: Design, synthesis and biological evaluation of a novel class of anticancer agents: anthracenylisoxazole lexitropsin conjugates. In: Bioorganic & Medicinal Chemistry. Band 17, Nummer 4, Februar 2009, S. 1671–1680, {{#invoke:URIutil|{{#ifeq:1|1|linkISSN|targetISSN}}|1464-3391|0}}{{#ifeq:1|0|[!] }}{{#ifeq:0|1 

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Je nach Aufbau des Lexitropsins werden unterschiedliche DNA-Sequenzen gebunden.<ref>{{#invoke:Vorlage:Literatur|f}}{{#if: 

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  }}</ref> Dabei binden sie an einen Bereich von vier bis sechs Nukleotiden.<ref name="PMID 14980697">N. G. Anthony, K. R. Fox, B. F. Johnston, A. I. Khalaf, S. P. Mackay, I. S. McGroarty, J. A. Parkinson, G. G. Skellern, C. J. Suckling, R. D. Waigh: DNA binding of a short lexitropsin. In: Bioorg Med Chem Lett. (2004), Band 14, Ausgabe 5, S. 1353–1356. PMID 14980697.</ref> Manche Lexitropsine binden als Dimer an die kleine Furche ihrer Ziel-DNA-Sequenz in einer Kopf-Schwanz-Orientierung, d. h. zwei Lexitropsine binden pro doppelsträngiger Zielsequenz.<ref name="PMID 14980697" />

Ausgewählte Vertreter

Lexitropsine
Name Lexitropsin A Lexitropsin B Lexitropsin C Lexitropsin D Lexitropsin E Lexitropsin F Lexitropsin G
Strukturformel Datei:Lexitropsins a b c d.svg Datei:Lexitropsins e f g.svg
R1 CH CH N N CH N N
R2 CH N CH N N CH N

Einzelnachweise

<references />

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