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Abstract
New tuftsin/retro-tuftsin conjugates were designed and synthesized using a classical fluorenylmethoxycarbonyl (Fmoc) solid phase procedure. All the peptide conjugates were divided into three series: 1,4-dihydroxyanthraquinone (type A), 1-nitroacridine (type B), and 4-carboxyacridone (type C) derivatives. In type A conjugates, the N-terminal group of the peptide chain is directly connected to the anthraquinone ring at C1 (Scheme 1), whereas types B and C conjugates possess an amide bond formed between the carboxyl group of heterocyclic molecule and the N-termini of the tuftsin chain. The in vitro cytotoxic activity of the tuftsin conjugates and their precursors using two human tumor cell lines (lung adenocarcinoma (A549) and myeloblastic leukemia (HL-60)) was investigated. The analogues from groups A and C exhibited low cytotoxic activity, whereas several compounds of type B showed a potent and selective cytotoxic activity against tested tumor cell lines. None of the examined tuftsin conjugates demonstrated any significant effect on the catalytic activity of types I and II DNA topoisomerases.
Authors (4)
-
Magdalena Kukowska-Kaszuba
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- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
-
JOURNAL OF MEDICINAL CHEMISTRY
no. 54,
pages 2447 - 2454,
ISSN: 0022-2623 - Language:
- English
- Publication year:
- 2011
- Bibliographic description:
- Kukowska-Kaszuba M., Dzierzbicka K., Serocki M., Składanowski A.: Solid Phase Synthesis and Biological Activity of Tuftsin Conjugates// JOURNAL OF MEDICINAL CHEMISTRY. -Vol. 54, nr. iss. 7 (2011), s.2447-2454
- Verified by:
- Gdańsk University of Technology
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