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The biological activity of sugar derivatives based on quinoline scaffold

Roman Komor 1Wioleta Kowalczyk 2Robert Musiol 2Gabriela Pastuch-Gawołek 1Jaroslaw Polanski 2Maciej Serda 2

1. Silesian University of Technology, Department of Organic Chem., Bioorganic Chem. and Biotechnol., Krzywoustego 4, Gliwice 44-100, Poland
2. University of Silesia, Institute of Chemistry (UŚ), Szkolna 9, Katowice 40-006, Poland

Abstract

The quinoline moiety can be considered as privileged structure (1). It is present in many synthetic drugs and natural products with spectrum of activity covering antifungal, anticancer and antiviral effects(2-3). Nevertheless bioeffectors designed on the core of quinoline moiety still suffers from poor bioavailability/membrane transport. This prompted us to incorporate biologically relevant sugar scaffold into some quinoline related biomolecules.

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The example of synthesized compound

Sugar part could be mono- or oligosaccharide connected to quinoline derivatives by amide, ester, thioester or glycosidic bond. Choice of sugar part structure was caused by earlier performed researches (4-5).

Obtained structures and their expected and examined biological activity will be presented. Moreover all synthesized compounds are part of  the novel Polish Patent Application (2012).

Research studies are part-financed by Ministry of Science and Higher Education of Poland (Grant No. N N209 186338). Maciej Serda was supported by a TWING fellowship and NCN grant DEC-2011/01/N/NZ4/01166.

(1) Musiol, R.; Serda, M.; Hensel-Bielowka,S.; Polanski, J.; Current Medicinal Chemistry, 2010, 17,1960-73;

(2) Musiol, R.; Jampilek, J.; Buchta, V.; Silva,L.; Niedbala, H.; Podeszwa, B.; Palka, A.; Majerz- Maniecka, K.; Oleksyn, B.; J.Polanski; Bioorganic & Medicinal Chemistry, 2006, 14, 3592-98;

(3) Majerz-Maniecka, K.; Musiol, R.; Skórska-Stania, A.; Tabak, D.; Mazur, P.; Oleksyn, B. J.; Polanski, J.; Bioorganic & Medicinal Chemistry, 2011, 1606-1612;

(4) Pastuch-Gawolek, G.; Bieg, T.; Szeja, W.; Flasz, J.; Bioorganic Chemistry, 2009, 37, 77-83;

(5) Pastuch, G,; Komor, R.; Grec, M.; Szeja, W.; Acta Poloniae PharmaceuticaDrug Research, 2010, 67, 642-651.

 

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Related papers

Presentation: Poster at VIII Multidyscyplinarna Konferencja Nauki o Leku, by Roman Komor
See On-line Journal of VIII Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2012-03-13 17:57
Revised:   2012-03-13 18:27