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Biological activities of new amidrazone derivative and its copper (II) complex

Bożena Modzelewska-Banachiewicz 1Liliana Mazur 2Renata Paprocka 1Michał Zimecki 3Jolanta Kutkowska 4

1. Nicolaus Copernicus University, Collegium Medicum, Faculty of Pharmacy, Department of Organic Chemistry, Jurasza 2, Bydgoszcz 85-089, Poland
2. Maria Curie-Skłodowska University, Faculty of Chemistry, Maria Curie-Skłodowska 3, Lublin 20-031, Poland
3. Polish Academy of Sciences, Institute of Immunology and Experimental Therapy (IITD), Rudolfa Weigla 12, Wrocław 53-114, Poland
4. Maria Curie-Skłodowska University, Department of Genetics and Microbiology, Akademicka 19, Lublin 20-033, Poland

Abstract

Present-day antitumor drugs act by killing cells that divide rapidly, one of the main properties of most cancer cells. This means that they are also toxic to cells that divide rapidly under normal circumstances and cause severe side effects. The aim of researches on new substances is to find a derivative with similar antitumor activity to applied drugs but with better selectivity.

A novel derivative was obtained in reaction of N-(pyridin-2-yl)picolinoamidrazone with cis-1,2,3,6-tetrahydrophthalic anhydride and its Cu(II) complex which was created in reaction with copper (II) acetate. New structures were confirmed with IR and NMR spectroscopy, elemental and  X-ray diffraction  analyses. 

 komplekspng_2.png

The compounds were evaluated in vitro against Gram-negative and Gram-positive bacterial strains to assess their antimicrobial activity. The MIC­­50 values (the minimal inhibitory concentration required to inhibit the growth of 50% of organisms) ranged from 90 to 400µg/mL for the free ligand and from 50 to 250µg//mL for copper complex. Both tested substances had a relatively low antibacterial activity, although the potency of the complex with Cu was better than the activity of the free ligand.

In cytotoxicity research the ligand shown anti-inflammatory effect by inhibition of IL-6 synthesis. Cu (II) complex in concentration 100m/ml displayed strong antiproliferative activity against tumor lines SW 948, CX-1 and A-431 comparable to cisplatin used as a reference drug. Morover copper complex posses low cell toxicity and shown no TNF-α inhibition which makes it interesting substance for potential antitumor drug.     

 

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Related papers

Presentation: Poster at VIII Multidyscyplinarna Konferencja Nauki o Leku, by Bożena Modzelewska-Banachiewicz
See On-line Journal of VIII Multidyscyplinarna Konferencja Nauki o Leku

Submitted: 2012-03-28 13:20
Revised:   2012-04-01 23:30