Hybrid Molecules Composed of 2,4-Diamino-1,3,5-triazines and 2-Imino-Coumarins and Coumarins.Synthesis and Cytotoxic Properties

Anna Makowska ¹Franciszek Saczewski ¹Patrick J.Bednarski²

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作者信息

1. Department of Chemical Technology of Drugs,Faculty of Pharmacy,Medical University of Gdansk,80-416 Gdansk,Poland
2. Department of Pharmaceutical and Medicinal Chemistry,Institute of Pharmacy,University of Greifswald,L.-F.-Jahn Str.,D-17489 Greifswald,Germany
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Abstract

A series of 2-imino-2H-chromen~(-3)-yl-1,3,5-triazine compounds 5-12,which are namely hybrids of 2,4-diamino-1,3,5-triazines and 2-imino-coumarins,was synthesized by reacting 2-(4,6-diamine-1,3,5-triazin-2-yl)acetonitriles 1-4 with 2-hydroxybenzaldehydes.After this,upon heating in aqueous DMF,2-imino-2H-chromen~(-3)-yl-1,3,5-triazines 10 and 12 were converted into the corresponding 2H-chromen~(-3)-yl-1,3,5-triazines 13 and 14,which are essentially hybrids of 2,4-diamino-1,3,5-triazines and coumarins.The in vitro anticancer activity of the newly prepared compounds was evaluated against five human cancer cell lines:DAN-G,A-427,LCLC-103H,SISO and RT-4.The greatest cytotoxic activity displayed 4-[7-(diethylamino)-2-imino-2H-chromen~(-3)-yl]-6-(4-phenylpiperazin-1-yl)-1,3,5-triazin-2-amine(11,IC_(50)in the range of 1.51-2.60 μM).

Key words

2-imino-2H-chromen~(-3)-yl-1/3/5-triazines/2H-chromen~(-3)-yl-1/3/5-triazines/2/4-diamino-1/3/5-triazines/2-imino-coumarins/coumarins/hybrid molecules/in vitro anticancer activity

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出版年

2018

Molecules

SCI

ISSN：1420-3049

被引量13

参考文献量77

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