Journal
MEDICINAL CHEMISTRY RESEARCH
Volume 20, Issue 4, Pages 466-474Publisher
SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-010-9340-3
Keywords
4-Hydroxycoumarin; Benzopyran; Chromene; Cytotoxicity
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Funding
- research council of Tehran University of Medical Sciences
- TWAS-IC (The Academy of Sciences for the Developing World- Iran Chapter)
- INSF (Iran National Science Foundation)
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4-Hydroxycoumarins constitute the structural nucleus of many natural products, drugs, and pesticides. Promising biological properties in new families of synthetic coumarins were recently reported. Therefore, efficient synthesis of new benzopyrano[3,2-c]chromene-6,8-dione was undertaken and the structures of 15 compounds were confirmed by their IR, Mass, H-1-NMR, and C, H, N analysis. Then, the cytotoxic activities of these compounds were assessed on four different human cancer cell lines (Raji, HeLa, LS180, and MCF-7). The results showed that these compounds had weak-to-moderate antitumoral activities and their IC50 ranged from 49 to more than 100 mu M. Among the compounds 9,10-dihydro-7-(3-methoxyphenyl)-7H,11H-benzopyrano[3,2-c]chromene-6,8-dione [4k] demonstrated the highest activity. Furthermore, conformational analysis revealed that ortho substituents were clearly different from meta and para substituents.
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