Synthesis of 2-Methyl-(Z)-4-(phenylimino)naphth[2,3-d]oxazol-9-one, a Monoimine Quinone with Selective Cytotoxicity toward Cancer Cells
| Autor: | E. M. Burgess, Benedetti-Doctorovich, D. Lednicer, L.H. Zalkow, Van Derveer D, J. Lambropoulos |
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| Rok vydání: | 1994 |
| Předmět: |
Molecular Structure
Chemistry Stereochemistry Imine Diastereomer Regioselectivity Antineoplastic Agents Stereoisomerism Crystallography X-Ray Quinone chemistry.chemical_compound Stereospecificity Drug Discovery Tumor Cells Cultured Titanium tetrachloride Humans Molecular Medicine Stereoselectivity Imines Methylene Oxazoles |
| Zdroj: | Journal of Medicinal Chemistry. 37:710-712 |
| ISSN: | 1520-4804 0022-2623 |
| Popis: | A regio and stereospecific synthesis of 2-methyl-(Z)-4-(phenylimino)naphth[2,3-d]oxazol-9-one (1) was achieved by using titanium tetrachloride in methylene chloride in the preparation of the imine. The regiochemistry was assigned by single-crystal X-ray analysis. In vitro tests showed that this diastereomer is selectively active for some solid cancer tumors. |
| Databáze: | OpenAIRE |
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