1. Synthesis, X-ray crystal structure and biological properties of acetylenic flavone derivatives
- Author
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Gabriella Bombieri, Roberto Artali, Piero Valenti, Nicoletta Marchini, Pier Luigi Barili, Fiorella Meneghetti, and Paolo Da Re
- Subjects
Models, Molecular ,Stereochemistry ,Pharmaceutical Science ,Antineoplastic Agents ,Crystal structure ,Crystallography, X-Ray ,Chemical synthesis ,Crystal ,Structure-Activity Relationship ,Anti-Infective Agents ,Biological property ,Cell Line, Tumor ,Drug Discovery ,Humans ,Molecule ,Flavonoids ,Acetylene ,Chemistry ,Hydrogen bond ,Flavone derivatives ,X-ray ,Hydrogen Bonding ,Biological activity ,General Medicine ,Crystallography ,Intramolecular force ,X-ray crystallography - Abstract
The reactions of iodoflavone with 3-methyl-3-hydroxybut-1-yne and 3-methylbut-3-en-2-yne are described and the antimicrobial and cytotoxic activities of the obtained compounds have been tested. The molecular structures of 6-(3-hydroxy-3-methylbut-1-ynyl)-flavone (1a) and 6-(3-methylbut-3-en-1-ynyl) flavone (1b) have been determined by X-ray crystallography. The planar configuration of the two compounds has been attributed to intramolecular hydrogen bond interactions. In 1a, the presence of the hydroxyl group determines a dimeric arrangement of the molecules. In both compounds in the crystal state, molecular stacking has been observed.
- Published
- 2003