• Nuclear oxidation in flavones and related compounds - Part XLV. A synthesis of carajuridin chloride and carajurin

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/seca/038/01/0077-0083

    • Keywords

       

      Flavone; Ferric Chloride; Phloroglucinol; Colour Base; Potassium Persulphate

    • Abstract

       

      The synthesis of carajuridin chloride and carajurin has been carried out starting with 6-O-methyl phloroglucinaldehyde, preparing 2:4:5-trihydroxy-6-methoxy benzaldehyde as an intermediate and condensing the latter withp-methoxy acetophenone. Identity with the natural products has been established by direct comparison using melting points, chromatography and colour reactions. This synthesis confirms the constitution proposed by Chapman, Perkin and Robinson for carajurin. 6:7-Dihydroxy-4′-methoxy flavylium chloride exhibits colour reactions very similar to carajuridin and the isomeric 7:8-dihydroxy-4′-methoxy flavylium chloride possesses very different properties thus excluding other possibilities for the constitution of carajuridin.

    • Author Affiliations

       

      L Ponniah1 T R Seshadri1

      1. From the Department of Chemistry, University of Delhi, Delhi
    • Dates

       
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