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Synthesis and Antimicrobial Activities of Some New 3-(Chlorophenylethyl)-, 3-(Chlorophenylethenyl)-Isocoumarins and their Dihydro Derivatives

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Abstract:

The bioactive 3-(chlorophenylethyl)- and 3-(chlorophenylethenyl)-isocoumarins were synthesized by the condensation of simple homophthalic acid with 3-chlorophenylpropionoyl chlorides and chlorocinnamoyl chlorides, respectively. Alkaline hydrolysis of these isocoumarins gave the respective keto-acids. (dl)-3,4-Dihydroisocoumarins were obtained by the reduction of the keto-acids to racemic hydroxyl-acids, followed by cyclodehydration using acetic anhydride. These compounds were tested for their antimicrobial and cytotoxicity (Brine shrimp lethality) bioassay. Bioassay indicated that some compounds show good antimicrobial activities and positive lethality.





Keywords: Isocoumarins; antimicrobial screening; dihydroisocoumarins; synthesis

Document Type: Research Article

DOI: https://doi.org/10.2174/157017809789869528

Publication date: 2009-10-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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