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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

Author(s): Gul S. Khan, G. Qadeer, Nasim H. Rama and Khalid Mohammed Khan

Volume 6, Issue 7, 2009

Page: [579 - 584] Pages: 6

DOI: 10.2174/157017809789869528

Price: $65


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, dihydroisocoumarins, synthesis, antimicrobial screening

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