Turkish Journal of Chemistry
DOI
-
Abstract
Phthalic anhydride was reacted with L-Valine and L-Leucine in a mixture of acetic acid and pyridine at room temperature, and then was refluxed at 90-100 °C and N-phthaloyl-L-valine or N-phthaloyl-L-leucine were obtained in quantitative yields. The imide-acids were converted to N-phthaloyl-L-valine acid chloride and N-phthaloyl-L-leucine acid chloride by reaction with thionyl chloride. Then 2 new derivatives of the chiral isocoumarin with L-valine and L-leucine moieties were synthesised by the condensation reaction of homophthalic acid with respective imide-acid chloride. Furthermore these isocoumarins were converted to 2 new chiral substituted 3,4-dihydroisocoumarins. Biological screening tests reveal that the compounds (3a, 9a) have not potential as antifungal activity against Candida albicans and aspergillus niger.
Keywords
Isocoumarin, Dihydroisocoumarin, Homophthalic, Amino acid
First Page
171
Last Page
175
Recommended Citation
ZAMANI, KHOSROW; FAGHIHI, KHALIL; and EBRAHIMI, SATAR (2005) "Synthesis of Some Novel Optically Active Isocoumarin and 3,4-Dihydroisocoumarin Containing L-valine and L-leucine Moieties," Turkish Journal of Chemistry: Vol. 29: No. 2, Article 8. Available at: https://journals.tubitak.gov.tr/chem/vol29/iss2/8
