Journals / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 2

Synthesis of Some Novel Optically Active Isocoumarin and 3,4-Dihydroisocoumarin Containing L-valine and L-leucine Moieties

Pages
171–175
Publication Date
2005-02-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

Biological screening tests reveal that the compounds (3a, 9a) have not potential as antifungal activity against Candida albicans and aspergillus niger.

📌 3 Key Takeaways

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Objective & Hypothesis: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.
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Key Findings & Data: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.
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Conclusion & Impact:Biological screening tests reveal that the compounds (3a, 9a) have not potential as antifungal activity against Candida albicans and aspergillus niger.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Isocoumarin · Dihydroisocoumarin · Homophthalic

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.

Özet

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.

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Cite This Article

ZAMANI, K., FAGHIHI, K., EBRAHIMI, S. (2005). Synthesis of Some Novel Optically Active Isocoumarin and 3,4-Dihydroisocoumarin Containing L-valine and L-leucine Moieties. Turkish Journal of Chemistry, Cilt: 29 - Sayı: 2, 171–175. https://ajindex.com/articles/382204

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