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

Khosrow ZAMANI; Khalil FAGHIHI; Satar EBRAHIMI

Makale detayları

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

Yazarlar:

Khosrow ZAMANI | Khalil FAGHIHI | Satar EBRAHIMI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2005 Vol.29 Issue 2, pp.171-175

Belge Tipi:

Makale

Yayın Tarihi:

1/2005

Belge Dili:

Türkçe

Document ID (Org No.):

2000729137

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

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.

 

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.

Makale detayları

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

Yazarlar: Khosrow ZAMANI | Khalil FAGHIHI | Satar EBRAHIMI

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2005 Vol.29 Issue 2, pp.171-175

Belge Tipi: Makale

Yayın Tarihi: 1/2005

Belge Dili: Türkçe

Document ID (Org No.): 2000729137

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Khosrow ZAMANI | Khalil FAGHIHI | Satar EBRAHIMI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2005 Vol.29 Issue 2, pp.171-175

Belge Tipi:

Makale

Yayın Tarihi:

1/2005

Belge Dili:

Türkçe

Document ID (Org No.):

2000729137

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527