Microwave-Assisted Synthesis of 1,4´-Diazaflavone and N-Alkyl Derivative Pigments with Anti-Microbial Activity

Nuran YAYLI; Osman ÜÇÜNCÜ; Nurettin YAYLI

Makale detayları

Microwave-Assisted Synthesis of 1,4´-Diazaflavone and N-Alkyl Derivative Pigments with Anti-Microbial Activity

Yazarlar:

Nuran YAYLI | Osman ÜÇÜNCÜ | Nurettin YAYLI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2008 Vol.32 Issue 6, pp.785-795

Belge Tipi:

Makale

Yayın Tarihi:

5/2008

Belge Dili:

Türkçe

Document ID (Org No.):

2000728422

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

1,4'-Diazaflavone pigment (2) was synthesized by a simple  environmentally friendly microwave-assisted one-pot method for the  cyclization of 2'-amino (E)-4''-aza-chalcone (1) under solventless  conditions using K-10 clay.  In addition, 10 new N-alkyl (C5-12, 14-15)  substituted 1,4' -diazaflavonium bromide pigments (3-12) were prepared  from compound 2 or directly from compound 1, with corresponding alkyl  halides in acetonitrile under reflux.  The anti-microbial activity of  compounds 1-12 was tested.  The N-alkyl substituted 1,4'  -diazaflavonium bromides (3-12) showed good antimicrobial activity  against the gram-positive bacteria tested with minimal bactericidal  concentration (MBC) values for the reference antibiotic kanamycin.  The optimum length of the alkyl chain for better and broader activity  was 6-10 carbon atoms in the series of compounds (3-12).

 

1,4'-Diazaflavone pigment (2) was synthesized by a simple  environmentally friendly microwave-assisted one-pot method for the  cyclization of 2'-amino (E)-4''-aza-chalcone (1) under solventless  conditions using K-10 clay.  In addition, 10 new N-alkyl (C5-12, 14-15)  substituted 1,4' -diazaflavonium bromide pigments (3-12) were prepared  from compound 2 or directly from compound 1, with corresponding alkyl  halides in acetonitrile under reflux.  The anti-microbial activity of  compounds 1-12 was tested.  The N-alkyl substituted 1,4'  -diazaflavonium bromides (3-12) showed good antimicrobial activity  against the gram-positive bacteria tested with minimal bactericidal  concentration (MBC) values for the reference antibiotic kanamycin.  The optimum length of the alkyl chain for better and broader activity  was 6-10 carbon atoms in the series of compounds (3-12).

Makale detayları

Microwave-Assisted Synthesis of 1,4´-Diazaflavone and N-Alkyl Derivative Pigments with Anti-Microbial Activity

Yazarlar: Nuran YAYLI | Osman ÜÇÜNCÜ | Nurettin YAYLI

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2008 Vol.32 Issue 6, pp.785-795

Belge Tipi: Makale

Yayın Tarihi: 5/2008

Belge Dili: Türkçe

Document ID (Org No.): 2000728422

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Nuran YAYLI | Osman ÜÇÜNCÜ | Nurettin YAYLI

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2008 Vol.32 Issue 6, pp.785-795

Belge Tipi:

Makale

Yayın Tarihi:

5/2008

Belge Dili:

Türkçe

Document ID (Org No.):

2000728422

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527