Synthesis and Antimicrobial Activity of Dinaphtho[2,1-b]furan-2-yl-methanone and Their Oxime Derivatives

Cumhur KIRILMIŞ; Murat KOCA; Süleyman SERVİ And

Makale detayları

Synthesis and Antimicrobial Activity of Dinaphtho[2,1-b]furan-2-yl-methanone and Their Oxime Derivatives

Yazarlar:

Cumhur KIRILMIŞ | Murat KOCA | Süleyman SERVİ And

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2009 Vol.33 Issue 3, pp.375-384

Belge Tipi:

Makale

Yayın Tarihi:

2/2009

Belge Dili:

Türkçe

Document ID (Org No.):

2000728292

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

The reaction of 2-hydroxy-1-naphthaldehyde with  1,3-dichloroacetone and potassium carbonate was used to prepare  dinaphtho[2,1-b]furan-2-yl-methanone (1) as starting reagents.  In  order to obtain dinaphtho[2,1-b]furan-2-yl-methanole (2), compound 1  was reduced with NaBH4.  N-oxime derivative of this compound (3) was  synthesized by the reaction of the compound 1 with hydroxylamine.  Alkyl and acyl substituted N-oxime ethers (4-11) were obtained by the  reaction compound 3 with various halogen containing compounds.  Compound 12 was obtained by reflux of the compound 11 with hydrazine  monohydrate in ethanol.  Compound 13 was synthesized by the reaction  of the compound 11 with NaOH. The synthesized compounds were tested  for antimicrobial activity against Salmonella typhimurium, Escherichia  coli, Bacillus subtilis, Candida globrata, and Candida tropicalis.  All of the selected compounds showed weak antimicrobial activity  against test microorganisms (128- 512 m g/mL).

 

The reaction of 2-hydroxy-1-naphthaldehyde with  1,3-dichloroacetone and potassium carbonate was used to prepare  dinaphtho[2,1-b]furan-2-yl-methanone (1) as starting reagents.  In  order to obtain dinaphtho[2,1-b]furan-2-yl-methanole (2), compound 1  was reduced with NaBH4.  N-oxime derivative of this compound (3) was  synthesized by the reaction of the compound 1 with hydroxylamine.  Alkyl and acyl substituted N-oxime ethers (4-11) were obtained by the  reaction compound 3 with various halogen containing compounds.  Compound 12 was obtained by reflux of the compound 11 with hydrazine  monohydrate in ethanol.  Compound 13 was synthesized by the reaction  of the compound 11 with NaOH. The synthesized compounds were tested  for antimicrobial activity against Salmonella typhimurium, Escherichia  coli, Bacillus subtilis, Candida globrata, and Candida tropicalis.  All of the selected compounds showed weak antimicrobial activity  against test microorganisms (128- 512 m g/mL).

Makale detayları

Synthesis and Antimicrobial Activity of Dinaphtho[2,1-b]furan-2-yl-methanone and Their Oxime Derivatives

Yazarlar: Cumhur KIRILMIŞ | Murat KOCA | Süleyman SERVİ And

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2009 Vol.33 Issue 3, pp.375-384

Belge Tipi: Makale

Yayın Tarihi: 2/2009

Belge Dili: Türkçe

Document ID (Org No.): 2000728292

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Cumhur KIRILMIŞ | Murat KOCA | Süleyman SERVİ And

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2009 Vol.33 Issue 3, pp.375-384

Belge Tipi:

Makale

Yayın Tarihi:

2/2009

Belge Dili:

Türkçe

Document ID (Org No.):

2000728292

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527