Synthesis and Microbiological Activity of Some Substituted N-(2-hydroxy-4-nitrophenyl)benzamides and Phenylacetamides as Possible Metabolites of Antimicrobial Active Benzoxazoles

İlkay YILDIZ ÖREN; Esin AKI-ŞENER; Cengiz ERTAŞ

Makale detayları

Synthesis and Microbiological Activity of Some Substituted N-(2-hydroxy-4-nitrophenyl)benzamides and Phenylacetamides as Possible Metabolites of Antimicrobial Active Benzoxazoles

Yazarlar:

İlkay YILDIZ ÖREN | Esin AKI-ŞENER | Cengiz ERTAŞ

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2004 Vol.28 Issue 4, pp.441-450

Belge Tipi:

Makale

Yayın Tarihi:

3/2004

Belge Dili:

Türkçe

Document ID (Org No.):

2000729288

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

Some new antimicrobial active N-(2-hydroxy-4-nitrophenyl)-  p-substituted benzamide and phenylacetamide analogues (I-II) were  prepared by 2-step procedures from the corresponding carboxylic acids  as possible metabolites of benzoxazoles.  Their antimicrobial  activities were tested against 3 Gram-positive and 2 Gram-negative  bacteria with the fungus Candida albicans and were also compared with  several control drugs.  The compounds Ia, Id, IIa, and IIe were active  at a MIC value of 12.5 m g/mL against the Gram-positive  microorganism Bacillus subtilis.  Most of the compounds exhibited  antifungal activity at a MIC value of 12.5 m g/mL against C.  albicans.  On the other hand, the antimicrobial activity of some  amide derivatives (Ia, Id, IIa-c) was also compared with their cyclic  analogues, benzoxazole derivatives (III-IV).  The compound Id  significantly possessed 2 or 3 dilutions better antimicrobial activity  than its heterocyclic derivative, 2-(p-t-butylphenyl)-5-nitrobenzoxazole,  IIId, against Staphylococcus aureus, Streptococcus faecalis,  Klebsiella pneumonia, and Escherichia coli.

 

Some new antimicrobial active N-(2-hydroxy-4-nitrophenyl)-  p-substituted benzamide and phenylacetamide analogues (I-II) were  prepared by 2-step procedures from the corresponding carboxylic acids  as possible metabolites of benzoxazoles.  Their antimicrobial  activities were tested against 3 Gram-positive and 2 Gram-negative  bacteria with the fungus Candida albicans and were also compared with  several control drugs.  The compounds Ia, Id, IIa, and IIe were active  at a MIC value of 12.5 m g/mL against the Gram-positive  microorganism Bacillus subtilis.  Most of the compounds exhibited  antifungal activity at a MIC value of 12.5 m g/mL against C.  albicans.  On the other hand, the antimicrobial activity of some  amide derivatives (Ia, Id, IIa-c) was also compared with their cyclic  analogues, benzoxazole derivatives (III-IV).  The compound Id  significantly possessed 2 or 3 dilutions better antimicrobial activity  than its heterocyclic derivative, 2-(p-t-butylphenyl)-5-nitrobenzoxazole,  IIId, against Staphylococcus aureus, Streptococcus faecalis,  Klebsiella pneumonia, and Escherichia coli.

Makale detayları

Synthesis and Microbiological Activity of Some Substituted N-(2-hydroxy-4-nitrophenyl)benzamides and Phenylacetamides as Possible Metabolites of Antimicrobial Active Benzoxazoles

Yazarlar: İlkay YILDIZ ÖREN | Esin AKI-ŞENER | Cengiz ERTAŞ

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2004 Vol.28 Issue 4, pp.441-450

Belge Tipi: Makale

Yayın Tarihi: 3/2004

Belge Dili: Türkçe

Document ID (Org No.): 2000729288

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

İlkay YILDIZ ÖREN | Esin AKI-ŞENER | Cengiz ERTAŞ

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2004 Vol.28 Issue 4, pp.441-450

Belge Tipi:

Makale

Yayın Tarihi:

3/2004

Belge Dili:

Türkçe

Document ID (Org No.):

2000729288

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527