Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles

ÖREN, Yıldız İlkay; ŞENER, Akı Esin; ERTAŞ, Cengiz; ALTANLAR, Nurten; YALÇIN, İsmail; ARPACI, Temiz Özlem

Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles

Yıldız İlkay ÖREN, (Ankara Üniversitesi, Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Ankara, Türkiye)

Akı Esin ŞENER, (Girilmedi)

Cengiz ERTAŞ, (Girilmedi)

Temiz Özlem ARPACI, (Girilmedi)

İsmail YALÇIN, (Girilmedi)

Nurten ALTANLAR (Girilmedi)

Turkish Journal of Chemistry

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Yıl: 2004 Cilt: 28 Sayı: 4 Sayfa Aralığı: 441 - 449 Metin Dili: İngilizce İndeks Tarihi: 29-07-2022

Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles

Öz:

Some new antimicrobial active N-(2—hydroxy-4-nitrophenyl)-p-substituted benzamide and phenylac-etamide 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 $mu g/mL$ against the Gram-positive microorganism Bacillus subtilis. Most of the compounds exhibited antifungal activity at a MIC value of 12.5 $mu g/mL$ 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.

Anahtar Kelime:

Konular: Mühendislik, Kimya

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	ÖREN Y, ŞENER A, ERTAŞ C, ARPACI T, YALÇIN İ, ALTANLAR N (2004). Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. , 441 - 449.
Chicago	ÖREN Yıldız İlkay,ŞENER Akı Esin,ERTAŞ Cengiz,ARPACI Temiz Özlem,YALÇIN İsmail,ALTANLAR Nurten Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. (2004): 441 - 449.
MLA	ÖREN Yıldız İlkay,ŞENER Akı Esin,ERTAŞ Cengiz,ARPACI Temiz Özlem,YALÇIN İsmail,ALTANLAR Nurten Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. , 2004, ss.441 - 449.
AMA	ÖREN Y,ŞENER A,ERTAŞ C,ARPACI T,YALÇIN İ,ALTANLAR N Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. . 2004; 441 - 449.
Vancouver	ÖREN Y,ŞENER A,ERTAŞ C,ARPACI T,YALÇIN İ,ALTANLAR N Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. . 2004; 441 - 449.
IEEE	ÖREN Y,ŞENER A,ERTAŞ C,ARPACI T,YALÇIN İ,ALTANLAR N "Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles." , ss.441 - 449, 2004.
ISNAD	ÖREN, Yıldız İlkay vd. "Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles". (2004), 441-449.

APA	ÖREN Y, ŞENER A, ERTAŞ C, ARPACI T, YALÇIN İ, ALTANLAR N (2004). Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. Turkish Journal of Chemistry, 28(4), 441 - 449.
Chicago	ÖREN Yıldız İlkay,ŞENER Akı Esin,ERTAŞ Cengiz,ARPACI Temiz Özlem,YALÇIN İsmail,ALTANLAR Nurten Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. Turkish Journal of Chemistry 28, no.4 (2004): 441 - 449.
MLA	ÖREN Yıldız İlkay,ŞENER Akı Esin,ERTAŞ Cengiz,ARPACI Temiz Özlem,YALÇIN İsmail,ALTANLAR Nurten Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. Turkish Journal of Chemistry, vol.28, no.4, 2004, ss.441 - 449.
AMA	ÖREN Y,ŞENER A,ERTAŞ C,ARPACI T,YALÇIN İ,ALTANLAR N Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. Turkish Journal of Chemistry. 2004; 28(4): 441 - 449.
Vancouver	ÖREN Y,ŞENER A,ERTAŞ C,ARPACI T,YALÇIN İ,ALTANLAR N Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles. Turkish Journal of Chemistry. 2004; 28(4): 441 - 449.
IEEE	ÖREN Y,ŞENER A,ERTAŞ C,ARPACI T,YALÇIN İ,ALTANLAR N "Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles." Turkish Journal of Chemistry, 28, ss.441 - 449, 2004.
ISNAD	ÖREN, Yıldız İlkay vd. "Synthesis and microbiological activity of some substituted N-(2-hydroxy-4-nitrophenyl)benzamides and phenylacetamides as possible metabolites of antimicrobial active benzoxazoles". Turkish Journal of Chemistry 28/4 (2004), 441-449.