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Synthesis and biological evaluation of Schiff bases and azetidinones of 1-naphthol
Journal of Pharmacy And Bioallied Sciences Pub Date : 2012-01-01 , DOI: 10.4103/0975-7406.99066 Sushil Kumar , Punit Kumar , Nitin Sati
Journal of Pharmacy And Bioallied Sciences Pub Date : 2012-01-01 , DOI: 10.4103/0975-7406.99066 Sushil Kumar , Punit Kumar , Nitin Sati
Introduction: Schiff bases and azetidinones form an important structural class possessing wide spectrum of biological activities that include antibacterial and antifungal activity. A series of Schiff's bases N’-(substituted benzylidene)-2-(naphthalen-1-yloxy) acetohydrazides (3a-f) and azetidinones N-[3-chloro-2-oxo-4-(substituted phenyl)-azetidin-1-yl]-2-(naphthalen-1-yloxy) acetamides (4a-b) were synthesized and tested for antimicrobial activity. Materials and Methods: The chemical structures of synthesized compounds were elucidated on the basis of IR and 1H NMR spectroscopy. The synthesized compounds were screened for antibacterial activity against E. coli (ESS 2231) and B. subtilis (MTCC 441). The compounds were also tested for antifungal activity against A. niger (NCIM 618) and C. albicans (NCIM 3557) by the cup diffusion method. Results and Discussion: The in vitro antimicrobial activity results showed that the N-[3-chloro-2-oxo-4-(4-substitutedphenyl)-azetidin-1-yl]-2-(naphthalen-1-yloxy) acetamides (4a-b) exhibited better antibacterial activity than the synthesized N′-(substituted benzylidene)-2-(naphthalen-1-yloxy)-acetohydrazides (3a-f). Compound (4b) displayed potent antibacterial activity against the B. subtilis and E. coli (MIC values of 16-64 μg/mL). The antifungal activity of the synthesized compounds (3a-f and 4a-b) against the A. niger and C. albicans was relatively weak, most of the compounds showed poor activities (MIC >128μg/mL). Conclusion: The antibacterial activity of the synthesized compounds was moderate to low and antifungal activity was relatively weak. Therefore, a further study with this class of compounds is necessary to elucidate the mechanism and structure activity relationship.
中文翻译:
1-萘酚希夫碱和氮杂环丁酮的合成及生物学评价
简介:席夫碱和氮杂环丁酮形成了一个重要的结构类别,具有广泛的生物活性,包括抗菌和抗真菌活性。一系列希夫碱 N'-(取代的亚苄基)-2-(naphthalen-1-yloxy) acetohydrazides (3a-f) 和 azetidinones N-[3-chloro-2-oxo-4-(取代的苯基)-azetidin-合成了 1-yl]-2-(naphthalen-1-yloxy) 乙酰胺 (4a-b) 并测试了其抗菌活性。材料和方法:合成化合物的化学结构在红外和 1H 核磁共振光谱的基础上阐明。筛选合成的化合物对大肠杆菌(ESS 2231)和枯草芽孢杆菌(MTCC 441)的抗菌活性。还通过杯扩散法测试了化合物对黑曲霉(NCIM 618)和白色念珠菌(NCIM 3557)的抗真菌活性。结果与讨论:体外抗菌活性结果表明,N-[3-chloro-2-oxo-4-(4-取代苯基)-azetidin-1-yl]-2-(naphthalen-1-yloxy) 乙酰胺( 4a-b) 表现出比合成的 N'-(取代亚苄基)-2-(萘-1-基氧基)-乙酰肼 (3a-f) 更好的抗菌活性。化合物 (4b) 对枯草芽孢杆菌和大肠杆菌表现出强效抗菌活性(MIC 值为 16-64 μg/mL)。合成的化合物(3a-f和4a-b)对黑曲霉和白色念珠菌的抗真菌活性较弱,大部分化合物活性较差(MIC>128μg/mL)。结论:合成的化合物抗菌活性中等至低,抗真菌活性较弱。所以,
更新日期:2012-01-01
中文翻译:
1-萘酚希夫碱和氮杂环丁酮的合成及生物学评价
简介:席夫碱和氮杂环丁酮形成了一个重要的结构类别,具有广泛的生物活性,包括抗菌和抗真菌活性。一系列希夫碱 N'-(取代的亚苄基)-2-(naphthalen-1-yloxy) acetohydrazides (3a-f) 和 azetidinones N-[3-chloro-2-oxo-4-(取代的苯基)-azetidin-合成了 1-yl]-2-(naphthalen-1-yloxy) 乙酰胺 (4a-b) 并测试了其抗菌活性。材料和方法:合成化合物的化学结构在红外和 1H 核磁共振光谱的基础上阐明。筛选合成的化合物对大肠杆菌(ESS 2231)和枯草芽孢杆菌(MTCC 441)的抗菌活性。还通过杯扩散法测试了化合物对黑曲霉(NCIM 618)和白色念珠菌(NCIM 3557)的抗真菌活性。结果与讨论:体外抗菌活性结果表明,N-[3-chloro-2-oxo-4-(4-取代苯基)-azetidin-1-yl]-2-(naphthalen-1-yloxy) 乙酰胺( 4a-b) 表现出比合成的 N'-(取代亚苄基)-2-(萘-1-基氧基)-乙酰肼 (3a-f) 更好的抗菌活性。化合物 (4b) 对枯草芽孢杆菌和大肠杆菌表现出强效抗菌活性(MIC 值为 16-64 μg/mL)。合成的化合物(3a-f和4a-b)对黑曲霉和白色念珠菌的抗真菌活性较弱,大部分化合物活性较差(MIC>128μg/mL)。结论:合成的化合物抗菌活性中等至低,抗真菌活性较弱。所以,