Synthesis of 3-acetoxyazetidin-2-ones and 3-hydroxyazetidin-2-ones with antifungal and antibacterial activity

Walsh, O. M.; Meegan, Mary J.; Prendergast, R. M.; Nakib, T. Al

doi:10.1016/s0223-5234(97)86178-8

Cited by 122 publications

(51 citation statements)

References 27 publications

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“…Schiff bases are important class of compounds in medicinal and pharmaceutical field. They show biological applications including antibacterial [1][2][3][4][5][6], antifungal [3][4][5][6] and antitumor activity [7,8].…”

Section: Discussionmentioning

confidence: 99%

“…Schiff bases are important class of compounds in medicinal and pharmaceutical field. They show biological applications including antibacterial [1-6], antifungal [3-6] and antitumor activity [7,8].In the crystal structure of the title compound, the two benzene rings (C2®C7) as well as the other two benzene rings (C10®C15) are essentially coplanar. The bond angles of C16C13C14, C16C13C12, C6C5C8 and C6C5C4 close to 120°as well as the bond lengths of C13C16 (1.461(6) Å) and C5C8 (1.459 (6) …”

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confidence: 99%

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Crystal structure of N,N'-bis(4-methoxy-benzylidene)hydrazine, C16H16N2O2

Jin¹,

Zhang²,

Zhang³

et al. 2007

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialThe title compound was prepared by the reaction of hydrazine (0.002 mol) and 4-methoxybenzaldehyde (0.002 mol) in ethanol (10 mL) was treated with concentrated HCl (0.1 mL). The desired product was obtained by filtration, drying and recrystallization from ethanol. Single crystals suitable for X-ray data collection were obtained by slow evaporation of an ethanol solution. DiscussionCompounds with the structure of C=N (azomethine group) are known as Schiff bases, which are usually synthesized from the condensation of primary amines and active carbonyl groups. Schiff bases are important class of compounds in medicinal and pharmaceutical field. They show biological applications including antibacterial [1-6], antifungal [3-6] and antitumor activity [7,8].In the crystal structure of the title compound, the two benzene rings (C2®C7) as well as the other two benzene rings (C10®C15) are essentially coplanar. The bond angles of C16C13C14, C16C13C12, C6C5C8 and C6C5C4 close to 120°as well as the bond lengths of C13C16 (1.461(6) Å) and C5C8 (1.459 (6)

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Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 99%

Crystal structure of N,N'-bis(4-methoxy-benzylidene)hydrazine, C16H16N2O2

Jin¹,

Zhang²,

Zhang³

et al. 2007

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Schiff bases are important precursors for the synthesis of some bioactive compounds [4,5]. Schiff bases have received considerable attention since the discovery of their antibacterial [6,7], antifungal [8], anti-HIV [9,10], anti-inflammatory [11], anticonvulsant [12,13], antiviral [14], and anticancer properties [15][16][17]. The presence of the inimical grouping in these organic ligands plays an important part in manifesting these biological characteristics [18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Transition Metal Complexes with Antipyrine‐Derived Schiff Bases: Synthesis and Antibacterial Activity

Pahontu¹

2017

Descriptive Inorganic Chemistry Researches of Metal Compounds

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The increase of death rate, associated with infectious diseases, is directly linked to the bacteria that have multiple resistance to antibiotics. The lack of efficient medical treatment is the main cause of this problem. The synthesis of new antibacterial agents, through various methods, is, for sure, an emergency medical issue. Recent research focuses more and more on the synthesis of complexes of the transitional metals with ligands of Schiff-base type, as a result of the biological properties which they have. This article presents the synthesis of several complexes with base Schiff ligands, derived from 4-aminoantipyrine and in vitro research of their antibacterial activities. The new compounds were tested for their in vitro antibacterial activity against Staphylococcus aureus var. Oxford 6538, Klebsiella pneumoniae ATCC 100131, Escherichia coli ATCC 10536, and Pseudomonas aeruginosa ATCC 9027 strains. Based on the "in vitro" studies, we can say that ten of the complexes synthetized can be successfully used instead of streptomycin, where there is resistance to this antibiotic.

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“…Schiff bases are an important class of compounds in medicine and pharmaceutics. They show biological applications including antibacterial [1][2][3][4][5][6], antifungal [3][4][5][6], antitumor [7,8], antioxidant [9,10], anti-inflammatory [11], antihypertensive [12], anti-HIV [13], antifilarial [14], anticonvulsant [15], herbicidal, insecticidal, schistosomicidal and anthelmintic activities [16]. Schiff bases are used as protective agents in natural rubber [17].…”

Section: Introductionmentioning

confidence: 99%

Microwave-assisted synthesis and evaluation of antibacterial activity of 2,2'-(naph- thalene-2,7-diylbis(oxy))bis(N'-substituted acetohydrazide) derivatives

Venkatesan¹,

Satyanarayana²,

Sivakumar³

2012

Bull. Chem. Soc. Eth.

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ABSTRACT. A series of Schiff base of 2,2'-(naphthalene-2,7-diylbis(oxy))bis(N'-substituted acetohydrazide) (4a-m) derivatives has been synthesized by the acid catalyzed condensation of aryl/hetero aromatic aldehydes with 2,2'-(naphthalene-2,7-diylbis(oxy))diacetohydrazide (3) under microwave irradiation and conventional method for comparison. The structures of all the newly synthesized compounds have been characterized by IR, 1 H NMR, 13 C NMR and Mass spectra. All the synthesized compounds have been screened for their in vitro antibacterial activity.

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Synthesis of 3-acetoxyazetidin-2-ones and 3-hydroxyazetidin-2-ones with antifungal and antibacterial activity

Cited by 122 publications

References 27 publications

Crystal structure of N,N'-bis(4-methoxy-benzylidene)hydrazine, C16H16N2O2

Crystal structure of N,N'-bis(4-methoxy-benzylidene)hydrazine, C16H16N2O2

Transition Metal Complexes with Antipyrine‐Derived Schiff Bases: Synthesis and Antibacterial Activity

Microwave-assisted synthesis and evaluation of antibacterial activity of 2,2'-(naph- thalene-2,7-diylbis(oxy))bis(N'-substituted acetohydrazide) derivatives

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