Identification of antitumor activity of pyrazole oxime ethers

Park, Hyun‐Ja; Lee, Kyung Hwa; Park, Su‐Jin; Ahn, Bangle; Lee, Jong‐Cheol; Cho, Heeyeong; Lee, Kee‐In

doi:10.1016/j.bmcl.2005.03.082

Cited by 298 publications

(79 citation statements)

References 18 publications

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“…The most common use for pyrazoles is to treat inflammation and inflammation-associated disorders such as arthritis [2]. Pyrazole derivatives are the subject of many studies due to their potential antimicrobial [3], Antiviral [4], Antitumor [5,6], Antihistaminic [7], Antidepressant [8], Insecticidal and fungicidal properties [9]. Pyrazole derivatives function as 5-α-reductase inhibitors [10].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Heterocyclic Compounds with Biological Activity against Pathogenic Microbes in the Albaha Area

Mahmoud¹

2018

BJSTR

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Several new heterocyclic derivatives containing fused pyrazoloxazine moieties were synthesized via cycloaddition reactions of binucleophilic dentates, including hydrazine hydrate and its derivatives as well as active methylene compounds and aniline derivatives, resulting in novel five-, six-and seven-membered heterocyclic compounds. Due to increased microbial resistance to currently available drugs accentuate a real problem, so novel antimicrobial drugs are needed. Pyrazoles are good candidate as antimicrobial agents, where they have low-molecularweight compounds, nonvolatile and chemically stable. The novel synthesized five-, six-and seven-membered heterocyclic compounds were tested for their antimicrobial activity against different pathogenic microorganisms inside Albaha area. Bacterial species included Staphylococcus aureus, Staphylococcus epidermidis, Salmonella enteritidis, Streptococcus faecalis, Streptococcus agalactiae, Klebsiella pneumonia, Proteus mirabilis, Pseudomonas aeruginosa, Acinetobacter baumannii, and Enterobacter aerogenes. However, the following fungi were tested: Aspergillus niger, Aspergillus fumigates, Penicillium chrysogenium, Trichophyton rubrum and Candida albicans 157 and Candida albicans causes candidiasis. Staphylococcus aureus 119 was largely inhibited were observed after contact with synthesized pyrazoloxazine derivatives 1, 5, 8, 10, 13 and 24. Of the susceptible bacteria, Klebsiella pneumonia and Enterobacter aerogens 157 were the least affected, with inhibition zones between 10 and 12 mm. The pyrazoloxazine derivatives 3, 4, 25, 2Y, Ox1 and Ox2 inhibited all the fungi tested, including Aspergillus niger, Aspergillus fumigatus, Penicillium chrysogenium and Trichophyton rubrum. The zones of inhibition ranged from 40 to 14 mm/disc for these organisms. The current study demonstrates that the newly synthesized pyrazoloxazine derivatives have a good inhibition capacity against most tested pathogenic bacterial and fungal species.

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Section: Introductionmentioning

confidence: 99%

Synthesis of New Heterocyclic Compounds with Biological Activity against Pathogenic Microbes in the Albaha Area

Mahmoud¹

2018

BJSTR

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“…These complexes have been extensively used for various purposes owing to their high stability, suitability as model compounds for vitamin B12 and as chelators in trace metal analysis [10] [11]. These compounds also play a significant role in domains such as stereochemistry, structure isomerism, spectroscopy, model systems of biochemical interest, cation exchange and ligand exchange chromatography, analytical chemistry, catalysis, stabilizers, polymers, photography, technological improvement, pigments, and dyes [12]- [16]. Furthermore, they have been identified as compounds capable of columnar stacking, which may enhance semiconducting properties [17].…”

Section: Introductionmentioning

confidence: 99%

Structural, Spectral (IR and UV/Visible) and Thermodynamic Properties of Some 3d Transition Metal(II) Chloride Complexes of Glyoxime and Its Derivatives: A DFT and TD-DFT Study

Nogheu¹,

Ghogomu²,

Mama³

et al. 2016

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Metal complexes bearing vic-dioxime ligands have been extensively used as analytical and biochemical reagents, and are well-known antimicrobial agents. Herein is reported a DFT study on the molecular structures, thermodynamic properties, chemical reactivity and spectral properties of some 3d metal(II) chloride complexes of glyoxime. The functionals B3LYP and CAM-B3LYP have each been used in conjunction with LANL2DZ for the metal(II) ions (Fe 2+ , Co 2+ , Ni 2+ and Cu 2+ ) and the Poplestyle basis set 6-31G+(d,p) for the rest of the elements, to perform theoretical calculations. The metal complexation abilities of the glyoxime ligands studied in this work have been evaluated on the basis of metal-ligand binding energies. These ligands were found to have high affinities towards Ni(II) and Fe(II) ions, and all complexation reactions were found to be thermodynamically feasible. Ligand-to-metal electron donations in the complexes studied have been revealed by natural population analysis. The fully optimized geometries of the complexes have adopted square planar structures around the central metal ions. On the basis of orbital composition analysis, the UV-Vis electronic absorption bands of these molecules have been attributed mainly to MLCT, LMCT and d-d electronic transitions involving metal-based orbitals.

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“…[4][5][6] Identification of antitumor activity of pyrazole oxime ethers has been well documented. 7 Bonesi et al 8 synthesized a substituted pyrazole and investigated their potential activity as inhibitors of angiotensin coverting enzyme (ACE). In literature, several reports have demonstrated substituted pyrazole and their derivatives as inhibitors of GSK3β Glycogen synthase kinase, 9 VEGFR2 kinase, 10 tyrosinase, 11 phagocytosis of opsonized blood cells 12 and arylamine N-acetyltransferase.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis of novel monocyclic trans- and cis-3-oxo/thio/seleno-4-pyrazolyl-β-lactams

Bhalla¹,

Bari²,

Berry³

et al. 2015

Arkivoc

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A facile synthesis of novel monocyclic trans-and cis-3-oxy/thio/seleno-4-pyrazolyl-β-lactams (5, 6) is described. The reaction of 2-methoxy/phenoxy/benzyl/phenylthio/seleno ethanoic acids or acetoxyacetyl chloride 4 with pyrazolyl substituted Schiff′s bases 3a-d using POCl 3 and Et 3 N in refluxing toluene furnished β-lactams (5, 6). These synthesized β-lactams have been characterized by spectroscopic techniques viz. NMR ( 1 H, 13 C and 77 Se), FT-IR, mass spectrometry (EI-MS and HRMS) and elemental analysis. Single crystal X-ray crystallographic study of trans-1-(4′-methoxyphenyl)-3-methoxy-4-(5′-chloro-3′-methyl-1′-phenyl-1H-pyrazol-4′-yl)azetidin-2-one 5p has confirmed the molecular structure and the stereochemical outcome. The cis or trans configuration of β-lactams (5, 6) was assigned with respect to position of C3-H and C4-H.

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Identification of antitumor activity of pyrazole oxime ethers

Cited by 298 publications

References 18 publications

Synthesis of New Heterocyclic Compounds with Biological Activity against Pathogenic Microbes in the Albaha Area

Synthesis of New Heterocyclic Compounds with Biological Activity against Pathogenic Microbes in the Albaha Area

Structural, Spectral (IR and UV/Visible) and Thermodynamic Properties of Some 3d Transition Metal(II) Chloride Complexes of Glyoxime and Its Derivatives: A DFT and TD-DFT Study

Facile synthesis of novel monocyclic trans- and cis-3-oxo/thio/seleno-4-pyrazolyl-β-lactams

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