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1.
Curr Org Synth ; 17(5): 396-403, 2020.
Article in English | MEDLINE | ID: mdl-32294044

ABSTRACT

AIMS: A series of six 4-benzylidene-2-((1-phenyl-3,4-dihydro isoquinoline-2(1H)-yl)methyloxazol- 5(4H)-one derivatives were synthesized by condensation of substituted aryl aldehydes with 2-(2-(1-phenyl-3,4- dihydro isoquinoline-2(1H)-acetamido)acetic acid in the presence of sodium acetate, acetic anhydride and zinc oxide as catalysts. BACKGROUND: Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihy droisoquinoline-2(1H)-yl)methyl)oxazol- 5(4H)-one derivatives using 1,2,3,Tetrahydroisoquinoline and their antimicrobial activity. OBJECTIVE: The title compounds can be synthesized from 1,2,3,4-tetrahydroisoquinoline. METHODS: The target molecules, i.e., 4-benzylidene-2-((1-phenyl-3, 4-dihydro isoquinoline-2(1H)-yl) methyl) oxazol-5(4H)-one derivatives (8a-8f) have been synthesized from 1,2,3,4-tetrahydroisoquinoline which was prepared from benzoic acid in few steps. RESULTS: All the six compounds were evaluated based on advanced spectral data (1H NMR, 13C NMR & LCMS), and the chemical structures of all compounds were determined by elemental analysis. CONCLUSION: Antibacterial activity of the derivatives was examined for the synthesized compounds and results indicate that compound with bromine substitution has a good activity profile.


Subject(s)
Anti-Bacterial Agents/pharmacology , Isoquinolines/pharmacology , Oxazoles/pharmacology , Anti-Bacterial Agents/chemical synthesis , Bacteria/drug effects , Cyclization , Isoquinolines/chemical synthesis , Microbial Sensitivity Tests , Oxazoles/chemical synthesis
2.
Nanomaterials (Basel) ; 10(1)2019 Dec 23.
Article in English | MEDLINE | ID: mdl-31878012

ABSTRACT

Zinc oxide nanoparticles (ZnO NPs) were synthesized by a precipitation method, and a new charring-foaming agent (CFA) N-ethanolamine triazine-piperazine, melamine polymer (ETPMP) was synthesized via nucleophilic substitution reaction by using cyanuric chloride, ethanolamine, piperazine, and melamine as precursor molecules. FTIR and energy-dispersive X-ray spectroscopy (EDS) studies were employed to characterize and confirm the synthesized ETPMP structure. New intumescent flame retardant epoxy coating compositions were prepared by adding ammonium polyphosphate (APP), ETPMP, and ZnO NPs into an epoxy resin. APP and ETPMP were fixed in a 2:1 w/w ratio and used as an intumescent flame-retardant (IFR) system. ZnO NPs were loaded as a synergistic agent in different amounts into the IFR coating system. The synergistic effects of ZnO NPs on IFR coatings were systematically evaluated by limited oxygen index (LOI) tests, vertical burning tests (UL-94 V), TGA, cone calorimeter tests, and SEM. The obtained results revealed that a small amount of ZnO NPs significantly increased the LOI values of the IFR coating and these coatings had a V-0 ratings in UL-94 V tests. From the TGA data, it is clear that the addition of ZnO NPs could change the thermal degradation behaviors of coatings with increasing char residue percentage at high temperatures. Cone calorimeter data reported that ZnO NPs could decrease the combustion parameters including peak heat release rates (PHRRs), and total heat release (THR) rates. The SEM results showed that ZnO NPs could enhance the strength and the compactness of the intumescent char, which restricted the flow of heat and oxygen.

3.
Bioinorg Chem Appl ; 2012: 948534, 2012.
Article in English | MEDLINE | ID: mdl-23082074

ABSTRACT

Mixed ligand complexes of Ni(II) with 1,10-phenanthroline (1,10-Phen) and Schiff bases L(1)(MIIMP); L(2)(CMIIMP); L(3)(EMIIMP); L(4)(MIIMNP); L(5)(MEMIIMP); L(6)(BMIIMP); L(7)(MMIIMP); L(8)(MIIBD) have been synthesized. These metal chelates have been characterized by elemental analysis, IR, (1)H-NMR, (13)C-NMR, Mass, UV-Vis, magnetic moments, and thermogravimetric (TG&DTA) analysis. Spectral data showed that the 1,10-phenanthroline act as neutral bidentate ligand coordinating to the metal ion through two nitrogen donor atoms and Schiff bases acts as monobasic bidentate coordinating through NO donor atoms. All Ni(II) complexes appear to have an octahedral geometry. The antimicrobial activity of mixed ligand complexes has been studied by screening against various microorganisms, it is observed that the activity enhances upon coordination. The DNA binding studies have been investigated by UV-Vis spectroscopy, and the experimental results indicate that these complexes bind to CT DNA with the intrinsic binding constant K(b) = 2.5 ± 0.2 × 10(5) M(-1). MTT is used to test the anticancer effect of the complexes with HL60 tumor cell. The inhibition ratio was accelerated by increasing the dosage, and it had significant positive correlation with the medication dosage.

4.
Bioorg Med Chem Lett ; 22(7): 2460-3, 2012 Apr 01.
Article in English | MEDLINE | ID: mdl-22386528

ABSTRACT

Isatin reacts smoothly with indoles in the presence of a catalytic amount of molecular iodine under mild conditions to afford a novel class of di(indolyl)indolin-2-one derivatives in good yields. These molecules are found to possess a promising cytotoxicity against cancer cells only but not on normal cells.


Subject(s)
Antineoplastic Agents/chemical synthesis , Indoles/chemistry , Iodine/chemistry , Isatin/chemistry , Antineoplastic Agents/pharmacology , Catalysis , Cell Line, Tumor , Cell Survival/drug effects , Humans , Inhibitory Concentration 50 , Molecular Structure , Organ Specificity
5.
Article in English | MEDLINE | ID: mdl-17913572

ABSTRACT

The metal complexes of Cu(II), Ni(II) and Co(II) with Schiff bases of 3-(2-hydroxy-3-ethoxybenzylideneamino)-5-methyl isoxazole [HEBMI] and 3-(2-hydroxy-5-nitrobenzylidene amino)-5-methyl isoxazole [HNBMI] which were obtained by the condensation of 3-amino-5-methyl isoxazole with substituted salicylaldehydes have been synthesized. Schiff bases and their complexes have been characterized on the basis of elemental analysis, magnetic moments, molar conductivity, thermal analysis and spectral (IR, UV, NMR and Mass) studies. The spectral data show that these ligands act in a monovalent bidentate fashion, co-ordinating through phenolic oxygen and azomethine nitrogen atoms. Chelates of Co(II), Ni(II) appear to be octahedral and Cu(II) appears to be distorted octahedral. To investigate the relationship between formation constants of binary complexes and antimicrobial activity, the dissociation constants of Schiff bases and stability constants of their binary metal complexes have been determined potentiometrically in aqueous solution at 30+/-1 degrees C and at 0.1 M KNO3 ionic strength and discussed. Antimicrobial activities of the Schiff bases and their complexes were screened. The structure-activity correlation in Schiff bases and their metal(II) complexes are discussed, based on the effect of their stability constants. It is observed that the activity enhances upon complexation and the order of activity is in accordance with stability order of metal ions.


Subject(s)
Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Isoxazoles/chemistry , Metals, Heavy/chemistry , Metals, Heavy/pharmacology , Anti-Bacterial Agents/chemical synthesis , Aspergillus niger/drug effects , Escherichia coli/drug effects , Ligands , Magnetic Resonance Spectroscopy , Magnetics , Mass Spectrometry , Metals, Heavy/chemical synthesis , Microbial Sensitivity Tests , Microchemistry/methods , Nitrates/chemistry , Osmolar Concentration , Potassium Compounds/chemistry , Potentiometry/methods , Pseudomonas aeruginosa/drug effects , Rhizoctonia/drug effects , Schiff Bases/chemistry , Spectrophotometry, Infrared , Spectrophotometry, Ultraviolet , Structure-Activity Relationship , Temperature , Thermogravimetry , Water/chemistry
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