eng
National Information and Documentation Centre (NIDOC), Academy of Scientific Research and Technology, ASRT
Egyptian Journal of Chemistry
0449-2285
2357-0245
2018-12-01
61
Conference issue (14th Ibn Sina Arab Conference on Heterocyclic Chemistry and its Applications (ISACHC 2018), 30 March-2 April 2018, Hurgada, Egypt).
1
8
10.21608/ejchem.2018.3941.1345
9014
Original Article
Synthesis, Characterization and Antimicrobial Activity of Some Novel Quinoline Derivatives Bearing Pyrazole and Pyridine Moieties
Atef Amer
atefamer55@yahoo.com
1
W. I. El-Eraky
2
Sebaey Mahgoub
dr_semahgoub@yahoo.com
3
Department of Chemistry, Faculty of Science, Zagazig University, Egypt
Department of Pharmacology, National Research Centre, Cairo, Egypt
Research and Development, Unipharma, El-Obour City, Egypt
In continuation of our interest in synthesis of novel quinoline derivatives with anticipated biological activity, we have synthesized new quinoline derivatives bearing pyrazole and pyridine moieties by formylation of quinoline hydrazones through the Vilsmeier-Haack reaction which is a common method for the synthesis of 4-formyl pyrazoles. Condensation of 2-hydrazinylquinoline 1 with 4-substituted acetophenone gave the corresponding hydrazones 2a–c which in turn underwent the Vilsmeier-Haack reaction in POCl3/DMF to furnish the corresponding 4-formyl pyrazole derivatives 3a–c. One-pot reaction of compounds 3a–c with malononitrile and thiophenol or ethyl mercaptan gave the 3,5-pyridinedicarbonitrile derivatives 11a–f. The synthesized derivatives were screened for their antimicrobial activities against Gram negative bacteria, Gram positive bacteria and fungi. Most of compounds showed excellent antimicrobial activities compared to the reference drugs. All the newly synthesized compounds have been characterized by means of elemental analyses, IR, 1H-NMR and MS.
https://ejchem.journals.ekb.eg/article_9014_451b0d79f24aa54c86b7ee24b4e6cfd3.pdf
Quinoline
Vilsmeier-Haack reaction
4-Formyl pyrazole
3
5-Pyridine dicarbonitrile
antimicrobial activity
eng
National Information and Documentation Centre (NIDOC), Academy of Scientific Research and Technology, ASRT
Egyptian Journal of Chemistry
0449-2285
2357-0245
2018-12-01
61
Conference issue (14th Ibn Sina Arab Conference on Heterocyclic Chemistry and its Applications (ISACHC 2018), 30 March-2 April 2018, Hurgada, Egypt).
9
25
10.21608/ejchem.2018.4070.1357
9017
Original Article
Design, Synthesis and Microbiological Evaluation of Novel Compounds as Potential Staphylococcus aureus Phenylalanine tRNA Synthetase Inhibitors
Samar S. Elbaramawi
1
Casey Hughes
2
Jennifer Richards
3
Arya Gupta
4
Samy M. Ibrahim
5
El-Sayed M. Lashine
6
Mohamed E. El-Sadek
7
Alex J. O’Neill
8
Mandy Wootton
9
James M. Bullard
10
Claire Simons
11
School of Pharmacy and Pharmaceutical Sciences, Cardiff University, King Edward VII Avenue, Cardiff CF10 3NB, UK
Department of Chemistry, University of Texas – Rio Grande Valley, 1201 W. University Drive, Edinburg, TX 78541, USA
Specialist Antimicrobial Chemotherapy Unit, University Hospital of Wales, Heath Park, Cardiff CF14 4XW, UK
School of Molecular & Cellular Biology, Garstang Building, Faculty of Biological Sciences, University of Leeds, Leeds LS2 9JT, UK
Department of Medicinal Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig P.C. 44519, Egypt
Department of Medicinal Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig P.C. 44519, Egypt
Department of Medicinal Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig P.C. 44519, Egypt
School of Molecular & Cellular Biology, Garstang Building, Faculty of Biological Sciences, University of Leeds, Leeds LS2 9JT, UK
Specialist Antimicrobial Chemotherapy Unit, University Hospital of Wales, Heath Park, Cardiff CF14 4XW, UK
Department of Chemistry, University of Texas – Rio Grande Valley, 1201 W. University Drive, Edinburg, TX 78541, USA
School of Pharmacy and Pharmaceutical Sciences, Cardiff University, King Edward VII Avenue, Cardiff CF10 3NB, UK
As the resistance of Staphylococcus aureus to antibiotics represents a major threat to global health, anti-infectives with novel mechanisms must be developed. Novel compounds were generated as potential phenylalanine tRNA synthetase (PheRS) inhibitors based on the published homology model of S. aureus PheRS to aid the design process using Molecular Operating Environment (MOE) software. PheRS was selected as it is structurally unique enzyme among the aminoacyl-tRNA syntheases (aaRS), it is considerably different from human cytosolic and human mitochondrial aaRS and it is essential and conserved across bacterial species. The designed compounds were synthesized according to different clear schemes. The compounds were confirmed by 1H NMR, 13C NMR, HRMS and/or microanalysis, and they were microbiologically evaluated.
https://ejchem.journals.ekb.eg/article_9017_f577ee3884475db6ec75dced7125dda8.pdf
Staphylococcus aureus
Phenylalanine tRNA synthetase
Drug design
Benzimidazole
Indole
Adenine
eng
National Information and Documentation Centre (NIDOC), Academy of Scientific Research and Technology, ASRT
Egyptian Journal of Chemistry
0449-2285
2357-0245
2018-12-01
61
Conference issue (14th Ibn Sina Arab Conference on Heterocyclic Chemistry and its Applications (ISACHC 2018), 30 March-2 April 2018, Hurgada, Egypt).
27
38
10.21608/ejchem.2018.3682.1323
9021
Original Article
Synthesis, Spectroscopic, Thermal Analyses and Biological Activity Evaluation of New Zirconium(IV) Solid Complexes with Bidentate Lomefloxacin
W. H. El‑Shwiniy
1
S. A. Sadeek
2
Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt
Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt
Four metal complexes of antibacterial agent lomefloxacin (LFX) with zirconium(IV) in the presence of aniline (An), pyridine (Py) and o-tolidine (o-Tol) as nitrogen donor molecules and dimethyl formamide (DMF) as oxygen donor molecule have been prepared and characterized with physicochemical and diverse spectroscopic techniques (IR, UV-Vis. and 1H NMR spectroscopes) as well as thermal analysis. The deprotonated lomefloxacin complexes of Zr(IV) were isolated as solids with the general formula, [ZrO(LFX)2L]Cl2,where L = An, Py, o-Tol and DMF. The infrared spectral data show the chelation behavior of LFX toward Zr(IV) through oxygen of pyridone, one oxygen of carboxylic group and complete the coordination number with nitrogen or oxygen atom of L. The thermodynamic parameters are calculated from the thermal analysis curves using the Coats–Redfern and Horowitz–Metzger methods. The antibacterial of LFX and their Zr(IV) complexes were also evaluated for their antibacterial activity against three Gram (+Ve) and three Gram (-Ve) microorganisms.
https://ejchem.journals.ekb.eg/article_9021_2e7384e254b3e5e3cb26b5ee8e97f9ff.pdf
lamentation
Characterization
complexes- antibacterial
eng
National Information and Documentation Centre (NIDOC), Academy of Scientific Research and Technology, ASRT
Egyptian Journal of Chemistry
0449-2285
2357-0245
2018-12-01
61
Conference issue (14th Ibn Sina Arab Conference on Heterocyclic Chemistry and its Applications (ISACHC 2018), 30 March-2 April 2018, Hurgada, Egypt).
39
49
10.21608/ejchem.2018.3856.1334
9146
Original Article
Preparation, Spectroscopic Characterization, Thermal Stability and XRD of Some New Metalchelates with Aceclofenac in Presence of 1,10-Phenanthroline
S.A. Sadeek
1
S.F. Mohammed
2
N.G. Rashid
3
Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt.
Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt.
National center for construction laboratories, Baghdad, Iraq.
In this study, mixed ligand complexes derived from aceclofenac (Acecl) as primary ligand and 1,10-phenanthroline (Phen) as secondary ligand have been prepared and characterized by conventional techniques including elemental analyses, infrared, electronic spectra, 1H NMR and XRD. The infrared spectral data showed that the chelation behavior of the ligands towards Ni(II), Cu(II), Zn(II), Zr(IV) and La(III) transition metal ions is through oxygen of ketone, carboxylic group of aceclofenac and nitrogen atom of 1,10-phenanthroline. Thermal analyses showed that the chelates lose water molecules of hydration initially and subsequently expel anionic part and organic ligands in continuous steps leaving metal or metal oxide as a final product. XRD analysis of the compounds showed that, Acecl, Phen and their metal complexes display crystalline peaks.
https://ejchem.journals.ekb.eg/article_9146_da9371eaf68f96d73912952f82c88099.pdf
aceclofenac, Phen
infrared spectral
XRD
eng
National Information and Documentation Centre (NIDOC), Academy of Scientific Research and Technology, ASRT
Egyptian Journal of Chemistry
0449-2285
2357-0245
2018-12-01
61
Conference issue (14th Ibn Sina Arab Conference on Heterocyclic Chemistry and its Applications (ISACHC 2018), 30 March-2 April 2018, Hurgada, Egypt).
51
65
10.21608/ejchem.2018.5328.1470
17871
Original Article
Synthesis, Reactions and Antitumor Activity of Certain 1,3-diphenylpyrazole-4-carboxaldehyde Derivatives
Atef Amer
atefamer55@yahoo.com
1
Neveen Ramses
2
Sebaey Mahgoub
dr_semahgoub@yahoo.com
3
Department of Chemistry, Faculty of Science, Zagazig University, Egypt,
Department of Chemistry, Faculty of Science, Zagazig University, Egypt,
Research and Development, Unipharma, El-Obour City, Egypt
In continuation of our interest in synthesis of novel heterocycles with anticipated biological activity especially the antitumor activity. In this paper we have discussed synthesis and reaction of 1,3-diphenylpyrazol-4-carboxaldehyde 4 with acetophenone derivatives 1a–d, active methylene compounds, hydrazines and aniline derivatives to yield the expected derivatives 5a–d. Also, a series of penta-substituted pyridine derivatives 15a-e have been synthesized by one-pot three component cyclocondensation reaction of 1,3-diphenylpyrazole-4-carboxaldehyde 1, malononitrile and thiol derivatives 13a–e in presence of triethylamine as a catalyst. Also, 2-(1,3-diphenyl-1H-pyrazol-4-yl)-3-(aryl)thiazolidine-4-one 20a-e has been synthesized from N-((1,3-diphenyl-1H-pyrazol-4-yl)methylene-aniline derivatives 11a-e and thioglycolic acid. Some of the synthesized derivatives were screened for their antitumor activity. All the newly synthesized compounds have been characterized by means of elemental analyses, IR, 1H NMR, 13C NMR, MS and in some cases by comparison with the known properties of compound or by comparison with samples prepared by reported unambiguous routs.
https://ejchem.journals.ekb.eg/article_17871_83ff6bf647f0fae878bf283b18cbe84c.pdf
1
3-diphenylpyrazol-4-carboxaldehyde
Vilsmeier-Haack reaction
3
5-Pyridine dicarbonitrile
antitumor activity
eng
National Information and Documentation Centre (NIDOC), Academy of Scientific Research and Technology, ASRT
Egyptian Journal of Chemistry
0449-2285
2357-0245
2018-12-01
61
Conference issue (14th Ibn Sina Arab Conference on Heterocyclic Chemistry and its Applications (ISACHC 2018), 30 March-2 April 2018, Hurgada, Egypt).
67
77
10.21608/ejchem.2018.5155.1456
20086
Original Article
Synthesis, Characterization and Evaluation of Anti-inflammatory and Analgesic Activity of Some Novel Quinoline Based Thiazolidinone Heterocycles
Atef Amer
atefamer55@yahoo.com
1
Ali Deeb
2
Wafaa I. El-Eraky
3
Sally A. El Awdan
4
Sebaey Mahgoub
dr_semahgoub@yahoo.com
5
Department of Chemistry, Faculty of Science, Zagazig University, Egypt
Department of Chemistry, Faculty of Science, Zagazig University, Egypt
Department of Pharmacology, National Research Centre, Cairo, Egypt
Department of Pharmacology, National Research Centre, Cairo, Egypt
Research and Development, Unipharma, El-Obour City, Egypt.
In this paper we report the synthesis of some quinoline based thiazolidinone derivatives (13–22) in a three-step process. Condensation of 2-hydrazinylquinoline 2 with different aromatic aldehydes gave the corresponding Schiff bases 3-10 which in turn were reacted with thioglycolic acid to furnish the corresponding thiazolidinone derivatives 13-20. Reaction of compound 2 with isatin or methyl isatin gave 1-sustituted-3-(2-(quinolin-2-yl)hydrazono)indolin-2-ones 11 and 12, which were converted to 1-substituted 3'-(quinolin-2-ylamino)spiro[indoline-3,2'-thiazolidine]-2,4'-dione 21 and 22 by cyclocondensation with thioglycolic acid. All newly synthesized compounds have been characterized by means of elemental analyses, IR, 1H NMR and MS. Furthermore, all new thiazolidinone derivatives were evaluated for their anti-inflammatory and analgesic activity. The Study results revealed that the highest anti-inflammatory potency was gained by 6 derivatives according to the following order 22 > 17 >13 > 14 > 21 > 15, showing a good edema inhibition compared to the reference drug indomethacin. Compound 22 carrying indole ring system inhibited the edema volume significantly at the 1st h post administration, and the activity was enhanced up to the 4th h giving a promising edema volume inhibition compared to that produced by indomethacin. The longest duration of analgesic action up to 90 min post compounds administration was obtained by the compounds 13, 17 and 22, they exhibited a potent analgesia compared to that obtained by aspirin.
https://ejchem.journals.ekb.eg/article_20086_08afec7040a8838f747c270e587c2740.pdf
Quinoline
thiazolidinone
spiro[indoline-3
2'-thiazolidine]-2
4'-dione
Synthesis
anti-inflammatory and analgesic activity