Browsing by Author "El-Sharkawy K.A."

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Design and synthesis of thiazol derivatives with biological evaluations as antitumor agents
(Bentham Science Publishers B.V., 2015) El-Sharkawy K.A.; El-Brrati M.M.A.; Ghardaly I.A.; Ali M.; Mohareb, R.M., Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt; Abdo, N.Y.M., Chemistry Department, Faculty of Education, Alexandria University, Alexandria, 21526, Egypt; El-Sharkawy, K.A., Department of Pharmaceutical Chemistry, College of Pharmacy, Jazan University, P.O. Box 114, Jazan, 45142, Saudi Arabia, Department of Chemistry, Faculty of Biotechnology, October University for Modern Sciences and Arts (MSA), El-Wahat Road, 6th October City, Cairo, Egypt
Background: Among the wide range of heterocycles, tetrahydrobenzothienopyridine derivatives acquired a special attention due to their wide range of pharmacological activities especially the therapeutic activities. Many pharmacological drugs containing the thiophene nucleus were known in the market. Method: A series of tetrahydrobenzothienopyridine derivatives were synthesized from the reaction of 2-amino- 3-benzoyl-4,5-dihydrobenzo[b]thiophen-6(7H)-one, synthesized and used for further heterocyclization reactions through reaction with different reagents. Results: Antiproliferative evaluations and c-Met kinase, Pim-1 kinase inhibitions were performed where some compounds revealed high activities. Conclusion: The inhibition of the newly synthesized compounds towards c-Met kinase, the five c-Metdependent cancer cell lines (A549, HT-29, MKN-45, U87MG, and SMMC-7721) and one c-Met-independent cancer cell line (H460) were investigated using foretinib as a standard drug. The results showed that compounds 6b, 7e, 9b, 9e, 16c and 20d were more active than foretinib. Furthermore, compounds 6b, 13b, 16b and 16c were selected to examine their Pim-1 kinase inhibition activity, where compounds 16b and 16c were of high potencies with IC50 values of 0.28 and 0.32 ?M, while compounds 6b and 13b were less effective (IC50 > 10 ?M). � 2018 Bentham Science Publishers.
New approaches for the uses of cyclohexan-1,4-dione for the synthesis of 5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-b]pyridine derivatives used as potential anti-prostate cancer agents and pim-1 Kinase inhibitors
(Bentham Science Publishers B.V., 2018) Mohareb R.M.; Abdo N.Y.M.; El-Sharkawy K.A.; Department of Chemistry; Faculty of Science; Cairo University; Giza; Egypt; Chemistry Department; Faculty of Education; Alexandria University; Alexandria; 21526; Egypt; Department of Pharmaceutical Chemistry; College of Pharmacy; Jazan University; P.O. Box 114; Jazan; 45142; Saudi Arabia; Department of Chemistry; Faculty of Biotechnology; October University for Modern Sciences and Arts (MSA); El-Wahat Road; 6th October City; Cairo; Egypt
Background: Among the wide range of heterocycles, tetrahydrobenzothienopyridine derivatives acquired a special attention due to their wide range of pharmacological activities especially the therapeutic activities. Many pharmacological drugs containing the thiophene nucleus were known in the market. Method: A series of tetrahydrobenzothienopyridine derivatives were synthesized from the reaction of 2-amino- 3-benzoyl-4,5-dihydrobenzo[b]thiophen-6(7H)-one, synthesized and used for further heterocyclization reactions through reaction with different reagents. Results: Antiproliferative evaluations and c-Met kinase, Pim-1 kinase inhibitions were performed where some compounds revealed high activities. Conclusion: The inhibition of the newly synthesized compounds towards c-Met kinase, the five c-Metdependent cancer cell lines (A549, HT-29, MKN-45, U87MG, and SMMC-7721) and one c-Met-independent cancer cell line (H460) were investigated using foretinib as a standard drug. The results showed that compounds 6b, 7e, 9b, 9e, 16c and 20d were more active than foretinib. Furthermore, compounds 6b, 13b, 16b and 16c were selected to examine their Pim-1 kinase inhibition activity, where compounds 16b and 16c were of high potencies with IC50 values of 0.28 and 0.32 ?M, while compounds 6b and 13b were less effective (IC50 > 10 ?M). � 2018 Bentham Science Publishers.
The reaction of cyanoacetic acid hydrazide with 2-acetylfuran: Synthesis of coumarin, pyridine, thiophene and thiazole derivatives with potential antimicrobial activities
(2009) Mohareb R.M.; El-Arab E.E.; El-Sharkawy K.A.; Faculty of Pharmacy; October University for Modern Sciences and Arts; Elwahaat Road; October City; Egypt; Faulty of Science; Chemistry Department; Cairo University; Egypt; National Organization of Drug Control and Research (NODCAR); P.O. 29; Cairo; Egypt
The hydrazide-hydrazone derivative 1 was formed through the reaction of cyanoacetic acid hydrazide with 2-acetylfuran. Compound 1 underwent a series of hetrocyclization reactions through its reaction with different chemical reagents to produce arylidene, coumarin, aryl hydrazone, pyridine, thiophene and thiazole derivatives 2-10. The MIC values for the newly synthesized products were tested against E. coli, B. cereus, B. subtilis and C. albicans compared with ampicilline and cycloheximide as reference drugs. � Mohareb et al.; licensee �sterreichische Apotheker-Verlagsgesellschaft m. b. H.
The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: Synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities
(2008) Mohareb R.M.; El-Sharkawy K.A.; Sherif S.M.; Department of Chemistry; Faculty of Science; Cairo University; Giza; Egypt; Department of Organic Chemistry; Faculty of Pharmacy; October University for Modern Sciences and Arts (MSA); October; Egypt
Condensation of ?-amino-?,?-dicyanocrotononitrile (1) with acetophenone gave 2-amino-4-phenylpenta-1,3-diene-1,1,3-tricarbonitrile (2). The latter product was used in a series of heterocyclization reactions with different reagents such as diazonium salts, hydrazines, hydroxylamines and elemental sulfur to give pyridazine, pyrazole, isoxazole and thiophene derivatives, respectively. On the other hand, it gave pyridine derivatives with aromatic aldehydes folowed by reaction with cyanomethylene reagents. The MIC values for the newly synthesized product were measured against E. coli, B. cereus, B. subtilis and C. albicans.
Synthesis and antimicrobial activity of 2-substituted-3-acetyl thiazolidine -4-carbonyl-amino acid derivatives
(2011) El-Sharkawy K.A.; Organic Chemistry Department; Faculty of Pharmacy; October University for Modern Sciences and Arts (M.S.A); El-Wahat road; 6 October City; Egypt
The synthesis of different 2-substituted-3-acetyl-thiazolidine-4-carbonyl amino acid methyl esters (3-11) by coupling 2-substituted-3-acetyl-thiazolidine-4-carboxylic acid with amino acid methyl ester hydrochloride, corresponding amino acid hydrazides (12-20) via hydrazinolysis using hydrazine hydrate and 2-substituted- 3-acetyl-thiazolidine-4-carbonyl-N-benzylidine glycine hydrazone derivatives (21-26) were prepared via the condensation reaction of 2-substituted-3-acetyl-thiazolidine-4-carbonyl amino acid hydrazides with benzaldehyde and 4-chlorobenzaldehyde. The structures of the synthesized compounds were established by IR, 1H-NMR and MS data and elemental analysis results. The synthesized compounds were tested against different types of microorganism included gram-positive, gram-negative microorganisms Bacillius subtilis, Bacillus pumilus, Pesudomonas aeruginosa and Escherichia coli and the fungi Candida utilis. Some of the synthesized compounds were found to possess antimicrobial activities towards different type of microorganisms.
Synthesis and antitumor activity of some fused heterocyclic compounds based on cyclohepta[b]thiophene derivatives
(Bulgarian Academy of Sciences, 2014) El-Sharkawy K.A.; Said M.M.; Dardas G.; Department of Organic Chemistry; Faculty of Biotechnology; October University for Modern Sciences and Arts (MSA); El-Wahat Road; 6; October City; A. R.; Egypt; Pharmaceutical Chemistry Department; Pharmacy College; Jazan University; Jazan City; Saudi Arabia; Department of Organic Chemistry; Faculty of Pharmacy; Suez Canal University; Ismailia; A.R.; Egypt
The reaction of 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene derivatives 3a, b with acetic anhydride in presence of glacial acetic acid produced the acetamido derivatives 4a, b. Cyclization of the latter compounds gave the annulated products 5a, b. Compounds 3a, b reacted with one of the activated methylene groups of malononitrile (2a) and afforded compounds 7a, b through internal cyclization of the intermediates of compounds 6a, b. The latter products were reacted with the cyclic ketones 8a, b, c in presence of elemental sulphur and afforded compounds 9a-f. Compounds 3a, b reacted with different types of aldehydes 10a, b, c to produce compounds 11a-f. Finally the products11a-f reacted with hydrazine hydrate (12) affording compounds 14a-f via the proposed intermediate formation of compounds 13a-f. The antitumor activities of the synthesized compounds were tested using three different cell lines. 2014 Bulgarian Academy of Sciences, Union of Chemists in Bulgaria.
Synthesis and antitumor activity of some novel thiophene, pyrimidine, coumarin, pyrazole and pyridine derivatives
(Croatian Pharmaceutical Society, 2017) Albratty M.; El-Sharkawy K.A.; Alam S.; Department of Pharmaceutical Chemistry; College of Pharmacy Jazan University; P.O. Box 114; Jazan; 45142; Saudi Arabia; Department of Organic Chemistry; Faculty of Biotechnology; October University for Modern Sciences and Arts (MSA); El-Wahat Road 6; October City; Egypt
2-Cyano-N-(thiazol-2-yl) acetamide (2a) and 2-cyano-N-(oxazol- 2-yl) acetamide (2b) were obtained via the reaction of ethyl cyanoacetate with either 2-aminothiazole (1a) or 2-aminooxazole (1b). The formed products were directed toward the reaction with cyclopentanone and elemental sulfur in the presence of triethylamine to give cyclopenta[b]thiophene derivatives (3a,b). The latter products were reacted with either ethyl cyanoacetate or malononitrile to form compounds 4a,b and 5a,b, respectively. Compounds 4a,b were aimed at synthesizing some heterocyclic compounds; thus internal cyclization reactions were introduced to form compounds 6a,b. Also, compounds 4a,b reacted with salicylaldehyde, hydrazine derivatives and either urea or thiourea to produce coumarin derivatives (7a,b), pyrazole derivatives (8a-d) and pyrimidine derivatives (9a-d), respectively. Reaction of either benzaldehyde or benzene diazonium chloride (11) with compounds 4a,b afforded compounds 10a,b and 12a,b, respectively. On the other hand, compounds 5a,b underwent internal cyclization to form pyrimidine derivatives 13a,b. Also, when compounds 5a,b reacted with either ethyl cyanoacetate or malononitrile, they gave pyridine derivatives (15a-d) through the formation of intermediates (14a-d). Finally, formation of fused pyrimidine derivatives (17a,b) was achieved through the reaction of compounds 5a,b and salicylaldehyde applying two different pathways. The first pathway used a catalytic amount of piperidine to form compounds 16a,b; the latter products underwent cyclization to give compounds 17a,b. The second pathway, using a catalytic amount of sodium ethoxide solution directly in one step, afforded compounds 17a,b. Structures of the newly synthesized compounds were established using IR, 1H NMR, 13C NMR and mass spectrometry and their antitumor activity was investigated. Some of these compounds showed promising inhibitory effects on three different cell lines. However, fused pyrimidine acetonitrile derivatives 6a and 6b exerted the highest inhibitory effect, comparable to that of doxorubicin. � by Karam Ahmed El-Sharkawy 2017.
Synthesis and evaluation of some new 1,3,4-oxadiazoles bearing thiophene, thiazole, coumarin, pyridine and pyridazine derivatives as antiviral agents
(Sciendo, 2019) Albratty M.; El-Sharkawy K.A.; Alhazmi H.A.; Department of Pharmaceutical Chemistry; College of Pharmacy Jazan University; P.O. Box 114; Jazan; 45142; Saudi Arabia; Department of Organic Chemistry; Faculty of Biotechnology October; University for Modern Sciences and Arts (MSA); El-Wahat Road; 6 October City; Egypt
In an attempt to produce heterocyclic compounds based on 1,3,4-oxadiazole derivatives with potential antiviral activity, synthesis of compound 1 [2-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)acetonitrile] was performed through the reaction of cyanoacetic acid hydrazide with carbon disulfide in alcoholic potassium hydroxide. Compound 1 has an activating methylene group, so it was directed toward some specific reactions. Thus, aryldiazonium chlorides reacted with compound 1 affording hydrazono derivatives 2a-c. Also, aromatic aldehydes reacted with compound 1 to produce compounds 3a,b. Furthermore, cyclic ketones were subjected to the synthesis of fused thiophene derivatives 4a,b via reaction with compound 1 in the presence of elemental sulfur. In addition, 1,3,4-oxadiazole derivative 1, when reacted with isothiocyanates, salicylaldehyde or 1,3-dicarbonyl compounds, formed thiazole derivatives 5a,b, coumarin derivative 6 and alkenyl derivatives 7a,b resp. Compound 7b underwent cyclization to afford pyridine derivative 8. Arylhydrazono derivatives 9a,b were produced through the reaction of compound 7a with aryldiazonium chlorides. Products 9a,b underwent cyclization to produce pyridazine derivatives 10a,b. Finally, 1,3,4-oxadiazole derivative 1 was directed toward reaction with hydrazine derivatives, bromoacetophenone and ethylchloroacetate affording compounds 11a,b, 12 and 13, resp. Fused thiophene derivatives 14a,b were produced via reaction of compounds 4a,b with a mixture of malononitrile and ethylorthoformate. Antiviral activity of the synthesized products showed that 5-(4-amino-3-ethyl-2-thioxo-2,3-dihydrothiazol-5-yl)-1,3,4-oxadiazole-2(3H)-thione (5a) and 5-(4-amino-3-phenyl-2-thioxo-2,3-dihydrothiazol-5-yl)-1,3,4-oxadiazole-2(3H)-thione (5b) acted as the most active agents against Feline herpes virus, Feline corona virus, Herpes simplex virus-1 and Herpes simplex virus-2, whereas compound 2-(5-(2-phenylhydrazono)-4,5-dihydro-1,3,4-oxadiazol-2-yl)acetonitrile (11b) was the most effective against Vaccinia virus, Herpes simplex virus (TK-KOS-ACVr), Coxsackie virus B4 and Vesicular stomatitis virus. 2019 Mohammed Albratty et al., published by Sciendo 2019.
Synthesis of hydrazide-hydrazone derivatives and their evaluation of antidepressant, sedative and analgesic agents
(2010) Mohareb R.M.; El-Sharkawy K.A.; Hussein M.M.; El-Sehrawi H.M.; Faculty of Pharmacy; Organic Chemistry Department; October University for Modern Sciences and Arts (MSA); El-Wahat Road; 6 October City; Egypt; Department of Chemistry; Faculty of Science; Cairo University; Giza; A. R; Egypt; Faculty of Pharmacy (Girls); Pharmaceutical Chemistry Department; Al-Azhar University; Nasr City; Cairo; A. R; Egypt
The reaction of cyanoacetylhydrazine (1) with ?-bromo(4-methoxyacetophenone) (2) gave the hydrazide-hydrazone derivative 3. Compound 3 reacted with either potassium cyanide or potassium thiocyanide to give the cyanide or thiocyanide derivatives 4a or 4b respectively. The reaction of compound 3 with either hydrazine hydrate or phenylhydrazine gave the hydrazine derivatives 6a or 6b respectively. The latter compounds underwent a series of heterocyclization when react with different reagents to give 1,3,4-triazine and pyridine derivatives. The antidepressant, sedative and analgesic activities of the newly synthesized products were evaluated.
Synthesis of some novel pyrimidine, thiophene, coumarin, pyridine and pyrrole derivatives and their biological evaluation as analgesic, antipyretic and anti-inflammatory agents
(Taylor and Francis Ltd., 2018) El-Sharkawy K.A.; AlBratty M.M.; Alhazmi H.A.; Department of Pharmaceutical Chemistry; College of pharmacy; Jazan University; Jazan; 45142; Saudi Arabia; Department of Chemistry; Faculty of Biotechnology; October University for Modern Sciences and Arts(MSA); Egypt
Pyrimidine derivative 3 was afforded through the reaction of compound (1) with 5-ureidohydantion (2). Product 3 underwent a cyclization to produce fused pyrimidine derivative 7, although the latter product 7 was synthesized through one step via the reaction of compound (1) with 5-ureidohydantion (2) using another catalyst. Compound 3 was oriented to react with cyclic ketones 8a,b in the presence of elemental sulfur, salicylaldehyde (10), aryldiazonium chlorides 12a,b and ?-bromo-4-methoxy- acetophenone (14), which afforded, fused thiophene derivatives 9a,b, coumarin derivative 11, arylhdrazono derivatives 13a,b and 4-methoxyphenyl butenyl derivative 15, respectively. The latter product 15 was reacted with either potassium cyanide (16a) or potassium thiocyanide (16b) to form cyano and thiocyano derivatives 17a,b, respectively. Compound 17a underwent further cyclization to afford pyridopyrimidine derivative 19. Compound 15 was reacted with either hydrazine (20a) or phenylhydrazine (20b) to produce hydrazo derivatives 21a,b and these products were cyclize to produce pyrrole derivatives 23a,b. Finally, 5-ureidohydantion (2) was reacted with compounds 24a,b,c to afford pyrimidine derivatives 25a,b,c. The structures of the synthesized compounds were confirmed using IR, 1H NMR, 13C NMR and mass spectrometry techniques. Compounds 11 and 19 have promising as analgesic and antipyretic activities. � 2019, Faculdade de Ciencias Farmaceuticas (Biblioteca). All rights reserved.