Open Access. Powered by Scholars. Published by Universities.®

Chemistry Commons

Open Access. Powered by Scholars. Published by Universities.®

PDF

TÜBİTAK

2012

1

Articles 1 - 11 of 11

Full-Text Articles in Chemistry

Synthesis And Antioxidant And Antimicrobial Evaluation Of Novel 4-Substituted-1h-1,2,4-Triazole Derivatives, Sultan Baytaş, Evi̇n Kapçak, Tülay Çoban, Hati̇ce Özbi̇lge Jan 2012

Synthesis And Antioxidant And Antimicrobial Evaluation Of Novel 4-Substituted-1h-1,2,4-Triazole Derivatives, Sultan Baytaş, Evi̇n Kapçak, Tülay Çoban, Hati̇ce Özbi̇lge

Turkish Journal of Chemistry

A series of 4-benzyl/phenyl-3-(1-methyl-1H-indole-2-yl)-1H- 1,2,4-triazole-5(4H)-thione (4a,b) and 2-{4-[benzyl/phenyl-5- (substitutedbenzylthio)]-4H-1,2,4-triazole-3-yl}-1-methyl-1H-indole derivatives (5a-p) were synthesized and evaluated for their in vitro scavenging of DPPH and superoxide radical, and lipid peroxidation inhibition effects as well as their antimicrobial properties. DPPH radical scavenging capacity was found to be equipotent with BHT and found in compounds containing 1,2,4-triazole-5(4H)-thione moiety (4a,b). With regard to antimicrobial properties, compound 5k showed slight antimicrobial activity against all the test microorganisms.


Synthesis Of Linezolid-Like Molecules And Evaluation Of Their Antimicrobial Activities, Serap Başoğlu, Meltem Yolal, Ahmet Demi̇rbaş, Hakan Bektaş, Rza Abbasoğlu, Nesli̇han Demi̇rbaş Jan 2012

Synthesis Of Linezolid-Like Molecules And Evaluation Of Their Antimicrobial Activities, Serap Başoğlu, Meltem Yolal, Ahmet Demi̇rbaş, Hakan Bektaş, Rza Abbasoğlu, Nesli̇han Demi̇rbaş

Turkish Journal of Chemistry

3-Fluoro-4-(morpholin-4-yl)aniline (2), prepared from 3,4-difluoronitrobenzene, was converted to the corresponding Schiff base (3) by treatment with indol-3-carbaldehyde. The treatment of thiourea 4 and carbothioamide derivatives 9 with ethyl bromoacetate or 4-substituted phenacyl bromides generated the corresponding thiazolidinone (5 and 13) and thiazoline (6 and 12) derivatives, respectively. The acidic or basic treatment of carbothioamide 9 produced 1,3,4-thiadiazole (11) or 1,2,4-triazole (10) compounds, respectively. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, ^1H-NMR, ^{13}C-NMR, and LC-MS) data. The antimicrobial activity study revealed that all compounds showed good antitubercular activities.


Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi Jan 2012

Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi

Turkish Journal of Chemistry

The 1:1 iminium intermediate generated by the addition of a secondary amine to aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) is trapped by the N-isocyaniminotriphenylphosphorane in the presence of a aromatic carboxylic acid derivative, which leads to the formation of corresponding iminophosphorane intermediate. Then disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed in neutral conditions at room temperature and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.


Preparation And Antimicrobial Activity Evaluation Of Some Quinoline Derivatives Containing An Azole Nucleus, Muhammet Özyanik, Serpi̇l Demi̇rci̇, Hakan Bektaş, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu Jan 2012

Preparation And Antimicrobial Activity Evaluation Of Some Quinoline Derivatives Containing An Azole Nucleus, Muhammet Özyanik, Serpi̇l Demi̇rci̇, Hakan Bektaş, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

Quinoline-2-carbohydrazide (2) obtained from quinaldic acid (1) was converted to the corresponding carbothioamide 3 and carboxamide 6 by treatment with benzyliso(thio)cyanate. The basic treatment of 3 and 6 yielded the corresponding 1,2,4-triazole derivatives 4 and 7. The synthesis of 5-(quinolin-2-yl)-1,3,4- oxadiazol-2-thiol (9) was performed from the reaction of 1 with CS_2 in basic media. The Mannich reaction of compounds 4, 7, and 9 resulted in the formation of aminoalkylated derivatives 5a-c, 8, and 10a,b. The condensation of 1 with thiosemicarbazide, carbohydrazide, or thiocarbohydrazide gave the corresponding 1,2,4-triazole derivatives (11-13). The treatment of 4-amino-5-(quinolin-2-yl)- 4H-1,2,4-triazole-3-thiol (13) with 4-chlorophenacyl bromide caused the …


Design And Synthesis Of New 1,2,4-Triazole Derivatives Containing Morpholine Moiety As Antimicrobial Agents, Deni̇z Şahi̇n, Hacer Bayrak, Ahmet Demi̇rbaş, Nesli̇han Demi̇rbaş, Şengül Alpay Karaoğlu Jan 2012

Design And Synthesis Of New 1,2,4-Triazole Derivatives Containing Morpholine Moiety As Antimicrobial Agents, Deni̇z Şahi̇n, Hacer Bayrak, Ahmet Demi̇rbaş, Nesli̇han Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

2-Morpholine-4ylethyl-3H-1,2,4-triazole-3-ones (2a, 2b) were obtained from the condensation between the corresponding ethoxycarbonylhydrazones and 2-morpholinoethanamine. 2a was converted to acetohydrazide (4) via the formation of an ester derivative (3). Treatment of 2a and 2b with several aryl sulfonyl chlorides afforded the corresponding 2-arylsulfonyl-1,2,4-triazole-3-ones (5a-c and 6). The reaction of hydrazide (4) with benzyl iso- and benzyl isothiocyanate produced the corresponding carboxamide (8a) and carbothioamide (8b). The basic treatment of 8b yielded 5-mercapto-4H-1,2,4-triazol-3-yl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (10). The synthesis of 1,3-thiazol-2(3H)-ylidene-1,2,4-triazol-1- ylacetohydrazide (11) and 1,3-oxazole-2(3H)-ylidene-1,2,4-triazole- 1-yl)acetohydrazide (9) derivatives was performed from the reaction of 8a and 8b with substituted phenacyl bromides. All the newly synthesized …


Synthesis, Characterization, And Antioxidant Activities Of New Trisubstituted Triazoles, Kemal Sancak, Yasemi̇n Ünver, Di̇lek Ünlüer, Esra Düğdü, Gülcan Kör, Fati̇h Çeli̇k, Emrah Bi̇ri̇nci̇ Jan 2012

Synthesis, Characterization, And Antioxidant Activities Of New Trisubstituted Triazoles, Kemal Sancak, Yasemi̇n Ünver, Di̇lek Ünlüer, Esra Düğdü, Gülcan Kör, Fati̇h Çeli̇k, Emrah Bi̇ri̇nci̇

Turkish Journal of Chemistry

A series of new 4-(3,4dimethoxyphenethyl)-3,5-akyl/aryl-4H- 1,2,4-triazoles (3a-g) were obtained by reaction of ethyl N'-(alkylidene/arylidene)hydrazonate (1) and 2-(3,4-dimethoxy phenyl)ethanamine (2). Compounds 4d, e, and g were synthesized from the reaction of corresponding compounds 3d, e, and g with BBr_3, respectively. The 10 new compounds synthesized were characterized by elemental analyses, IR, ^1H-NMR, and ^{13}C-NMR spectral data. The structure of compound 3g was inferred through IR, ^1H-, ^{13}C-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4d, e, and g exhibited the highest degree of antioxidant activity.


Design, Synthesis, And Biological Evaluation Of Indole-Based 1,4-Disubstituted Piperazines As Cytotoxic Agents, Meri̇ç Köksal Akkoç, Mi̇ne Yarim Yüksel, İrem Durmaz, Rengül Çeti̇n Atalay Jan 2012

Design, Synthesis, And Biological Evaluation Of Indole-Based 1,4-Disubstituted Piperazines As Cytotoxic Agents, Meri̇ç Köksal Akkoç, Mi̇ne Yarim Yüksel, İrem Durmaz, Rengül Çeti̇n Atalay

Turkish Journal of Chemistry

A series of 3-[(4-substitutedpiperazin-1-yl)methyl]-1H-indole derivatives were synthesized, and their structures were confirmed by spectral analysis. All the compounds were tested for their cytotoxic activity in vitro against 3 human tumor cell lines: human liver (HUH7), breast (MCF7), and colon (HCT116). Among the designed derivatives, most of the compounds showed significant cytotoxicity against liver and colon cancer cell lines with lower IC_{50} concentrations than the standard drug 5-fluorouracil. Compound 3s, with 3,4-dichlorophenyl substituent on the piperazine ring, was the most active in suppressing the growth of all screened cancer cells.


A One-Pot Efficient Four-Component Reaction For The Synthesis Of 2-(Arylamino)-2-(5-Aryl-1-Ethenyl-1,3,4-Oxadiazol-2-Yl)Propyl Benzoate (Or 4-Bromobenzoate) Derivatives, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramov, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Fatemeh Zeinali Nasrabadi, Ali Souldozi Jan 2012

A One-Pot Efficient Four-Component Reaction For The Synthesis Of 2-(Arylamino)-2-(5-Aryl-1-Ethenyl-1,3,4-Oxadiazol-2-Yl)Propyl Benzoate (Or 4-Bromobenzoate) Derivatives, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramov, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Fatemeh Zeinali Nasrabadi, Ali Souldozi

Turkish Journal of Chemistry

Reactions of N-isocyaniminotriphenylphosphorane with 2-oxopropyl benzoate (or 2-oxopropyl 4-bromobenzoate) in the presence of 3-phenyl-2-propynoic acid and primary amines proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed.


Synthesis And Structural X-Ray Analysis Of 1,1'-(Naphthalene-1,8-Diyl)-3,3'-Dibenzoyl-Bisthiourea And Its Use As Anion-Binding Receptor, Fatma Aydin, Nazan Tunoğlu, Doğan Aykaç, Nahi̇de Burcu Arslan, Canan Kazak Jan 2012

Synthesis And Structural X-Ray Analysis Of 1,1'-(Naphthalene-1,8-Diyl)-3,3'-Dibenzoyl-Bisthiourea And Its Use As Anion-Binding Receptor, Fatma Aydin, Nazan Tunoğlu, Doğan Aykaç, Nahi̇de Burcu Arslan, Canan Kazak

Turkish Journal of Chemistry

A novel artificial receptor, 1,1'-(naphthalene-1,8-diyl)-3,3'- dibenzoyl-bisthiourea, based on a 1,8-naphthalene skeleton bearing bisthiourea groups was prepared and characterized by IR and ^1H-NMR, ^{13}C-NMR, and MS spectroscopic techniques. The compound proved to be an efficient and selective naked-eye detector for the fluoride, cyanide, and hydroxide ions in DMSO. The crystal structure of the title compound was examined by using X-ray crystallographic techniques and found to be crystallized in the monoclinic space group P -1 with the unit cell parameters: a = 8.1556(8) Å, b = 12.0127(11) Å, c = 13.2081(11) Å, \alpha = 109.510(7)°, \beta = 95.390(7)°, \gamma = 103.660(7)°, Z …


One-Pot Synthesis Of Fully Substituted 1,3,4-Oxadiazole Derivatives From Aromatic Carboxylic Acids, Cyclobutanone And N-Isocyaniminotriphenylphosphorane, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi Jan 2012

One-Pot Synthesis Of Fully Substituted 1,3,4-Oxadiazole Derivatives From Aromatic Carboxylic Acids, Cyclobutanone And N-Isocyaniminotriphenylphosphorane, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi

Turkish Journal of Chemistry

Reactions of N-isocyaniminotriphenylphosphorane with cyclobutanone in the presence of aromatic (or heteroaromatic) carboxylic acids proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1-(5-aryl-1,3,4-oxadiazol-2-yl)- 1-cyclobutanol derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, ^1HNMR, and ^{13}CNMR spectra, and mass spectrometry.


Reduction, Mannich Reaction And Antimicrobial Activity Evaluation Of Some New 1,2,4-Triazol-3-One Derivatives, Seda Fandakli, Serap Başoğlu, Hakan Bektaş, Meltem Yolal, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu Jan 2012

Reduction, Mannich Reaction And Antimicrobial Activity Evaluation Of Some New 1,2,4-Triazol-3-One Derivatives, Seda Fandakli, Serap Başoğlu, Hakan Bektaş, Meltem Yolal, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

Ethyl[4-arylmethyleneamino-3-(4-metylphenyl)-5-oxo-4,5-dihydro- 1H-1,2,4-triazole-1-yl]acetates (3a-e and 10a-d) were obtained starting from 4-amino-2,4-dihydro-3H-1,2,4-triazol-3-ones (1 and 9) in 2 steps. The treatment of 3a-e with NaBH_4 resulted in the formation of 3 kinds of product incorporating carboxcilic acid (4a-c) or alcohol (5a-e) functionality. [4-{[(4-Methoxyphenyl)methylene]amino}- and 4-{[pyridin-4-ylmethylene]amino}-3-(4-methylphenyl)-5-oxo-4,5-dihydro-1H- 1,2,4-triazole-1-yl] acetic acids (6a, 6e) were obtained by the hydrolysis of the corresponding esters (5a-5e). The treatment of 6a with NaBH_4 caused the reduction of only the imine bond; the carboxyl group remained unchanged. Then this carboxylic acid was converted to the corresponding hydrazide (8) in 2 steps by reaction with ethanol and hydrazine hydrate, respectively. The synthesis …