Yaghoub Pourshojaei, Maryam Nikzad, K. Eskandari, M. Darijani, A. Hassanzadeh, E. Faghih-Mirzaei, A. Asadipour
{"title":"Ultrasound-assisted and Efficient Knoevenagel Condensation Reaction Catalyzed by Silica Sodium Carbonate Nanoparticles","authors":"Yaghoub Pourshojaei, Maryam Nikzad, K. Eskandari, M. Darijani, A. Hassanzadeh, E. Faghih-Mirzaei, A. Asadipour","doi":"10.5562/CCA3261","DOIUrl":"https://doi.org/10.5562/CCA3261","url":null,"abstract":"An efficient and ultrasound-assisted route to the synthesis of arylidene malononitriles/methylcianoor ethylciano acetates in a onepot reaction catalyzed by silica sodium carbonate nanoparticles (SSC NPs) is described. In this reaction, SSC NPs demonstrated high efficiency as catalyst to obtain target products. By this achievement, a wide range of α,β-unsaturated compounds as Knoevenagel condensation products with good to excellent yields are obtained from reaction between numerous arylaldehydes, and malononitrile, methyl cianoacetate or ethyl cianoacetate. Target products which prepared in high yield and high purity can be candidate as important biologically active molecules. This method is an easy, cheap, rapid and highly efficient for the synthesis of desired products. In addition, capability of catalyst to separate from reaction mixture and reuse in further runs and being compatible with green chemistry are considered as other advantages of this procedure. All products were deduced from their FT-IR and FT-NMR spectroscopic and elemental analysis data.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"91 1","pages":"19-28"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5562/CCA3261","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"42359940","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
S. Zukić, E. Veljović, S. Špirtović-Halilović, Samija Muratović, A. Osmanović, S. Trifunović, I. Novaković, D. Završnik
{"title":"Antioxidant, Antimicrobial and Antiproliferative Activities of Synthesized 2,2,5,5-Tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1 H -xanthene-1,8(2 H )-dione Derivatives","authors":"S. Zukić, E. Veljović, S. Špirtović-Halilović, Samija Muratović, A. Osmanović, S. Trifunović, I. Novaković, D. Završnik","doi":"10.5562/CCA3225","DOIUrl":"https://doi.org/10.5562/CCA3225","url":null,"abstract":"Ten biologically active 2,2,5,5-tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione derivatives were synthesized and their structures were confirmed by IR, 1H and 13C NMR spectroscopy and mass spectrometry. Synthesized compounds were scanned for their antioxidant, antimicrobial and antiproliferative activity. Antibacterial activity was tested by the diffusion and dilution method against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa, while antifungal activity was tested against Candida albicans and Saccharomyces cerevisiae. Antiproliferative activity was tested against HeLa (cervical carcinoma), SW620 (colorectal adenocarcinoma, metastatic), hepatocellular carcinoma (HEpG2), lung carcinoma cells (A549) and mouse embryo fibroblast cell line (3T3). The best antioxidant activity showed compound 2 with two hydroxy groups substituted on phenyl ring in positions 2' and 3'. The best antimicrobial activity of all synthesized compounds showed compound 8, while the best antiproliferative activity showed compound 6. Results signify the importance of xanthene-1,8-dione derivatives as potential antioxidant and antiproliferative agents.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"23 6","pages":"1-9"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41244856","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Antonija Kezerle, Natalija Velić, D. Hasenay, D. Kovačević
{"title":"Lignocellulosic Materials as Dye Adsorbents: Adsorption of Methylene Blue and Congo Red on Brewers’ Spent Grain","authors":"Antonija Kezerle, Natalija Velić, D. Hasenay, D. Kovačević","doi":"10.5562/CCA3289","DOIUrl":"https://doi.org/10.5562/CCA3289","url":null,"abstract":"Brewers’ spent grain (BSG), a lignocellulosic waste material, was evaluated as a low-cost adsorbent for the removal of synthetic dyes methylene blue (MB) and Congo red (CR) from aqueous solutions in a batch process. Characterisation of the BSG was performed by chemical analysis, FTIR and SEM. The effects of contact time, initial dye concentration, adsorbent particle size, adsorbent concentration and pH on the adsorption process were investigated. High removal of both dyes ranging from 70 to over 90 % was achieved. It was shown that in both cases (MB and CR adsorption) the process could be interpreted in terms of Langmuir and Freundlich adsorption isotherms. The kinetics of the adsorption process was well described by the pseudo- second-order model. The results indicated the potential use of BSG as a low-cost adsorbent for MB and CR dye removal from aqueous solutions.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"91 1","pages":"53-64"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5562/CCA3289","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49238918","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sawsan A. Fouad, S. Hessein, S. Abbas, A. Farrag, Y. Ammar
{"title":"Synthesis of Chromen-2-one, Pyrano[3,4-c]chromene and Pyridino[3,4-c]chromene Derivatives as Potent Antimicrobial Agents","authors":"Sawsan A. Fouad, S. Hessein, S. Abbas, A. Farrag, Y. Ammar","doi":"10.5562/CCA3266","DOIUrl":"https://doi.org/10.5562/CCA3266","url":null,"abstract":"In an attempt for development of new antimicrobial agents; new series of chromen-2-one, pyrano[3,4-c]chromene and pyridino[3,4c]chromene derivatives bearing a diazo moiety were synthesized. Chromen-2-one derivatives were synthesized via treatment of 5-(aryldiazo) salicylaldehyde with different type of active methylene derivatives. Pyrano[3,4-c]chromene and pyridino[3,4-c]chromene derivatives were synthesized via treatment of chromen-2-one derivatives with another active methylene derivatives. The synthesized compounds were evaluated for their expected antimicrobial activity; where, the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"91 1","pages":"99-107"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5562/CCA3266","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41390849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Chemical Composition and Antioxidant Activity of Essential Oil Obtained from Bitter Orange Peel (Citrus aurantium L.) Using Two Methods","authors":"Mila Radan, Antonija Parčina, F. Burčul","doi":"10.5562/CCA3294","DOIUrl":"https://doi.org/10.5562/CCA3294","url":null,"abstract":"In this study, it was shown that the chemical composition of the essential oil obtained from bitter orange peel (Aurantii amari flavedo, Citrus aurantium L., from Croatia) depends on the method of isolation. The peel essential oil was obtained by hydrodistillation and cold press method, and their chemical compositions were analyzed by gas chromatography-mass spectrometry (GC-MS). Twenty two components were characterized by mass spectra and linear retention indices. Limonene was found as dominant compound in both hydrodistillation and cold press essential oil with 91.1 % and 51.3 %, respectively. When comparing the chemical composition of two oils, a significant difference in percentage composition of three major compounds, limonene, linalool and hexadecanoic acid was observed. The antioxidant activity of the oils was tested using 2,2-diphenyl-1-picrylhydrazyl radical scavenging method (DPPH). Both oils showed very poor antioxidant activity.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"91 1","pages":"125-128"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45477565","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Stanimir Vuk-Pavlović, Bojan Benko, Vesna Svetličić
{"title":"Učenici se sjećaju Siniše Maričića (1926.–2017.): Uspravan do kraja","authors":"Stanimir Vuk-Pavlović, Bojan Benko, Vesna Svetličić","doi":"10.5562/CCA3358HR","DOIUrl":"https://doi.org/10.5562/CCA3358HR","url":null,"abstract":"SV-P: Kao učenici iz njegova znanstvenog razdoblja u biofizici tvrdimo, možda sebično, da je upravo tada dr. Maričić ostavio najvažniji trag. Izvjesno je da je njegov najvažniji doprinos našoj znanosti upravo onaj koji je trajao najkraće: njegov pionirski doprinos razvoju biofizike, biofizičkog obrazovanja i kvantitativnog pristupa biološkim problemima. Bio nam je učiteljem u svoj punini tih pojmova, a na nas je utjecao i svojom osobnošću. Zato nam nije cilj ovdje nabrajati niti raščlanjivati mnogobojne doprinose dr. Maričića kemijskoj tehnologiji nakon II. svjetskog rata, potom njegovo predvodništvo u biofizici i, na koncu, u znanosti o znanosti[1–4], već podijelimo radije osobne uspomene na nj.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"91 1","pages":"133-135"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41955693","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sobhi M. Gomha, Zeinab A. Muhammad, Hassan M. Abdel‐aziz, E. E. El-Arab
{"title":"Synthesis of New Azoles and Azolopyrimidines Incorporating Morpholine Moiety as Potent Anti-Tumor Agents","authors":"Sobhi M. Gomha, Zeinab A. Muhammad, Hassan M. Abdel‐aziz, E. E. El-Arab","doi":"10.5562/CCA3279","DOIUrl":"https://doi.org/10.5562/CCA3279","url":null,"abstract":"A new series of morpholinyl-chalcones 2a–d was prepared by reaction of 2-oxo-N,4-diarylbut-3-enehydrazonoyl chlorides 1a–d with morpholine. These chalcones were used as a building block for constructing pyrazoles 3a–d and 3,4-dihydropyrimidine-2(1H)-thione 6 via their reaction with phenylhydrazine and thiourea, respectively. Moreover, a new series of azolopyrimidine derivatives 11a,b, 15, 17, 19, and 21 incorporating morpholine moiety were synthesized by reaction of 1-morpholino-4-phenyl-1-(2-phenylhydrazono)but-3-en-2-one (2a) with a number of heterocyclic amines in the presence of a catalytic amount of acetic acid. The assigned structures for all the newly synthesized compounds were confirmed on the basis of elemental analyses and spectral data and the mechanisms of their formation were also discussed. All the synthesized compounds were tested for in vitro activities against two antitumor cell lines, human lung cancer (A-549) and human hepatocellular carcinoma (HepG-2) compared with the employed standard antitumor drug (cisplatin) and the results revealed that compounds 6, 8c and 17 have promising activities compared with cisplatin.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"91 1","pages":"43-51"},"PeriodicalIF":0.3,"publicationDate":"2018-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5562/CCA3279","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47351611","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Juraj Nikolić, A. Šantić, L. Pavić, D. Pajić, P. Mošner, L. Koudelka, A. Milanković
{"title":"Mixed Ion-Polaron Glasses as New Cathode Materials","authors":"Juraj Nikolić, A. Šantić, L. Pavić, D. Pajić, P. Mošner, L. Koudelka, A. Milanković","doi":"10.5562/CCA3330","DOIUrl":"https://doi.org/10.5562/CCA3330","url":null,"abstract":"Electrical transport in mixed ion-polaron glasses has been investigated in four series of glasses containing transition metal oxides (TMO) namely WO3/MoO3, and Na+/Ag+ ions with the composition xWO3- (30-0.5x)Na2O-(30-0.5x)ZnO-40P2O5, xWO3-(30- 0.5x)Ag2O-(30-0.5x)ZnO-40P2O5, xMoO3-(30-0.5x)Na2O- (30-0.5x)ZnO-40P2O5, and xMoO3-(30-0.5x)Ag2O-(30- 0.5x)ZnO-40P2O5, 0 ≤ x ≤ 60 (mol%). The DC conductivity of Na-glasses up to 30 mol% of WO3 and MoO3 is almost identical due to the dominance of ionic conductivity. In this compositional region, the introduction of tungstate and molybdate units increases the mobility of sodium ions and compensates the decrease in sodium number density. On the other hand, with increasing WO3 and MoO3 content and decreasing Ag+ ion concentration in Ag-glasses the DC conductivity decreases for few orders of magnitude. A significant difference in conductivity is observed for glasses with higher WO3 and MoO3 content. While for glasses containing WO3 the conductivity rapidly increases due to a huge polaronic contribution indicating a turnover from predominantly ionic to polaronic transport, the conductivity for MoO3- glasses decreases in the entire mixed compositional range suggesting dominant ionic transport. The changes in the conduction mechanism with the systematic alternation of the glass composition have been analyzed in correlation with the structural modifications and variations of molybdenum and tungsten in different oxidation states.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"90 1","pages":"657-665"},"PeriodicalIF":0.3,"publicationDate":"2017-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.5562/CCA3330","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44127980","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
M. Bakić, K. Leko, N. Cindro, T. Portada, T. Hrenar, Leo Frkanec, Gordan Horvat, J. Požar, V. Tomišić
{"title":"Synthesis of Fluorescent Diphenylanthracene-Based Calix[4]arene Derivatives and their Complexation with Alkali Metal Cations","authors":"M. Bakić, K. Leko, N. Cindro, T. Portada, T. Hrenar, Leo Frkanec, Gordan Horvat, J. Požar, V. Tomišić","doi":"10.5562/CCA3308","DOIUrl":"https://doi.org/10.5562/CCA3308","url":null,"abstract":"Two novel fluorescent calix[4]arenes comprising diphenylanthracene moiety at the lower rim were synthetized and their complexation with alkali metal cations in acetonitrile/dichloromethane and methanol/dichloromethane mixtures (φ = 0.5) was studied experimentally and by classical molecular dynamics and quantum chemical calculations. The monosubstituted calixarene derivative (L1) proved to be a poor cation receptor, whereas the ester-based macrocycle (L2) exhibited rather high affinity towards lithium, sodium and potassium cations, particularly in MeCN/CH2Cl2. All complexation reactions were enthalpically controlled, whereby the overall stability was the largest in the case of sodium complex. The computational investigations provided an additional insight into the complexation properties and structures of complex species. The molecular dynamics simulations indicated the occurrence of inclusion of solvent molecules in the calixarene hydrophobic cavity of the free and complexed ligand, which was found to significantly affect the complexation equilibria.","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"90 1","pages":"711-725"},"PeriodicalIF":0.3,"publicationDate":"2017-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43737025","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Effect of Methoxy Substitution on Supramolecular Arrangement of Borondifluorides of 2'-Hydroxy Chalcones and their Solid-State NIR Fluorescence","authors":"A. D'Aléo, E. Zaborova, F. Fages","doi":"10.5562/CCA3241","DOIUrl":"https://doi.org/10.5562/CCA3241","url":null,"abstract":"","PeriodicalId":10822,"journal":{"name":"Croatica Chemica Acta","volume":"90 1","pages":"583-588"},"PeriodicalIF":0.3,"publicationDate":"2017-12-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45997668","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}