Studies of some Substances with Antiviral Activity

Schauer, P; Likar, M; Tišler, M.; Krbavčić, Aleš; Pollak, Alfred

doi:10.1159/000161788

Cited by 3 publications

(6 citation statements)

References 2 publications

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“…The reported biological activity for many thiazolidine derivatives [1] such as antifungal [2], antiviral [3], anticonvulsant [4] and antitubercular [5] as well as those reported for imidazolidines [6][7][8][9] stimulated the authors to prepare new derivatives of these classes.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new thiazolidine and imidazolidine derivatives of pharmacological interest

El‐Aasar

Saied

2008

Journal of Heterocyclic Chem

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The hitherto unknown 5‐(2‐aryl‐2‐oxoethyl)‐4‐oxo‐1,3‐thiazolidines 1a‐l have been synthesized viacycloaddition process between thiourea and/or its derivatives with 3‐aroylpropenoic acids. 1H NMR spectra revealed the presence of 1a‐c as a tautmeric mixture. The presence of the thiazoline tautmers (1a‐c)′ was confirmed by methylating the tautmeric mixture, to the respective methylated derivatives 2‐N‐methylanilino‐5‐(2‐aryl‐2‐oxoethyl)‐4‐oxo‐1,3‐thiazolines2a‐c and 1g‐i. Acidic treatment of 1 provided the respective 2‐oxo homologues 3a‐i. When 1a‐d, k were refluxed with DMF, molecular rearrangement was achieved, providing the 4‐oxo‐2‐thioxoimidazolidine isomers4a‐d, k. Bromination of 4a and 4d in hot acetic acid afforded the respective (E,Z)‐5‐benzoylmethylene derivatives 5a,d which were prepared authentically. Thiation of 1a‐c and 4a‐c gave 5‐aryl‐2,3‐dihydro‐2‐phenyliminothieno[2,3‐d]thiazoles 6a‐cand 1‐phenyl‐5‐aryl‐2,3‐dihydro‐2‐thioxothieno[2,3‐d]imidazoles 7a‐c, respectively. The proposed structures have been confirmed by elemental analysis and spectroscopic data. The selected products showed different antimicrobial effect.

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Section: Introductionmentioning

confidence: 99%

Synthesis of new thiazolidine and imidazolidine derivatives of pharmacological interest

El‐Aasar

Saied

2008

Journal of Heterocyclic Chem

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“…The combined organic layer was washed with 10% sodium bicarbonate solution followed by water (three times) and then dried over anhydrous MgSO 4 . The organic layer was concentrated in vacuo to furnish the products, which were purified by column chromatography using silica gel (100 -200 mesh), with ethyl acetate -petroleum ether (bp, 40 -60) in the ratio (2 : 8) 16H, H arom ); a singlet for CH proton at position 5 ' of pyrimidine moiety is merged with the signal from aromatic protons; 13 …”

Section: Experimental Methods For the Synthesis Of 2-phenyl-3-(46-dipmentioning

confidence: 99%

“…4-Thiazolidinones have been reported as novel inhibitors of the bacterial enzyme Mur B, which is a precursor that acts during the biosynthesis of peptidoglycan [7]. A wide spectrum of biological properties such as hypolipidemic [8], antidegenerative [9], muscarinic receptor 1 agonist [10], antiproteolytic [11], anti-inflammatory [12], antiviral [13], antifungal [14], antibacterial [15], antitubercular [16], anticonvulsant [17], respiratory [18], and hypnotic [19] activities have been reported for 4-thiazolidinones.…”

Section: Introductionmentioning

confidence: 99%

“…); a singlet for CH proton at position 5¢ of pyrimidine moiety is merged with the signal from aromatic protons;13 C NMR spectrum (d, ppm): 25.2 CH 3 on aryl ring, 34(4¢,6¢-bis(p-chlorophenyl)pyrimidin-2¢-yl)-2-phenylthiazolidin-4-one (21). IR (KBr) spectrum (cm -1 ): 3060, 3027, 2927, 2852, 1727, 1627, 1575, 1400, 897, 787, 730, 693; 1 H NMR spectrum (d, ppm): 3.20 (d, 1H, CH 2a at H 5a , J=15.21Hz), 3.36 (d, 1H, CH 2e at H 5e , J=15.23Hz), 5.26 (s, 1H, CH at H 2 ), 7.28 -8.20 (m, 14H, H arom ); A singlet for CH proton at position 5¢ of pyrimidine moiety is merged with the signal from aromatic protons; 13 C NMR spectrum (d, ppm): 34.5 C-5, 62.5 C-2, 108.7 C-5¢, 129.1 C-2¢¢¢, 126.0 -128.6 -C arom , 139.1 C-6¢¢, 141.8 C-4¢¢, 164.1 C-4¢, 161.3 C-6¢, 165.3 C-2¢, 170.9 C-4.…”

mentioning

confidence: 99%

“…IR (KBr) spectrum (cm -1 ): 3065, 3027, 2926, 2853, 1719, 1627, 1576, 1394, 897, 833, 776, 728, 695; 1 H NMR spectrum (d, ppm): 3.18 (d, 1H, CH 2a at H 5a , J=14.92Hz), 3.35 (d, 1H, CH 2e at H 5e , J=14.92Hz), 5.26 (s, 1H, CH at H 2 ), 7.18 -8.19 (m, 14H, H arom); a singlet for CH proton at position 5¢ of pyrimidine moiety is merged with the signal from aromatic protons;13 C NMR spectrum (d, ppm): 34.1 C-5, 62.6 C-2, 110.1 C-5¢, 133.2 C-2¢¢¢, 127.3 -143.1 -C arom , 145.1 C-6¢¢, 146.8 C-4¢¢, 166.8 C-4¢, 167.0 C-6¢, 163.4 C-2¢, 171.8 C-4.…”

mentioning

confidence: 99%

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One-pot synthesis and in vitro microbiological evaluation of pyrimidinyl thiazolidinones catalyzed by activated fly ash in dry media

Kanagarajan

Gopalakrishnan

2010

Pharm Chem J

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Novel bioactive 2-phenyl-3-(4,6-diarylpyrimidin-2-yl)thiazolidin-4-ones 12 -22 were synthesized with good yields in a short reaction time by the "one-pot" multicomponent reaction of the appropriate 2-amino-4,6-diarylpyrimidines, benzaldehyde and thioglycolic acid under microwave irradiation in the presence of an activated fly ash catalyst in dry medium. The characterization of these compounds was confirmed by melting point, elemental analysis, mass spectrometry, FT-IR spectroscopy, and one-dimensional NMR ( 1 H and 13 C) spectroscopic data. In search for new leads toward potent antimicrobial agents, all the synthesized compounds have been tested in vitro for their antibacterial activity against Bacillus subtilis and Micrococcus luteus and antifungal activity against Aspergillus niger, Candida albicans, Candida 6 and Candida 51, and the results are discussed.

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