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Dive into the research topics where Eva Petrlíková is active.

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Featured researches published by Eva Petrlíková.


Bioorganic & Medicinal Chemistry | 2010

Highly active antimycobacterial derivatives of benzoxazine

Eva Petrlíková; Karel Waisser; Hana Divišová; Petra Husáková; Petra Vrabcová; Jiří Kuneš; Karel Kolář; Jiřina Stolaříková

New 3-(4-alkylphenyl)-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and 3-(4-alkylphenyl)-2H-1,3-benzoxazine-2,4(3H)-dithiones were synthesized. The compounds were tested for in vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium avium and two strains of Mycobacterium kansasii. The antimycobacterial activity increased with the replacement of the carbonyl group by the thiocarbonyl group in the starting 3-(4-alkylphenyl)-2H-1,3-benzoxazine-2,4(3H)-diones. The most active derivatives were more active than isonicotinhydrazide (INH). Free-Wilson analysis was also carried out and the activity contribution was examined.


Archiv Der Pharmazie | 2009

N-Benzylsalicylthioamides: Highly Active Potential Antituberculotics

Rafael Dolezal; Karel Waisser; Eva Petrlíková; Jiri Kunes; Lenka Kubicová; Miloš Macháček; Jarmila Kaustová; Hans Martin Dahse

A gseries of 29 new derivatives of N‐benzylsalicylthioamides was synthesized and the compounds were tested for in‐vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. The activity was analyzed by quantitative structure‐activity relationship (QSAR). Activity increased with increasing lipophilicity and electron donating effect of the substituents in the acyl moiety and decreased with the electrophilic superdelocalizability of the molecules. The most active compounds are more active than isoniazid (INH) and are active against INH‐resistant potential pathogenic strains of mycobacterium.


European Journal of Medicinal Chemistry | 2010

A note to the biological activity of benzoxazine derivatives containing the thioxo group

Karel Waisser; Eva Petrlíková; Milan Peřina; Věra Klimešová; Jiří Kuneš; Karel Palát; Jarmila Kaustová; Hans-Martin Dahse; Ute Möllmann

New 3-benzyl-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and 3-benzyl-2H-1,3-benzoxazine-2,4(3H)-dithiones were synthesized. The compounds were tested for in vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii and Mycobacterium avium. The replacement of the carbonyl group by the thiocarbonyl group increased the antimycobacterial activity. The most active derivatives were more active than isonicotinhydrazide (INH). The cytotoxicity and the antiproliferative activity were studied as well.


Jpc-journal of Planar Chromatography-modern Tlc | 2011

A TLC study of the lipophilicity of new antimycobacterial active benzoxazine derivatives containing a thioxo group

Eva Petrlíková; Karel Waisser

Experimental RM values of a series of 3-(4-alkylphenyl)-4-thioxo-2 H-1,3-benzoxazine-2(3H)-ones and 3-(4-alkylphenyl)-2H-1,3-benzoxazine-2,4(3H)-dithiones were obtained by a reversed-phase TLC system. The mobile phase was a phosphate buffer with volume fractions of acetone between 80 and 60%. The retention constants RM0 were compared with the partition coefficients calculated using different software products. The lipophilicity contributions of the substituents were compared with the π constants.


Chemical Papers | 2011

Antimycobacterial 3-phenyl-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dithiones substituted on phenyl and benzoxazine moiety in position 6

Eva Petrlíková; Karel Waisser; Rafael Doležal; Pavel Holý; Jiří Gregor; Jiří Kuneš; Jarmila Kaustová

A series of forty-five derivatives of 3-phenyl-4-thioxo-2H-1,3-benzoxazine-2(3H)-ones and forty-five derivatives of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dithiones was synthesised. The compounds exhibited in-vitro activity against Mycobacterium tuberculosis, M. kansasii (two strains), and M. avium. The most active derivatives were more active than isonicotinhydrazide (INH). The quantitative relationships between the structure and antimycobacterial activity were calculated. The activity against M. tuberculosis increased with the lipophilicity of the substituents.


Folia Microbiologica | 2010

Antibacterial Activity of N-Benzylsalicylthioamides

Eva Petrlíková; Karel Waisser; Petr Jílek; I. Dufková

The in-vitro biological activity of N-benzylsalicylthioamides against 8 bacterial strains was determined by broth microdilution method; results were compared with those obtained with neomycin, penicillin G, ciprofloxacin and penicillin V. The compounds showed moderate to high activity against G+ bacteria; especially compounds 4, 6, 13, 16–21 and 24 exhibited comparable or higher activity than reference drugs. The antibacterial activity was analyzed by quantitative structure-activity relationship (QSAR). The antibacterial activity increased with lipophilicity, with the presence of halogens and with increasing value of Hammet substituent constant σ.


Bioorganic & Medicinal Chemistry Letters | 2010

N-Benzylsalicylthioamides as novel compounds with promising antimycotic activity.

Eva Petrlíková; Karel Waisser; Vladimír Buchta; Petr Jílek; Marcela Vejsova

The in vitro biological activity of N-benzylsalicylthioamides was evaluated against eight fungal strains by the broth microdilution method and the results were compared with those obtained with fluconazole. The compounds exhibited an in vitro antifungal activity against the fluconazole-susceptible as well as the fluconazole-resistant fungal strains. The biological activity was analyzed by quantitative structure-activity relationship (QSAR).


Folia Microbiologica | 2011

New S-benzylisothiosemicarbazones with antimycobacterial activity

Eva Petrlíková; Karel Waisser; L. Heinisch; J. Stolaříková

Benzaldehyde- and salicylaldehyde-S-benzylisothiosemicarbazones show a moderate to high in vitro activity against Mycobacterium tuberculosis, Mycobacterium avium and two strains of Mycobacterium kansasii. Benzaldehyde-S-4-bromobenzylisothiosemicarbazone and salicylaldehyde-S-4-chlorobenzylisothiosemicarbazone have the most promising antimycobacterial properties.


Chemical Papers | 2011

A new group of potential antituberculotics: N -(2-pyridylmethyl)salicylamides and N -(3-pyridylmethyl)salicylamides

Eva Petrlíková; Karel Waisser; Karel Palát; Jiří Kuneš; Jarmila Kaustová

As a part of our systematic study of antimycobacterially active derivatives of salicylamides, a series of nineteen derivatives of N-(2-pyridylmethyl)salicylamides and N-(3-pyridylmethyl)salicylamides was synthesised. The compounds exhibited in vitro activity against Mycobacterium tuberculosis and M. avium. Their lipophilicity, RM, was measured by thin layer chromatography on silica gel impregnated with trioctadecylsilane and the logarithm of the partition coefficient (octanol-water), logP, was calculated. Both the parameters of lipophilicity correlated. The quantitative relationship between the structure and antimycobacterial activity was calculated. Antimycobacterial activity increased with an increase in lipophilicity. The N-(2-pyridylmethyl)salicylamide derivatives were more active than the derivatives of isomeric N-(3-pyridylmethyl)salicylamides. The geometry of compounds was calculated and the calculation was verified by measuring the length of the hydrogen bond between hydroxyl and carbonyl groups on the salicylic moiety.


European Journal of Organic Chemistry | 2009

A New Synthesis of Push-Pull Pyrroles, Their Oxidation to Stable 3H-Pyrroles and an Unexpected Anellation Reaction

Gunther Buehrdel; Rainer Beckert; Petra Herzigová; Eva Petrlíková; Dirk Schuch; Eckhard Birckner; Helmar Goerls

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Karel Waisser

Charles University in Prague

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Jarmila Kaustová

Charles University in Prague

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Jiří Kuneš

Charles University in Prague

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Jiri Kunes

Charles University in Prague

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Karel Palát

Charles University in Prague

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Petr Jílek

Charles University in Prague

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Rafael Dolezal

University of Hradec Králové

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Hana Divišová

Charles University in Prague

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Hans Martin Dahse

Charles University in Prague

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I. Dufková

Charles University in Prague

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