Biomedical subjects

K Waisser

Publications and source records attributed to K Waisser.

At least 19 recordsLinked to original sources

PubMed2006

QSAR study of antimycobacterial activity of quaternary ammonium salts of piperidinylethyl esters of alkoxysubstituted phenylcarbamic acids.

A series of 17 halogenides of quaternary ammonium salts of the alkylpiperidinylethyl esters of 2-pentoxy (and 2-heptoxy) substituted phenylcarbamic acids were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, M. kansasii, and M. avium. Correlation of this action with lipophilicity (log P, 1-octanol-water system) was used for the description of the structure-antimycobacterial activity relationships (QSARs). The activity increased with the increasing lipophilicity of the compounds.

Anti-Bacterial Agents↗

PubMed2006

New antimycobacterial 2,3-dihydro-1-alkylindole-2-thiones.

A series of 2,3-dihydroindole-2-thiones was evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, M. kansasii, M. fortuitum, two strains of M. intracellulare and three strains of M. avium. 2,3-Dihydro-1-methyl-2-thioxoindole-3-one and 2,3-dihydro-1-butyl-2-thioxoindole-3-one were the most active substances against potentially pathogenic strains, being more active than isoniazide.

Anti-Bacterial Agents↗

PubMed2005

New antimycobacterial S-alkylisothiosemicarbazones.

In connection with a systematic study of antimycobacterial agents against potentially pathogenic strains the series of 12 S-alkylisothiosemicarbazones was evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, M. kansasii, M. fortuitum, two strains of M. intracellulare and three strains of M. avium. Quinoline-4-carbaldehyde-S-hexyl-isothiohydrazone was found to be more active against potentially pathogenic strains than isoniazide.

Aldehydes↗

PubMed2005

1-Aryl-5-benzylsulfanyltetrazoles, a new group of antimycobacterial compounds against potentially pathogenic strains.

A set of 21 1-phenyl-5-benzylsulfanyltetrazoles substituted on the phenyl ring as well as on the benzyl moiety was evaluated for in vitro antimycobacterial activity against Mycobacterium avium and two strains of M. kansasii. We tried to use the Hansch approach, the Free-Wilson approach and their combination for structure-activity correlation but the calculations were statistically insignificant.

Anti-Bacterial Agents↗

PubMed2004

A new group of potential antituberculotics: hydrochlorides of piperidinylalkyl esters of alkoxy-substituted phenylcarbamic acids.

A group of 31 of alkoxy-substituted phenylcarbamic acids with the alkoxy group in ortho, meta or para position, and methyl or ethoxymethyl attached to the ethylene moiety in position 1, including both basic ethyl esters and derivatives branched on ethylene, were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, M. kansasii, and M. avium. To describe the structure-antimycobacterial activity relationships (QSARs), an approach based on a combination of the Free-Wilson analysis was used to express the influence of the substituents on the ethylene group as well as the position of the alkoxy groups on the phenyl ring and of the hydrophobicity of alkyls. In vitro antimycobacterial activity becomes higher with increasing hydrophobic properties of the alkoxy groups. The para- and meta-substituted derivatives were more active than the ortho-substituted ones. Substitution of ethylene in position 1 by methyl increased the activity against M. tuberculosis, a similar substitution by ethoxymethyl increased the activity against M. kansasii. The most active compounds were piperidinyl-1-(ethoxymethyl)ethylesters of heptoxyphenylcarbamic acids.

Antitubercular Agents↗

PubMed2004

Biological activity of 2-hydroxythiobenzanilides and related compounds.

Thiobenzanilides substituted in thioacyl moiety with one or more hydroxy groups are interesting for their biological effects depending on the substitution pattern. New findings in mechanisms of action of 2-hydroxybenzanilides insert 2-hydroxybenzanilides and their analogues, e.g. substituted thiobenzanilides, among interesting compounds in the development of new potential antimicrobial drugs. The present review paper with 32 references links up with our previous communications which reviewed biological activity of 2-hydroxybenzanilides and related compounds, and includes the research of mono-, di-, and trihydroxythiobenzanilides carried out in the last period.

Anilides↗

PubMed2004

[Advances in the development of antitubercular agents containing no heterocyclic compounds in the pharmacophore. Part 2. Other derivatives except carboxylic acids].

This paper is the 21st communication in the series of review papers on the development of antituberculotics and the 10th communication summarizing the papers on the development of antituberculotics in recent 15 years. The first seven communications were devoted to heterocyclic compounds, the eighth one to the compounds containing an alkylsulfanyl group in the pharmacophore. The present paper sums up information concerning the compounds not containing a heterocycle in the pharmacophore which are not derivatives of carboxylic acids either. This completes the series of communications recording the development of antituberculotics in the recent period. The communication records papers published since 1980 because it intends to link up with a review paper published in 1982 (Ceskoslov. Farm., 1982; 31, 353-360).

Antitubercular Agents↗

PubMed2003

Antimycobacterial activity of basic ethyl esters of alkoxy-substituted phenylcarbamic acids.

A series of 124 basic ethyl esters of alkoxy-substituted phenylcarbamic acids with the alkoxy group in position 2, 3 or 4 on the phenyl ring, and basic substituents attached to the ethyl moiety in position 2, were evaluated for in vitro antimycobacterial activity against strains of Mycobacterium tuberculosis, Mycobacterium kansasii and Mycobacterium avium. In vitro antimycobacterial activity becomes higher with increasing hydrophobic properties of the alkoxy groups. The p- and m-substituted derivatives were more active than the o-substituted ones. Direct relationship between the structure of the basic substituents and the activity was not found.

Antitubercular Agents↗

PubMed2003

Evaluation of in vitro antifungal activity of N-benzylsalicylamide derivatives.

A series of 65 derivatives of N-benzylsalicylamide was tested against eight potentially human pathogenic fungi by microdilution broth method modified according to M27-A standard. The majority of these compounds showed only weak in vitro antifungal activity. The most significant effect was observed against filamentous fungi Trichophyton mentagrophytes, Absidia corymbifera, and Aspergillus fumigatus while yeasts, in general, were less susceptible. N-(4'-Chlorobenzyl) salicylamides, N-(3',4'-dichlorobenzyl)-salicylamides, and partially N-benzylsalicylamides exhibited relatively high in vitro antifungal activity. The most efficient derivatives had MIC < or = 7.8 mumol/L against T. mentagrophytes. Regression analysis suggested an indirect relationship between MIC values and lipophilicity (log P).

Antifungal Agents↗

PubMed2003

Antimycobacterial activity of piperidinylpropyl esters of alkoxy-substituted phenylcarbamic acids.

A series of 17 hydrochlorides of piperidinylpropyl esters of alkoxy-substituted phenylcarbamic acids with the alkoxy group in position 2, 3 or 4 on the phenyl ring, and basic substituents attached to the moiety in position 3, were evaluated for in vitro antimycobacterial activity against the strains of Mycobacterium tuberculosis, M. kansasii and M. avium. To describe the structure-antimycobacterial activity relationships (QSAR), an approach based on the Free-Wilson method was employed to express the differences between individual moieties (including propyl and ethyl). The change of ethyl to propyl moiety increases the activity to M. tuberculosis but decreases the antimycobacterial activity to all potentially pathogenic strains under study.

Alcohols↗

PubMed2003

Antimycobacterial 3-aryl-2H-1,3-benzoxazine-2,4(3H)-diones.

A series of 153 derivatives of 3-phenyl-2H-benzoxazine-2,4(3H)-dione substituted in position 6 or 7 on benzoxazine and on the phenyl ring was synthesized. The compounds were evaluated in vitro for antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii and Mycobacterium avium. The activity of the compounds increases with increasing hydrophobicity and electron-withdrawing properties of the substituents on the phenyl ring, whereas the effect of the substituents on the benzoxazine ring seems to be more complex.

Algorithms↗

PubMed2003

[New groups of potential antitubercular agents: 3-(4-ethoxythiocarbonylphenyl)-2-H-benzoxazin-2,4(3H)-diones and 3-(4-ethoxythiocarbonylphenyl)-4-thioxy-2H-benzoxazin-2(3H)-ones].

In connection with the search for new antituberculotics, the present authors prepared a group of derivatives of 3-(4-ethoxythiocarbonylphenyl)-2H-benzoxazin-2,4(3H)-dithione and 3-(4-ethoxythiocarbonylphenyl)-4-thioxy-2H-benzoxazin-2,4(3H)-one. The modifications of substituents were carried out on the benzoxazine ring. The study was based on the present authors' previous assumption that the substitution of the oxo group for the thioxo group was connected with an increase in antimycobacterial activity. The prepared substances were evaluated by the activity against Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. However, it was concluded that there was no assumed increase in antimycobacterial activity in the groups of 3-(4-ethoxythiocarbonylphenyl)-4-thioxy-2H-benzoxazin-2,4(3H)-one and 3-(4-ethoxythiocarbonylphenyl)-2H-benzoxazin-2,4(3H)-dithione derivatives.

Antitubercular Agents↗

PubMed2003

[Advances in the development of antitubercular agents containing no heterocyclics in the pharmacophore. Part 1. Derivatives of carboxylic acid].

The present paper is the twentieth communication in a series of review papers on the development of antituberculotics and the ninth communication summarizing the work in the development of antituberculotics within recent 15 years. The first seven communications were devoted to heterocyclic compounds, the eighth to substances containing an alkylsulfanyl group in the pharmacophore. The present paper summarizes information about cyrboxylic acids, their amides, anilides, hydrazides, thioamides, thioanilides, thiohydrazides, and amidines. The communication includes papers published after 1980 in order to link up with a review paper devoted to the same topic published in the present series in 1982.

Antitubercular Agents↗

PubMed2003

[A new group of potential antitubercular agents: antimycobacterial N-benzylsalicylamides].

Linking up with a previous study of antimycobacterial compounds, several groups of N-benzylsalicylamides were prepared and their antimycobacterial activities against the strains Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium were evaluated. The obtained data were analyzed by Free-Wilson method in comparison with their isosteric analogues of 3-hydroxypicolinic and 2-sulfanylbenzoic acids described in the previous communication.

Antitubercular Agents↗

PubMed2002

In vitro antifungal activity of 3-phenyl-2H-benzoxazine-2,4(3H)-diones.

A series of 81 3-phenyl-2H-benzoxazine-2,4(3H)-diones with substitution at C(6) on the benzoxazine ring and on the phenyl moiety was synthesized; the compounds were evaluated for antifungal activity against five strains of potentially pathogenic fungi (Absidia corymbifera, Aspergillus fumigatus, Candida albicans, Microsporum gypseum and Trichophyton mentagrophytes). Structure-activity relationships against T. mentagrophytes and M. gypseum were determined using the Free-Wilson method, which was further combined with the approach of Hansch. In vitro antifungal activity becomes higher with increasing electron-accepting ability of the substituents on the phenyl ring, and with increasing lipophilicity.

Antifungal Agents↗

PubMed2002

[Antimycobacterial effects of pyrrolidinoethylester alkoxysubstituted phenylcarbamic acids].

Pyrrolidinoethylesters of alkoxysubstituted phenylcarbamic acids, formerly investigated for local anaesthetic activity, can be considered to be potential antituberculotics. They are effective in vitro against Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. Their effect increases with the length of the alkyl chain in the alkoxy group bound to the phenyl. The influence of the position of the alkoxyl chain on the phenyl is not too marked, but it seems to decrease in the series m-, p-, o-.

Antitubercular Agents↗

PubMed2001

Influence of the replacement of the oxo function with the thioxo group on the antimycobacterial activity of 3-aryl-6,8-dichloro-2H-1,3-benzoxazine-2,4(3H)-diones and 3-arylquinazoline-2,4(1H,3H)-diones.

Series of 3-phenyl-6,8-dichloro-2H-1,3-benzoxazine-2,4(3H)-dithiones, 3-arylquinazoline-2,4(1H,3H)-diones and 3-arylquinazoline-2,4(1H,3H)-dithiones were synthesized, and the antimycobacterial activities of the derivatives evaluated in vitro. The compounds were active against Mycobacterium tuberculosis and conditionally pathogenic mycobacteria (Mycobacterium kansasii and Mycobacterium avium). The replacement of oxygen by sulfur in 3-phenyl-6,8-dichloro-2H-1,3-benzoxazine-2.4(3H)-diones and 3-arylquinazoline-2,4(1H,3H)-diones gave rise to an increase of antimycobacterial activity. The most active compound was 3-(3-chlorophenyl)-6,8-dichloro-2H-1,3-benzoxazine-2,4(3H)-dithione.

Antitubercular Agents↗

PubMed2001

[Development of chemotherapy in tuberculosis].

The paper belongs to the series of review papers entitled "Substances with Antituberculous Effects". In contrast to other communications of the series, it deals with the present state of tuberculosis and the development of its chemotherapy. Whereas the other review papers of the series survey the development of structures of novel potential drugs, the present paper aims to show possible treatment of tuberculosis and its problems, concentrating on the contemporary situation.

Antitubercular Agents↗