Relationships Between the Chemical Structure of Substances and Their Antimycobacterial Activity Against Atypical Strains. Part 18. 3-Phenyl-2H-1,3-benzoxazine-2,4(3H)-diones and Isosteric 3-Phenylquinazoline-2,4(1H,3H)-diones

1999 ◽  
Vol 64 (11) ◽  
pp. 1902-1924 ◽  
Author(s):  
Karel Waisser ◽  
Miloš Macháček ◽  
Hynek Dostál ◽  
Jiří Gregor ◽  
Lenka Kubicová ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Chemical Structure ◽  
Nontuberculous Mycobacteria ◽  
Antimycobacterial Activity ◽  
Diffusion Method ◽  
Significant Activity ◽  
Vector Algebra ◽  
Phenyl Rings ◽  
Agar Diffusion Method ◽  
Atypical Strains

A series of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-diones 2 and 3-phenylquinazoline-2,4(1H,3H)-diones 5 substituted on the phenyl rings were synthesized. The target compounds as well as the intermediates were tested against Mycobacterium tuberculosis, M. kansasii, and M. avium. The replacement of the oxygen atom by nitrogen resulted in a decrease or loss of antimycobacterial activity. 2-[(Ethoxycarbonyl)amino]benzanilides 4 appeared to be inactive. Salicylanilides 1 and 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-diones 2 exhibit significant activity against both M. tuberculosis and nontuberculous mycobacteria (the MICs within the range of 4-250 μmol/l for all compounds). The antimycobacterial activity of the compounds increases with increasing both electron-withdrawing properties and hydrophobicity of the substituent(s) on the phenyl moiety. The antimycobacterial profile of the compounds was analyzed according to the criteria based on vector algebra, such as cosine coefficients. Moreover, salicylanilides 1 exhibit activity against other microorganisms tested by the agar diffusion method.

New Groups of Potential Antituberculotics: Bis(1-aryltetrazol-5-yl) Disulfides. Structure Activity Relationship

1994 ◽  
Vol 59 (1) ◽  
pp. 234-238 ◽  
Author(s):  
Karel Waisser ◽  
Jiří Kuneš ◽  
Alexandr Hrabálek ◽  
Želmíra Odlerová
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Minimum Inhibitory Concentration ◽  
Inhibitory Concentration ◽  
Antimycobacterial Activity ◽  
Activity Relationship ◽  
Active Derivative ◽  
Structure Activity ◽  
Medium Activity ◽  
Substituent Constants ◽  
Atypical Strains

Oxidation of 1-aryltetrazole-5-thiols afforded bis(1-aryltetrazol-5-yl) disulfides. The compounds were tested for antimycobacterial activity against Mycobacterium tuberculosis, M. kansasii, M. avium and M. fortuitum. In the case of M. tuberculosis, the logarithm of minimum inhibitory concentration showed a parabolic dependence on hydrophobic substituent constants. Although the compounds exhibited low to medium activity, the most active derivative, bis(4-chlorophenyltetrazol-5-yl) disulfide (III) was more effective against atypical strains than are the commercial tuberculostatics used as standards.

scholarly journals SYNTHESIS AND ANTITUBERCULAR ACTIVITY OF PIPERIDINE AND MORPHOLINE 1, 8 NAPHTHYRIDINE ANALOGUES

2016 ◽  
Vol 8 (12) ◽  
pp. 252 ◽  
Author(s):  
Muwaffag Badawneh ◽  
Jalal Aljamal
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Inhibitory Concentration ◽  
Antitubercular Activity ◽  
Antimycobacterial Activity ◽  
Significant Activity ◽  
Reference Drug ◽  
Novel Drugs ◽  
Elemental Analyses ◽  
Antimycobacterial Agents

<p><strong>Objective: </strong>The search for new, potentially useful antimycobacterial agents. In continuation with our previous screening for the discovery of novel drugs for tuberculosis, a new series of 1,8-naphthyridines derivatives were synthesized and evaluated <em>in vitro </em>for antimycobacterial activity against <em>Mycobacterium tuberculosis </em>H37Rv.</p><p><strong>Methods: </strong>Several 4-morpholinomethyl-1.8-naphthyridine derivatives have been synthesized in excellent yields. The synthesized compounds were characterized by spectroscopic methods as well as elemental analyses. They were screened for their antimycobacterial activity. The growth was monitored radiometrically in 7H12 broth with the BACTEC 460 TB system. The minimum inhibitory concentration (MIC) was determined for compounds that demonstrated ≥ 90% growth inhibition in the primary screening.</p><p><strong>Results: </strong>The obtained data suggested that all compounds showed significant activity against <em>Mycobacterium tuberculosis </em>H37Rv<em> </em>compared to the standard reference drug. Analogues (6-11) having heterocyclic groups in position 7 were the most potent of those we tested.</p><p><strong>Conclusion: </strong>These findings clearly identify the 1,8-naphthyridine analogue (10) with a 6-amino-2-(4'-methoxy benzylamine-4-morpholinomethyl-7-morpholino-substituent as promising anti-tubercular agents possessing significant activity against <em>Mycobacterium tuberculosis </em>H37Rv</p>

Antituberculotic 4'-Cyclohexylthiobenzanilides: Combination of Free-Wilson Method in QSAR with Topliss Approach

1993 ◽  
Vol 58 (1) ◽  
pp. 205-212 ◽  
Author(s):  
Karel Waisser ◽  
Lenka Kubicová ◽  
Želmíra Odlerová
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Antimycobacterial Activity ◽  
Significant Activity ◽  
Mycobacterium Kansasii ◽  
Type Analysis ◽  
Qsar Analysis ◽  
Preliminary Study

On the basis of a preliminary study of antimycobacterial activity of thiobenzanilides against Mycobacterium kansasii, a group of 4'-cyclohexylthiobenzanilids have been prepared which exhibit a significant activity against the microorganism mentioned. The whole set of 35 thiobenzanilides was tested with Mycobacterium tuberculosis, and on the basis of QSAR analysis conclusions have been made with regard to prognostics of structures suitable for further studies. The problem was solved by the method by Free and Wilson combined with the Topliss approach and by a Hansch type analysis.

scholarly journals QUALITATIVE PHYTOCHEMICAL EVALUATION AND IN VITRO INHIBITION OF Mycobacterium tuberculosis USING METHANOLIC EXTRACTS OF Calotropis procera and Garcinia kola

2020 ◽  
Vol 4 (3) ◽  
pp. 523-530
Author(s):  
AMINU ABUBAKAR ◽  
B. S. Aliyu ◽  
S. Abdulkadir ◽  
R. B. Umar ◽  
A. K. Maigari
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Methanol Extract ◽  
Antimycobacterial Activity ◽  
Diffusion Method ◽  
Calotropis Procera ◽  
Plant Sample ◽  
Garcinia Kola ◽  
Phytochemical Content ◽  
Plant Samples

Extracts of herbal plant samples which include leaves and seeds of Calotropis procera and Garcinia kola respectively were investigated for phytochemical content and tested against clinical isolates of Mycobacterium tuberculosis (in-vitro). 95% methanolic extract of the plant samples were obtained by percolation. The anti-mycobacterial activity was determined using disc diffusion method; Anova single factor was statistically used for the analysis. The crude methanol extract of Calotropis procera leaf and Garcinia kola seed reveal a final weight of 8.1g and 19.1g, tannins and flavonoids were the phytochemical compounds found to be present in all the plant samples. Rifampicin antibiotic was used as control and the antimycobacterial activity for the plant sample shows that C. procera has the highest zone of inhibition followed by G. kola, the minimum inhibitory concentration ranging from 500-2000ug/ml. The M.I.C of 95% methanol extract in the order mention above are 500-2000ug/ml and 1000-2000ug/ml. The result support the local use of these plants in the treatment of tuberculosis and it is suggested that these plants may have therapeutic value in the treatment of Tuberculosis. However, further investigations should be focused toward isolating chemical constituent that are responsible for pharmacological activities and identifying the compound eliciting the activities observed in the plant samples

scholarly journals In Vitro Antimycobacterial Activity of 5-Chloropyrazinamide

1998 ◽  
Vol 42 (2) ◽  
pp. 462-463 ◽  
Author(s):  
Michael H. Cynamon ◽  
Robert J. Speirs ◽  
John T. Welch
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Mycobacterium Bovis ◽  
Mechanism Of Action ◽  
Nontuberculous Mycobacteria ◽  
Antimycobacterial Activity ◽  
Vitro Activity ◽  
Dilution Method ◽  
In Vitro Activity ◽  
Broth Dilution

ABSTRACT 5-Chloropyrazinamide and 5-chloropyrazinoic acid were evaluated for in vitro activity against Mycobacterium tuberculosis,Mycobacterium bovis, and several nontuberculous mycobacteria by a broth dilution method. 5-Chloropyrazinamide was more active than pyrazinamide against all organisms tested. It is likely that this agent has a different mechanism of action than pyrazinamide.

Screening of Actinomycetes from Marine Environments and the Inhibitory Activity against Pathogen Staphylococcus aureus

2012 ◽  
Vol 610-613 ◽  
pp. 44-47
Author(s):  
Pei Sheng Yan ◽  
Jing Ren ◽  
Chun Huan Wang
Keyword(s):  
Staphylococcus Aureus ◽  
Ethyl Acetate ◽  
Inhibitory Activity ◽  
The Other ◽  
Diffusion Method ◽  
Significant Activity ◽  
Vitro Assay ◽  
Sea Sand ◽  
Agar Diffusion Method ◽  
And Staphylococcus Aureus

Forty-one actinomycetes isolated from sea sand of beach in Weihai were tested using the agar diffusion method, and Staphylococcus aureus was selected as the tested bacteria. Strains with significant inhibitory activity were chosen to ferment in the GS medium, then the supernatant was extracted using ethyl acetate, and the vitro assay of crude extracts was performed. Results indicate: there are eight strains having significant activity, accounting for 31.7% of the total. The suppression of MA27 and MA41 are much significant than the other six strains, and their inhibitory diameter is 15.00±1.14mm and 14.00±2.83mm, respectively. Six extracts of antibacterial metabolites with ethyl acetate were assayed. Three strains (MA27, MA36, SHXF02) have antibacterial activity under the concentration of 2mg/disc, their inhibitory diameter is 29.00±2.64mm, 18.67±2.31mm and 14.33± 0.58mm, respectively.

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