Quantification and purity determination of newly synthesized thioacridines by capillary liquid chromatography

Coufal, Pavel; Bosáková, Zuzana; Tesařová, Eva; Kafková, Božena; Suchánková, Jana; Barbe, Jacques

doi:10.1016/s0378-4347(01)00523-0

Cited by 11 publications

(10 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1, were synthesized at the Faculty of Pharmacy in Marseilles using the synthetic procedure published elsewhere [3]. SDS, tetradecyltrimethylammonium bromide (TTAB), dodecyltrimethylammonium bromide (DTAB), 2-(cyclohexylamino)ethane sulfonic acid (CHES), morpholinopropane sulfonic acid (MOPS), anthracene, uracil, and urea were purchased from Sigma (St. Louis, MO, USA).…”

Section: Chemicalsmentioning

confidence: 99%

“…Acridine, an aromatic nitrogen-containing heterocyclic compound, was isolated firstly from coal tar in 1870 [1] and, since that time, many acridines including thioacridines have been synthesized [2,3]. Acridines and especially thioacridines are considered as potential chemotherapeutics against various diseases and parasites and have already been investigated for these purposes by many research groups [4][5][6][7][8][9][10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

“…Infrared spectroscopy, electrochemistry, and NMR were utilized to get some principal physico-chemical properties of thioacridines related to their chemical structure [14][15][16]. For separation and quantification of acridine derivatives, HPLC [17][18][19][20], CZE [21,22], capillary LC (CLC) [3,[23][24][25] as well as GC and CLC with MS [26] were investigated. The highly hydrophobic properties of acridines make possible to use RP LC.…”

Section: Introductionmentioning

confidence: 99%

“…Based on the experimental results published in the literature [3,[21][22][23][24][25], CLC and CZE were successfully employed for separation and quantification of acridine derivatives. Actually, regarding 9-(alkylthio)acridines these two techniques suffer from some disadvantages.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Separation and quantification of 9‐(alkylthio)acridines by capillary micellar electrokinetic chromatography and capillary liquid chromatography

Nejmanová

Coufal²,

Bosáková

et al. 2007

J of Separation Science

Self Cite

View full text Add to dashboard Cite

Various thioacridine derivatives are potential chemotherapeutics against various diseases which are intensively synthesized, characterized, and investigated by many research groups. Efficient, fast, and reliable separation and quantification methods for their analysis are still to be developed. MEKC and capillary LC (CLC) were applied for the separation and quantification of five highly hydrophobic, weakly basic, and structurally similar 9-(alkylthio)acridines. Since the common anionic and cationic surfactants failed to separate the strongly hydrophobic thioacridines by MEKC, sodium cholate was used in an alkaline BGE and successfully employed for their fast separation. In CLC, the weakly basic nature of the thioacridines necessitated use of LiChrosorb RP-select B sorbent as the stationary phase, which combined with a very simple mobile phase methanol/water yielded an efficient chromatographic separation system. Both, the MEKC and CLC optimized separation methods were then applied to quantify the thioacridines within a concentration range of 1.0 x 10(-5)-1.0 x 10(-3) mol/L and the obtained experimental results were critically compared. In practical terms, the MEKC analytical method can quantify the analytes much faster but with a lower reliability while the CLC method performs slower analysis with a higher repeatability of the experimental results.

show abstract

Section: Chemicalsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Separation and quantification of 9‐(alkylthio)acridines by capillary micellar electrokinetic chromatography and capillary liquid chromatography

Nejmanová

Coufal²,

Bosáková

et al. 2007

J of Separation Science

Self Cite

View full text Add to dashboard Cite

show abstract

“…In our design (Fig. 1), an o-hydroxybenzonitrile is supposed to be hydrolyzed to the corresponding salicylic acid derivative (compound A), which binds tightly to Tb 3ϩ ⅐ EDTA (compound B) under basic conditions (2,7,12). Upon binding Tb 3ϩ , the salicylic acid moiety can serve as a photon antenna and sensitize Tb 3ϩ luminescence.…”

mentioning

confidence: 99%

Novel Sensitive High-Throughput Screening Strategy for Nitrilase-Producing Strains

Zhu

Fan

Wang

et al. 2007

Appl Environ Microbiol

View full text Add to dashboard Cite

Nitrilases have found wide use in the pharmaceutical industry for the production of fine chemicals, and it is important to have a method by which to screen libraries of isolated or engineered nitrilase variants (including bacteria and fungi). The conventional methods, such as high-performance liquid chromatography, liquid chromatography-mass spectrometry, capillary electrophoresis, or gas chromatography, are tedious and time-consuming. Therefore, a direct and sensitive readout of the nitrilase's activity has to be considered. In this paper, we report a novel time-resolved luminescent probe: o-hydroxybenzonitrile derivatives could be applied to detect the activity of the nitrilases. By the action of nitrilases, o-hydroxybenzonitrile derivatives can be transformed to the corresponding salicylic acid derivatives, which, upon binding Tb 3؉ , serve as a photon antenna and sensitize Tb 3؉ luminescence. Because of the time-resolved property of the luminescence, the background from the other proteins (especially in the fermentation system) in the assay could be reduced and, therefore, the sensitivity was increased. Moreover, because the detection was performed on a 96-or 384-well plate, the activity of the nitrilases from microorganisms could be determined quickly. Based on this strategy, the best fermentation conditions for nitrilaseproducing strains were obtained.

show abstract

Capillary liquid chromatography as a tool for separation of hydrophobic basic drugs. Relation between tests for column characterization and real analysis

Kafková

Tesařová²,

Suchánková

et al. 2003

J of Separation Science

Self Cite

View full text Add to dashboard Cite

Capillary liquid chromatography as a tool for separation of hydrophobic basic drugs. Relation between tests for column characterization and real analysis Two capillary columns for reversed phase (RP) capillary liquid chromatography (CLC), viz. Nucleosil 100 -5 C18 and LiChrosorb RP-select B, were characterized by the Walters test, i.e. the chromatographic test proposed for RP stationary phases. Hydrophobicity indices were determined not only in acetonitrile/water mobile phase, as proposed in the test, but they were also measured in buffered systems. This approach was used to quantify the influence of mobile phase composition on the modification of the surface of the stationary phases. In the next step, small basic compounds differing in their hydrophobicity and basicity were selected and their retention on the stationary phases in mobile phases of the same composition as used for column testing was examined. Furthermore, the retention of newly synthesized drugs, chemotherapeutics derived from thioacridine and pyridoquinoline, differing in their structures, basicity, and hydrophobicity, was also studied. The composition of the mobile phases had to be shifted to higher contents of organic modifiers -acetonitrile or methanol -in order to elute these hydrophobic compounds from the columns. The question we wanted to answer was: How is the method for testing of reversed phases related to retention, separation efficiency, and peak symmetry of various analytes?

show abstract

Quantification and purity determination of newly synthesized thioacridines by capillary liquid chromatography

Cited by 11 publications

References 8 publications

Separation and quantification of 9‐(alkylthio)acridines by capillary micellar electrokinetic chromatography and capillary liquid chromatography

Separation and quantification of 9‐(alkylthio)acridines by capillary micellar electrokinetic chromatography and capillary liquid chromatography

Novel Sensitive High-Throughput Screening Strategy for Nitrilase-Producing Strains

Capillary liquid chromatography as a tool for separation of hydrophobic basic drugs. Relation between tests for column characterization and real analysis

Contact Info

Product

Resources

About