A series of new tertiary phenothiazine derivatives containing a quinoline and a pyridine fragment was synthesized by the reaction of 1-methyl-3-benzoylthio-4-butylthioquinolinium chloride with 3-aminopyridine derivatives bearing various substituents on the pyridine ring. The direction and mechanism of the cyclization reaction of intermediates with the structure of 1-methyl-4-(3-pyridyl)aminoquinolinium-3-thiolate was related to the substituents in the 2- and 4-pyridine position. The structures of the compounds were analyzed using 1H, 13C NMR (COSY, HSQC, HMBC) and X-ray analysis, respectively. Moreover, the antiproliferative activity against tumor cells (A549, T47D, SNB-19) and a normal cell line (NHDF) was tested. The antibacterial screening of all the compounds was conducted against the reference and quality control strain Staphylococcus aureus ATCC 29213, three clinical isolates of methicillin-resistant S. aureus (MRSA). In silico computation of the intermolecular similarity was performed using principal component analysis (PCA) and hierarchical clustering analysis (HCA) on the pool of structure/property-related descriptors calculated for the novel tetracyclic diazaphenothiazine derivatives. The distance-oriented property evaluation was correlated with the experimental anticancer activities and empirical lipophilicity as well. The quantitative shape-based comparison was conducted using the CoMSA method in order to indicate the potentially valid steric, electronic and lipophilic properties. Finally, the numerical sampling of similarity-related activity landscape (SALI) provided a subtle picture of the SAR trends.
- MeSH
- antibakteriální látky chemie farmakologie MeSH
- antitumorózní látky chemie farmakologie MeSH
- fenothiaziny chemie MeSH
- heterocyklické sloučeniny chemie MeSH
- lidé MeSH
- mikrobiální testy citlivosti MeSH
- nádorové buňky kultivované MeSH
- nádory farmakoterapie MeSH
- Staphylococcus aureus účinky léků MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
Nucleosides and 2'-deoxyribonucleoside triphosphates (dNTPs) bearing phenothiazine (PT) attached to a nucleobase (cytosine or 7-deazaadenine) either directly or through an acetylene linker were prepared through Suzuki or Sonogashira cross-coupling and triphosphorylation, and were studied as building blocks for polymerase construction of modified DNA. The directly PT-substituted dNTPs were better substrates for polymerases than the alkyne-linked dNTPs but all of them were used in enzymatic synthesis of DNA using primer extension, nicking enzyme amplification, PCR or 3'-tail labelling by terminal deoxynucleotidyl transferase. The phenothiazine served as an oxidizable redox label (giving two analytically useful signals of oxidation on electrode) for nucleosides and DNA and was also used in orthogonal combination with previously developed benzofurazane or nitrophenyl labels for redox coding of DNA bases. Therefore, the title PT-linked dNTPs are useful additions to the portfolio of nucleotides for enzymatic synthesis of redox-labelled DNA for electrochemical analysis.
- MeSH
- chromatografie na tenké vrstvě metody přístrojové vybavení využití MeSH
- difenylamin analogy a deriváty farmakologie chemie MeSH
- dusitan sodný chemie MeSH
- farmaceutická technologie metody přístrojové vybavení MeSH
- fenoly farmakologie chemie izolace a purifikace MeSH
- fenothiaziny analýza farmakologie chemie MeSH
- indikátory a reagencie chemie MeSH
- kobalt farmakologie chemie MeSH
- spektrofotometrie metody přístrojové vybavení využití MeSH
- trimeprazin farmakologie chemie MeSH
Dioxoprometazín bol stanovovaný vedľa fenylefrínu v očnej instilácii metódou kapilárnej izotachoforézy.Boli preskúšené dva elektrolytové systémy s rôznym zložením a rôznym pH. Očná instiláciasa pred analýzou riedila vodou v pomere 1:50. Bola hodnotená presnosť, správnosť, linearita,robustnosť a selektivita ITP metódy pre obidva systémy.
Dioxopromethazine and phenylephrine were determined simultaneously in eye drops using themethod of capillary isotachophoresis. Two elektrolyte systems with different compositions and pHwere examinated. Prior to analysis, the eye drops are diluted with water in a ratio 1:50. Precision,correctness, linearity, robustness, and selectivity of the ITP method were evaluated for bothelectrolyte sytems.
- MeSH
- elektroforéza kapilární metody přístrojové vybavení MeSH
- fenothiaziny analýza chemie MeSH
- fenylefrin analýza farmakologie chemie MeSH
- finanční podpora výzkumu jako téma MeSH
- oční roztoky analýza chemie terapeutické užití MeSH
- reprodukovatelnost výsledků MeSH
- Publikační typ
- přehledy MeSH
- srovnávací studie MeSH
