Polymeric drug carriers exhibit excellent properties that advance drug delivery systems. In particular, carriers based on poly(ethylene oxide)-block-poly(ε-caprolactone) are very useful in pharmacokinetics. In addition to their proven biocompatibility, there are several requirements for the efficacy of the polymeric drug carriers after internalization, e.g., nanoparticle behavior, cellular uptake, the rate of degradation, and cellular localization. The introduction of γ-butyrolactone units into the hydrophobic block enables the tuning of the abovementioned properties over a wide range. In this study, a relatively high content of γ-butyrolactone units with a reasonable yield of ≈60% is achieved by anionic ring-opening copolymerization using 1,5,7-triazabicyclo[4.4.0]dec-5-ene as a very efficient catalyst in the nonpolar environment of toluene with an incorporated γ-butyrolactone content of ≈30%. The content of γ-butyrolactone units can be easily modulated according to the feed ratio of the monomers. This method enables control over the rate of degradation so that when the content of γ-butyrolactone increases, the rate of degradation increases. These findings broaden the application possibilities of polyester-polyether-based nanoparticles for biomedical applications, such as drug delivery systems.
- MeSH
- buněčná smrt MeSH
- buněčné linie MeSH
- gama-butyrolakton chemická syntéza chemie MeSH
- intracelulární prostor metabolismus MeSH
- lidé MeSH
- myši MeSH
- nanočástice chemie ultrastruktura MeSH
- nosiče léků chemie MeSH
- polyestery chemická syntéza chemie MeSH
- polyethylenglykoly chemická syntéza chemie MeSH
- polymerizace * MeSH
- protonová magnetická rezonanční spektroskopie MeSH
- viabilita buněk MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- myši MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
Smoke derived karrikinolide and trimethylbutenolide exerted neuroprotective effects against monoamine oxidase and acetylcholinesterase. Synthesis of potent analogs was achieved. Sulphur substitution in the bicyclic ring structure of KAR1 displayed the most encouraging activity returning IC50 values of 13.75 ± 0.001 μM and 0.03 ± 0.02 μM for monoamine oxidase A and B and 0.08 ± 0.006 μM for acetylcholinesterase. Neuroprotective butenolides may be particularly useful in the treatment of depressive disorders, Alzheimer's and Parkinson's diseases.
- MeSH
- acetylcholinesterasa metabolismus MeSH
- depresivní poruchy farmakoterapie MeSH
- furany chemická syntéza chemie farmakologie MeSH
- gama-butyrolakton analogy a deriváty chemická syntéza chemie farmakologie MeSH
- inhibitory MAO chemická syntéza chemie farmakologie MeSH
- lidé MeSH
- molekulární struktura MeSH
- monoaminoxidasa metabolismus MeSH
- neurodegenerativní nemoci farmakoterapie MeSH
- neuroprotektivní látky chemická syntéza chemie farmakologie MeSH
- pyrany chemická syntéza chemie farmakologie MeSH
- vztah mezi dávkou a účinkem léčiva MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
A series of simple desmethoxy analogues of coruscanone A was prepared via a novel version of Ti(iPrO)(4)-mediated Knoevenagel condensation of cyclopentenedione with substituted benzaldehydes and cinnamic aldehydes, and the compounds were evaluated for antifungal activity and cytotoxicity. The most potent 2-benzylidenecyclopent-4-ene-1,3-dione possessed antifungal effect comparable to coruscanone A and a somewhat broader spectrum of activity against Candida species. The compound was also superior to fluconazole against several non-albicans Candida sp. Evaluation of the ability of the compound to influence cell proliferation using two different assays showed that 2-benzylidenecyclopent-4-ene-1,3-dione has lower cytotoxicity compared to the natural product.
- MeSH
- antifungální látky chemická syntéza chemie farmakologie MeSH
- buněčné linie MeSH
- Candida účinky léků MeSH
- cyklopentany chemická syntéza chemie farmakologie MeSH
- gama-butyrolakton analogy a deriváty chemická syntéza chemie farmakologie MeSH
- kandidóza farmakoterapie MeSH
- lidé MeSH
- mikrobiální testy citlivosti MeSH
- myši MeSH
- nádorové buněčné linie MeSH
- vztahy mezi strukturou a aktivitou MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- myši MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
