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
