mipsagargin Dotaz Zobrazit nápovědu
In spite of the impressing cytotoxicity of thapsigargin (Tg), this compound cannot be used as a chemotherapeutic drug because of general toxicity, causing unacceptable side effects. Instead, a prodrug targeted towards tumors, mipsagargin, was brought into clinical trials. What substantially reduces the clinical potential is the limited access to Tg and its derivatives and cost-inefficient syntheses with unacceptably low yields. Laser trilobum, which contains a structurally related sesquiterpene lactone, trilobolide (Tb), is successfully cultivated. Here, we report scalable isolation of Tb from L. trilobum and a transformation of Tb to 8-O-(12-aminododecanoyl)-8-O-debutanoylthapsigargin in seven steps. The use of cultivated L. trilobum offers an unlimited source of the active principle in mipsagargin.
- Klíčová slova
- 8-O-(12-aminododecanoyl)-8-O-debutanoylthapsigargin, Laser trilobum cultivation, chemical synthesis, extraction, mipsagargin, optimization and scale-up, sarco/endoplasmic reticulum calcium ATPase (SERCA), sesquiterpene lactones, thapsigargin, trilobolide, trilobolide isolation from fruits,
- MeSH
- antitumorózní látky fytogenní chemie izolace a purifikace MeSH
- Apiaceae chemie metabolismus MeSH
- butyráty chemie izolace a purifikace MeSH
- furany chemie izolace a purifikace MeSH
- lidé MeSH
- molekulární struktura MeSH
- nádory farmakoterapie patologie MeSH
- ovoce chemie metabolismus MeSH
- oxid uhličitý chemie MeSH
- rostlinné extrakty chemie MeSH
- sarkoplazmatická Ca2+-ATPáza antagonisté a inhibitory metabolismus MeSH
- superkritická fluidní chromatografie metody MeSH
- techniky syntetické chemie * MeSH
- thapsigargin analogy a deriváty izolace a purifikace MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- antitumorózní látky fytogenní MeSH
- butyráty MeSH
- furany MeSH
- oxid uhličitý MeSH
- rostlinné extrakty MeSH
- sarkoplazmatická Ca2+-ATPáza MeSH
- thapsigargin MeSH
- trilobolide MeSH Prohlížeč