Tailor-made fluorescent trilobolide to study its biological relevance
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
25197766
DOI
10.1021/jm500690j
Knihovny.cz E-resources
- MeSH
- Butyrates chemical synthesis pharmacokinetics pharmacology MeSH
- Endoplasmic Reticulum metabolism MeSH
- Fluorescent Dyes chemical synthesis pharmacology MeSH
- Furans chemical synthesis pharmacokinetics pharmacology MeSH
- Rats MeSH
- Humans MeSH
- Mitochondria drug effects metabolism MeSH
- Cell Line, Tumor MeSH
- Nitric Oxide biosynthesis MeSH
- Antineoplastic Agents chemical synthesis pharmacology MeSH
- Boron Compounds chemical synthesis pharmacology MeSH
- Tumor Necrosis Factor-alpha biosynthesis MeSH
- Cell Survival drug effects MeSH
- Animals MeSH
- Check Tag
- Rats MeSH
- Humans MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene MeSH Browser
- Butyrates MeSH
- Fluorescent Dyes MeSH
- Furans MeSH
- Nitric Oxide MeSH
- Antineoplastic Agents MeSH
- Boron Compounds MeSH
- Tumor Necrosis Factor-alpha MeSH
- trilobolide MeSH Browser
Trilobolide (Tb) is a potent natural counterpart of thapsigargin, which has shown promising results in cancer clinical trials. Here, we report a rational approach to study intracellular localization and biological activity of this sesquiterpene lactone. We conjugated Tb with a green-emitting Bodipy dye attached by alternative linkers of different lengths. The live-cell imaging of the prepared bioconjugates brought clear evidence that Tb-Bodipy localized in the endoplasmic reticulum (ER) of various cancer cell lines. The localization signal was compared with ER-specific dyes. Cytotoxicity of Tb conjugates and impact on the mitochondrial physiology and nitric oxide release were also studied. The nitric oxide production and cytokine secretion in rat peritoneal cells indicate immunobiological potential of these lactone bioconjugates. In summary, our Tb-Bodipy conjugates could help us to reveal the molecular mechanism of trilobolide for its further potential use in biomedical applications.
References provided by Crossref.org
Terpenes and Terpenoids Conjugated with BODIPYs: An Overview of Biological and Chemical Properties
Mitotic Poisons in Research and Medicine
BODIPY-based fluorescent liposomes with sesquiterpene lactone trilobolide
