Engineering Fluorine into Verticillins (Epipolythiodioxopiperazine Alkaloids) via Precursor-Directed Biosynthesis.
Chiraz Soumia M AmrineJessica L LongHuzefa A RajaSteven J KurinaJoanna E BurdetteCedric J PearceNicholas H OberlielsPublished in: Journal of natural products (2019)
Precursor-directed biosynthesis was used to generate a series of fluorinated verticillins. The biosynthesis of these epipolythiodioxopiperazine alkaloids was monitored in situ via the droplet liquid microjunction surface sampling probe (droplet probe), and a suite of NMR and mass spectrometry data were used for their characterization. All analogues demonstrated nanomolar IC50 values vs a panel of cancer cell lines. This approach yielded new compounds that would be difficult to generate via synthesis.
Keyphrases
- mass spectrometry
- cell wall
- high throughput
- single cell
- living cells
- high resolution
- quantum dots
- papillary thyroid
- magnetic resonance
- liquid chromatography
- squamous cell
- positron emission tomography
- pet imaging
- ionic liquid
- high performance liquid chromatography
- squamous cell carcinoma
- computed tomography
- solid state
- ms ms
- gas chromatography
- pet ct
- structure activity relationship