A Cytotoxic Porphyrin from North Pacific Brittle Star Ophiura sarsii.
Antonina KlimenkoRobin HuberLaurence MarcourtEstelle ChardonnensAlexey KovalYuri S KhotimchenkoEmerson Ferreira QueirozJean-Luc WolfenderVladimir L KatanaevPublished in: Marine drugs (2020)
Triple-negative breast cancer (TNBC) represents the deadliest form of gynecological tumors currently lacking targeted therapies. The ethanol extract of the North Pacific brittle star Ophiura sarsii presented promising anti-TNBC activities. After elimination of the inert material, the active extract was submitted to a bioguided isolation approach using high-resolution semipreparative HPLC-UV, resulting in one-step isolation of an unusual porphyrin derivative possessing strong cytotoxic activity. HRMS and 2D NMR resulted in the structure elucidation of the compound as (3S,4S)-14-Ethyl-9-(hydroxymethyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid. Never identified before in Ophiuroidea, porphyrins have found broad applications as photosensitizers in the anticancer photodynamic therapy. The simple isolation of a cytotoxic porphyrin from an abundant brittle star species we describe here may pave the way for novel natural-based developments of targeted anti-cancer therapies.
Keyphrases
- photodynamic therapy
- high resolution
- fluorescence imaging
- oxidative stress
- ms ms
- mass spectrometry
- magnetic resonance
- simultaneous determination
- tandem mass spectrometry
- cancer therapy
- ionic liquid
- high performance liquid chromatography
- metal organic framework
- solid state
- drug delivery
- genetic diversity
- quantum dots
- gas chromatography