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DOI: 10.1055/a-1755-5411
TRAIL-sensitizing Cytochalasins from the Endophytic Fungus Phoma multirostrata
Gefördert durch: National Natural Science Foundation of China 22077041 and 31770380ABSTRACT
Seven undescribed cytochalasins, multirostratins K – Q (2–8), together with one known analogue, cytochalasin Z3 (1), were isolated from the culture of Phoma multirostrata XJ-2-1, an endophytic fungus obtained from the root of Parasenecio albus. Their structures with absolute configurations were determined by 1D and 2D NMR, high-resolution electrospray ionization mass spectrometry (HRESIMS), electronic circular dichroism (ECD), single-crystal X-ray crystallography, and chemical methods. The structure of ascochalasin was revised from Δ 13 to Δ 21 by detailed analysis of the NMR data and by comparison with the data for 7. In a TRAIL (tumor necrosis factor related apoptosis inducing ligand)-resistance-overcoming experiment, co-treatment of 2 or 6 with TRAIL reduced the cell viability of A549 cells by 30.3% and 27.5% at 10 µM, respectively.
Key words
Didymellaceae - Phoma multirostrata - Asteraceae - Parasenecio albus - Cytochalasins - TRAIL-resistance-overcoming activitiesSupporting Information
- Ergänzendes Material
HR-ESI-MS, NMR, IR and ECD spectra, experimental procedures for the preparation of acetonides and Mosherʼs esters, HPLC-MS analysis of the EtOAc extract and compound 2, and concentration-response curves for cytotoxicity of 2–3 and 6–8 are available as supporting information.
Publikationsverlauf
Eingereicht: 19. Oktober 2021
Angenommen nach Revision: 28. Januar 2022
Accepted Manuscript online:
31. Januar 2022
Artikel online veröffentlicht:
17. März 2022
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