Chlorinated Dehydrocurvularins and Alterperylenepoxide A from Alternaria sp. AST0039, a Fungal Endophyte of Astragalus lentiginosus.
Bharat P BashyalE M Kithsiri WijeratneJoseph TillotsonA Elizabeth ArnoldEli ChapmanA A Leslie GunatilakaPublished in: Journal of natural products (2017)
Investigation of Alternaria sp. AST0039, an endophytic fungus obtained from the leaf tissue of Astragalus lentiginosus, led to the isolation of (-)-(10E,15S)-4,6-dichloro-10(11)-dehydrocurvularin (1), (-)-(10E,15S)-6-chloro-10(11)-dehydrocurvularin (2), (-)-(10E,15S)-10(11)-dehydrocurvularin (3), and alterperylenepoxide A (4) together with scytalone and α-acetylorcinol. Structures of 1 and 4 were established from their spectroscopic data, and the relative configuration of 4 was determined with the help of nuclear Overhauser effect difference data. All metabolites were evaluated for their cytotoxic activity and ability to induce heat-shock and unfolded protein responses. Compounds 2 and 3 exhibited cytotoxicity to all five cancer cell lines tested and increased the level of the pro-apoptotic transcription factor CHOP, but only 3 induced the heat-shock response and caused a strong unfolded protein response.
Keyphrases
- heat shock
- heat stress
- heat shock protein
- transcription factor
- electronic health record
- oxidative stress
- endoplasmic reticulum stress
- big data
- protein protein
- anti inflammatory
- cell death
- papillary thyroid
- amino acid
- ms ms
- high resolution
- molecular docking
- diabetic rats
- high glucose
- squamous cell
- small molecule
- machine learning
- lymph node metastasis
- deep learning
- childhood cancer