Sorbicillfurans A and B, two novel sorbicillinoid adducts from the fungus Penicillium citrinum SCSIO41402.
Jianjiao WangKunlong LiXiao-Wei LuoZhaoyuan WuTanwei GuShengrong LiaoXiuping LinBin YangYong-Hong LiuWei FangXue-Feng ZhouPublished in: Organic & biomolecular chemistry (2019)
Two novel sorbicillinoid adducts containing bicyclo[2.2.2]octane and tetrahydrofuran moieties, named sorbicillfurans A and B (1 and 2), were isolated from the static culture of the marine-derived fungus Penicillium citrinum SCSIO41402. Their structures including absolute configurations were determined by spectroscopic and calculated ECD analyses. Sorbicillfurans A and B (1 and 2) are the first examples of sorbicillinoids possessing a tetrahydrofuran unit. In the proposed biosynthetic pathway, sorbicillfuran B (2), harboring a rare and complex polycyclic framework, is probably formed by two Diels-Alder reactions. Both isolates were evaluated for the cytotoxicity against six human cancer cell lines, only sorbicillfuran B (2) showed weak cytotoxicity against HL-60 cells with an IC50 value of 9.6 μM.
Keyphrases
- induced apoptosis
- endothelial cells
- papillary thyroid
- cell cycle arrest
- molecular docking
- induced pluripotent stem cells
- squamous cell
- high resolution
- endoplasmic reticulum stress
- squamous cell carcinoma
- oxidative stress
- mass spectrometry
- genetic diversity
- cell proliferation
- pi k akt
- cell death
- molecular dynamics simulations