Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 38, Pages 8721-8725Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob01595g
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Funding
- Guangdong MEPP Funds [GDME-2018C010, GDOE[2019] A28, 2019-017]
- Drug Innovation Major Project of China [2018ZX09735001-002-003]
- Hubei Agricultural Innovation Center Project [2016-620-000-001-039]
- Institution of South China Sea Ecology and Environmental Engineering, CAS [ISEE2018PY04]
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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 mu M.
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