Sequoiamonascins a-d: novel anticancer metabolites isolated from a redwood endophyte.
Aspergillus parasiticus, a fungal isolate from the bark of a redwood tree (Sequoia sempervirens), has been shown to produce the antitumor metabolites sequoiatones A and B and more recently the sequoiatones C-F. We have also isolated another series of compounds with a new carbon skeleton, the sequoiamonascins. The structures of sequoiamonascins A-D were deduced by interpretation of their spectral data and that of some reaction products. The sequoiamonascins were isolated by brine shrimp lethality-guided fractionation and were submitted to the NCI for anticancer evaluation.
Stierle
Donald B
DB
Department of Chemistry and Geochemistry, Montana Tech of the University of Montana, Butte, MT 59701, USA. dstierle@mtech.edu
Stierle
Andrea A
AA
Bugni
Timothy
T
D000818:Animals; D001156:Artemia / Q000187:drug effects; D001230:Aspergillus / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D032487:Sequoia / Q000737:chemistry; D014407:Tumor Cells, Cultured / Q000187:drug effects
D006576:Heterocyclic Compounds, 4 or More Rings; D007783:Lactones