Stierle Andrea A, Stierle Donald B, Kelly Kal
Department of Chemistry, Montana Tech of University of Montana, Butte, MT 59701, USA.
J Org Chem. 2006 Jul 7;71(14):5357-60. doi: 10.1021/jo060018d.
Berkeley Pit Lake is an abandoned open-pit copper mine filled with 30 billion gallons of acidic, metal-contaminated water. This harsh environment is proving to be a source of unusual microorganisms that produce novel bioactive metabolites. Bioassay-guided fractionation using signal transduction enzyme assays led to the isolation of the novel spiroketal, berkelic acid 1, and of the known gamma-pyrone, spiciferone A 4. Berkelic acid has shown selective, nanomolar activity against OVCAR-3, an ovarian cancer cell line in the National Cancer Institute cell line screen. The isolation and characterization of these compounds are reported here.
伯克利矿坑湖是一个废弃的露天铜矿,里面充满了300亿加仑酸性的、受金属污染的水。事实证明,这种恶劣环境是产生新型生物活性代谢物的异常微生物的来源。使用信号转导酶测定法进行生物测定引导的分级分离,导致分离出新型螺缩酮伯克利酸1和已知的γ-吡喃酮斯皮西弗酮A 4。在国立癌症研究所细胞系筛选中,伯克利酸对卵巢癌细胞系OVCAR-3显示出选择性的纳摩尔活性。本文报道了这些化合物的分离和表征。