Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 20, Issue 11, Pages 3284-3286Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2010.04.043
Keywords
Penicillium sp.; Penicinoline; Penicinotam; X-ray analysis; Biological activity
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Funding
- National Natural Science Foundation of China [40976077, 30901879, 40776073]
- Ministry of Education of China [20090132110002]
- Ministry of Science and Technology of China [2007FY210500]
- Key Laboratory of Marine Drugs (Ocean University of China)
- Ministry of Education [KLMD (OUC) 200801]
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A new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system, named penicinoline (1) was isolated from a mangrove endophytic fungus. The structure of 1 was elucidated by spectroscopic methods and comparison with its derivative, penicinotam (1a), an unexpected lactam that was obtained from 1 by intramolecular dehydration. The structure of 1a was unambiguously confirmed by single-crystal X-ray analysis. Penicinoline (1) showed potent in vitro cytotoxicity toward 95-D and HepG2 cell lines with IC(50) values of 0.57 and 6.5 mu g/mL, respectively. (C) 2010 Elsevier Ltd. All rights reserved.
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