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Penicinoline, a new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system from an endophytic fungus Penicillium sp
- Source :
- Bioorganicmedicinal chemistry letters. 20(11)
- Publication Year :
- 2010
-
Abstract
- 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 microg/mL, respectively.
- Subjects :
- Models, Molecular
Stereochemistry
Clinical Biochemistry
Pharmaceutical Science
Quinolones
Ring (chemistry)
Crystallography, X-Ray
Biochemistry
Endophyte
Cell Line
chemistry.chemical_compound
Alkaloids
Drug Discovery
Humans
Cytotoxicity
Molecular Biology
Pyrrolizidine Alkaloids
biology
Bicyclic molecule
Alkaloid
Organic Chemistry
Penicillium
biology.organism_classification
chemistry
Lactam
Molecular Medicine
Derivative (chemistry)
Subjects
Details
- ISSN :
- 14643405
- Volume :
- 20
- Issue :
- 11
- Database :
- OpenAIRE
- Journal :
- Bioorganicmedicinal chemistry letters
- Accession number :
- edsair.doi.dedup.....630269e3b450b44d1d46b5c1ee36a2f8