Abstract
Bioassay-guided (murine P388 lymphocytic leukemia and human cancer cell lines) separation of an ethyl acetate extract prepared from the inky cap fungus Coprinus cinereus led to the isolation of three new sesquiterpenes, 7,7a-diepicoprinastatin 1 (1), 14-hydroxy-5-desoxy-2S,3S,9R-illudosin (2), and 4,5-dehydro-5-deoxyarmillol (3), together with the known armillol (4). The structure and relative configuration of 1 was determined by single-crystal X-ray diffraction experiments. The structures of compounds 2, 3, and 4 were each deduced by a combination of HRMS and 1D and 2D NMR techniques. Cyclobutane 2 led to modest inhibition of the murine P388 leukemia cell line.
Original language | English (US) |
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Pages (from-to) | 4879-4883 |
Number of pages | 5 |
Journal | Bioorganic and Medicinal Chemistry |
Volume | 18 |
Issue number | 14 |
DOIs | |
State | Published - Jul 15 2010 |
Keywords
- 14-Hydroxy-5-desoxy-2S,3S,9R- illudosin
- 4,5-Dehydro-5-deoxyarmillol
- 7,7a-Diepicoprinastatin 1
- Coprinus cinereus
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry
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CCDC 772476: Experimental Crystal Structure Determination
Pettit, G. R. (Creator), Meng, Y. (Creator), Pettit, R. K. (Creator), Herald, D. L. (Creator), Hogan, F. (Creator), Cichacz, Z. A. (Creator) & Pettit, G. R. (Creator), The Cambridge Structural Database, 2011
DOI: 10.5517/cctxtl3, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cctxtl3&sid=DataCite
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