Cinerin C: a macrophyllin-type bicyclo[3.2.1]octane neolignan from Pleurothyrium cinereum (Lauraceae)
- The structure of naturally-occurring cinerin C [systematic name: (7S,8R,3'R,4'S,5'R)-Delta(8')-4'-hydroxy-5,5',3'-trimethoxy-3,4-methylenedioxy-2',3',4',5'-tetrahydro-2'-oxo-7.3',8.5'-neolignan], isolated from the ethanol extract of leaves of Pleurothyrium cinereum (Lauraceae), has previously been established by NMR and HRMS spectroscopy, and its absolute configuration established by circular dichroism measurements. For the first time, its crystal strucure has now been established by single-crystal X-ray analysis, as the monohydrate, C22H26O7 center dot H2O. The bicyclooctane moiety comprises fused cyclopentane and cyclohexenone rings which are almost coplanar. An intermolecular O-H center dot center dot center dot O hydrogen bond links the 4'-OH and 5'-OCH3 groups along the c axis.
| Author details: | Ericsson D. Coy-Barrera, Luis E. Cuca-Suarez, Michael Sefkow, Uwe SchildeORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1107/S0108270112030946 |
| ISSN: | 0108-2701 |
| Title of parent work (English): | Acta crystallographica : Section C, Crystal structure communications |
| Publisher: | Wiley-Blackwell |
| Place of publishing: | Hoboken |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2012 |
| Publication year: | 2012 |
| Release date: | 2017/03/26 |
| Volume: | 68 |
| Issue: | 2 |
| Number of pages: | 10 |
| First page: | O320 |
| Last Page: | + |
| Funding institution: | University of Potsdam; Deutscher Akademischer Austauschdienst (DAAD) |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
