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Isolation and identification of antispirochetal labdane-type manoyloxides from Cistus creticus L. by novel TLC-extractor/MS and GC/MS
Just recently we reported on the growth inhibiting activity of volatile oil from Cistus creticus L. against Borrelia burgdorferi s.s. in vitro, determined by bioassay guided procedure . In order to elucidate the definite active principles of C. creticus this work describes the isolation and identification of four volatile labdane-type diterpenes of the manoyloxide group. This includes the extraction of TLC spots coupled to an electrospray mass spectrometer using the novel TLC extractor method by H. Luftmann . Thus manoyloxide, 13-epi-manoyloxide, 3-acetoxy-manoyloxide and 3-hydroxy-manoyloxide could be identified, confirmed by 1d/2d-1H/13C-NMR analyses. In preparative scale these diterpenes were isolated by combined silica gel 60 and RP-18 silica gel CC and confirmed by GC/EI-MS (cp. ), which appears more suitable than ESI-MS due to lipophilic manoyloxides.
Acknowledgements: Leipzig University, Lothar Hennig
References: 1. Hutschenreuther A et al. (2010) Pharmazie 65: 290–295.
2. Luftmann H (2004) Anal Bioanal Chem 378: 964–968.