Planta Med 2010; 76 - P245
DOI: 10.1055/s-0030-1264543

Isolation and identification of antispirochetal labdane-type manoyloxides from Cistus creticus L. by novel TLC-extractor/MS and GC/MS

K Grötzinger 1, C Birkemeyer 1, M Kuzminska 1, H Rauwald 1
  • 1Leipzig University, Pharmacy/Pharmaceutical Biology, Johannisallee 21–23, 04103 Leipzig, Germany

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 [1]. 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 [2]. 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. [1]), 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.