Lehrstuhl für Organische Chemie I
Am Hubland, D-97074 Würzburg
Other participating persons and organisations:
Research foci (and basic equipment-based research projects):
The on-line coupling of modern chromatographic high-performance separation techniques with high-resolution spectroscopic methods is - due to its efficiency, sensitivity and specifity - excellently suited for the analysis of complex mixtures as encountered in phytochemical investigations. We aim at the development and application of methods that allow the rapid and efficient analysis of extracts of yet uninvestigated plants for new metabolites, as well as the elucidation of their constitutions and relative and absolute configurations. Furthermore, we intend to study the site of production of the new compounds, their transport pathways, and the interconversion of storage and transport forms. A promising target for these investigations with our novel 'LC-triad' consisting of the coupling techniques HPLC-NMR and HPLC-MS/MS and the HPLC-CD hyphenation (for the first time applied in phytochemical analysis by our group) are the naphthylisoquinoline alkaloids from the tropical lianas of the families Ancistrocladaceae and Dioncophyllaceae. These acetogenic alkaloids possess unprecedented biaryl structures and a high pharmacological potential. Other axially chiral bioactive biaryl compounds are biscarbazoles like murrastifoline-F from Rutaceae and phenylanthraquinones like knipholone from Asphodelaceae plants. Marine organisms like sponges and their microbial 'inhabitants' are rich in pharmaceutically intriguing natural products, too. Applying hyphenated techniques like HPLC-NMR and HPLC-ESI-MS/MS in combination with LC-CD and computational methods (i.e., quantum chemical calculations of CD spectra), we are aiming at the identification and characterization of known and novel natural products from all of these promising biological sources without the necessity of isolation and purification, e.g., directly from plants and marine organisms.
For the results in this area please consult the above-mentioned publications.
Rewards and prizes:
Prof. Dr. G. Bringmann: Prize for Excellent Teaching awarded by the Freistaat Bayern, 1999. - JSPS Invitation Fellowship for Research in Japan, 2000. - Eli Lilly Research Laboratories Lecturer, 2000. -- Dr. W. Saeb: International Students Summer Course of the BASF Company, 1999. -- Dr. K. Messer: International Students Summer Course of the BASF Company, 2000. -- Dr. M. Wohlfarth: VCI Graduate Research Fellowship. - Dissertation Award of the Unterfränkischen Gedenkjahrsstiftung, 2002. -- Dr. S. Tasler: Dissertation Award of the Unterfränkischen Gedenkjahrsstiftung, 2002. -- D. K. Wolf: Scholarship of the Studienstiftung des Deutschen Volkes. - Dissertation Award of the Unterfränkische Gedenkjahrsstiftung, 2002.
LC-NMR Coupling using the Buker DMX 600 NMR spectrometer. - LC-ESI-MS/MS Coupling using the Finnigan TSQ 7000 mass spectrometer equipped with an ESI and APCI interface. - LC-CD Coupling using the J-715 Jasco spectropolarimeter.