In the field of natural products we particularly focus on new natural products that exhibit unique biological or pharmacological activities or whose biological targets are of interest for cell biology. Presently, the research group investigates natural products with a potential role as antiinfectives, biofilm inhibitors and compounds showing antiviral activity.

1. Structure elucidation and total synthesis (since 2005)

Elansolids A1/A2

elansolid_1.jpg

Isolated from gliding bacterium Chitinophaga (formerly Flexibacter),

antibacterical activity (including Staphylococcus aureus and Micrococcus luteus),

two conformationally fixed isomers (atropisomers),

Elansolids B1, B2 and C also reported.

Isolation & structure elucidation:

with R. Dehn, N. Schläger et al., Angew. Chem. Int. Ed. 2011, 50, 532-536. more

Biosynthesis:

with R. Dehn, A. Weber et al., Angew. Chem. Int. Ed. 2011, 50, 3882-3887. more

Total synthesis:

with A. Weber, R. Dehn et al., Org. Lett. 2014, 16, 568-571. more

with L.L.Wang,D. Candito et al.,Chem. Eur. J. 2017, 23, 5291-5298.more

Collaborations: R. Müller (Saarbrücken), HZI Braunschweig)


Carolacton

carolacton_1.jpg

Isolated from myxobacterium Sorangium cellulosum,

Biofilm growth inhibition 0.005 µg/mL (35 % of Streptococcus mutans die )

Planktonic cultures are insensitive to Carolacton.

Isolation & structure elucidation:

with T. Schmidt, M. Bock et al., Eur. J. Org. Chem. 2010, 1284-1289. more

Total synthesis:

with T. Schmidt et al., Angew. Chem. Int. Ed. 2012, 51, 1063-1066. more

Biological activity

with  T. Schmidt, J. Ammermann et al., Org. Biomol. Chem. 2015, 13, 5765-5774. more

Scientific Rep. 2016, 6 : 29677. more

Collaborations: R. Müller (Saarbrücken), I. Wagner-Döbler (HZI, Braunschweig), M. Stiesch (MH Hannover)


Noricumazol A

noricumazol_1.jpg

Isolated from myxobacterium Sorangium cellulosum,

strong hepatitis C virus (HCV) inhibitor ,

inhibitor of potassium channel KcsA (by stabilization of its tetrameric architecture)

moderate cytotoxicity

Noricumazol B and C, Icumazoles also reported.

Isolation & structure elucidation:

with J. Barbier et al., Angew. Chem. Int. Ed. 2012, 51, 1256-1260. more

Total synthesis:

with J. Barbier, S. Benson, J. Wegner et al., Chem. Eur. J. 2012, 18, 9083-9090. more

Collaborations: R. Müller (Saarbrücken), T. Pietschmann (TwinCore Hannover), C. Zeilinger (LU Hannover)


Thuggacin A

thuggacin.jpg

Isolated from myxobacterium Sorangium cellulosum,

strong antibiotic activity (including Mycobacterium tuberculosis),

targeting the bacterial respiratory chain,

Thuggacin B and C also reported.

Isolation & structure elucidation:

with M. Bock et al., Angew. Chem. Int. Ed. 2008, 47, 2308-2311. more

Total synthesis:

with M. Bock et al., Angew. Chem. Int. Ed. 2008, 47, 9134-9137. more

Derivatization

with J. Franke et al. Chem. Eur. J. 2015, 21, 4272-4284. more 

Collaborations: R. Müller (Saarbrücken), HZI (Braunschweig), F. Bange (MH Hannover)


Tonantzitlolone

tonantzitlolon.jpg

Isolation from the endemic Mexican plant Stillingia sanguinolenta,

moderate antitumor activity (human breast and kidney cancer cell lines), likely to inhibit kinesines,

Tonantzitlolone B also reported.

Isolation & structure elucidation:

with G. Dräger, X. A. Dominguez, F. Jeske, J. Jakupovic et al., Eur. J. Org. Chem. 2007, 5020-5026. more

Total synthesis:

with C. Jasper, R. Wittenberg et al., Org. Lett. 2005, 7, 479-482. more

Ansatrienin

ansatriennin200_1.jpg

Isolation from Streptomyces collinus

moderate antibacterial and antifungal activity

Ansatrienin B also reported.

Total synthesis:                           


with K.-U. Schöning, A. Meyer, D. Kashin, R. Wittenberg et al., Synthesis 2007, 304-319. more


Millingtonine A

milingtonine-200.jpg

Isolated from flower buds of Millingtonia hortensis

Millingtonia hortensis is an important source of herbal medicine in Southeast Asia.


Total synthesis:                                                    

with J. Wegner, S. V. Ley, I. Baxendale, et al., Org. Lett.2012, 14, 696-699. more

Collaborations: Leading groups of this project: Ley&Baxendale, Cambridge, UK.