@article{KunzLabesWieseetal.2014, author = {Kunz, Anna Lena and Labes, Antje and Wiese, Jutta and Bruhn, Torsten and Bringmann, Gerhard and Imhoff, Johannes F.}, title = {Nature's Lab for Derivatization: New and Revised Structures of a Variety of Streptophenazines Produced by a Sponge-Derived Streptomyces Strain}, series = {Marine Drugs}, volume = {12}, journal = {Marine Drugs}, number = {4}, issn = {1660-3397}, doi = {10.3390/md12041699}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-116816}, pages = {1699-1714}, year = {2014}, abstract = {Eight streptophenazines (A-H) have been identified so far as products of Streptomyces strain HB202, which was isolated from the sponge Halichondria panicea from the Baltic Sea. The variation of bioactivities based on small structural changes initiated further studies on new derivatives. Three new streptophenazines (I-K) were identified after fermentation in the present study. In addition, revised molecular structures of streptophenazines C, D, F and H are proposed. Streptophenazines G and K exhibited moderate antibacterial activity against the facultative pathogenic bacterium Staphylococcus epidermidis and against Bacillus subtilis. All tested compounds (streptophenazines G, I-K) also showed moderate activities against PDE 4B.}, language = {en} } @phdthesis{BertleffZieschang2014, author = {Bertleff-Zieschang, Nadja Luisa}, title = {Galectin-1: A Synthetic and Biological Study of a Tumor Target}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-101529}, school = {Universit{\"a}t W{\"u}rzburg}, year = {2014}, abstract = {Galectin-1 (hGal-1) is overexpressed by numerous cancer types and previously conducted studies confirmed that the β-galactoside-binding protein mediates various molecular interactions associated with tumor growth, spread and survival. Upon interaction with carbohydrate-based binding epitopes of glycan structures on human cell surfaces galectin-1 induces proliferative, angiogenetic and migratory signals and modulates negative T cell regulation which essentially helps the tumor to evade the immune response. These findings attributed galectin-1 a pivotal role in tumor physiology and strongly suggest the protein as target for diagnostic and therapeutic applications. Within the scope of this work a strategy was elaborated for designing tailor-made galectin-1 ligands by functionalizing selected hydroxyl groups of the natural binding partner N-acetyllactosamine (LacNAc) that are not involved in the sophisticated interplay between the disaccharide and the protein. Synthetic modifications intended to introduce chemical groups i) to address a potential binding site adjacent to the carbohydrate recognition domain (CRD) with extended hGal-1-ligand interactions, ii) to implement a tracer isotope for diagnostic detection and iii) to install a linker unit for immobilization on microarrays. Resulting structures were investigated regarding their targeting ability towards galectin-1 by cocrystallization experiments, SPR and ITC studies. Potent binders were further probed for their diagnostic potential to trace elevated galectin-1 levels in microarray experiments and for an application in positron emission tomography (PET).}, subject = {Organische Synthese}, language = {en} } @article{WangLiKateleetal.2014, author = {Wang, Hui and Li, Min-Yi and Katele, F{\´e}lix Zongwe and Satyanandamurty, Tirumani and Wu, Jun and Bringmann, Gerhard}, title = {Decandrinin, an unprecedented \(C_9\)-spiro-fused 7,8-\( seco-ent\)-abietane from the Godavari mangrove \(Ceriops\ decandra\)}, series = {Beilstein Journal of Organic Chemistry}, volume = {10}, journal = {Beilstein Journal of Organic Chemistry}, issn = {1860-5397}, doi = {10.3762/bjoc.10.23}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-119983}, pages = {276-81}, year = {2014}, abstract = {Decandrinin (1), an unprecedented \(C_9\)-spiro-fused 7,8-\(seco-ent\)-abietane, was obtained from the bark of an Indian mangrove, \(Ceriops\ decandra\), collected in the estuary of Godavari, Andhra Pradesh. The constitution and the relative configuration of 1 were determined by HRMS (ESI) and extensive NMR investigations, and the absolute configuration by circular dichroism (CD) and optical-rotatory dispersion (ORD) spectroscopy in combination with quantum-chemical calculations. Decandrinin is the first 7,8-\(seco-ent\)-abietane.}, language = {en} }