Synthesis of new N-analogous corollosporine derivatives with antibacterial activity by laccase-catalyzed amination.
Corollosporine isolated from the marine fungus Corollospora maritima and N-analogous corollosporines are antimicrobial substances. Owing to the basic structure of the N-analogous corollosporines, they have become an attractive target for laccase-catalyzed derivatisation. In this regard we report on the straightforward laccase-catalyzed amination of dihydroxylated arenes with N-analogous corollosporines. In biological assays the obtained amination products are more active than the parent compounds.
Mikolasch
Annett
A
Institute of Microbiology, Ernst-Moritz-Arndt-University, Greifswald, Germany. annett.mikolasch@gmx.de
Hessel
Susanne
S
Salazar
Manuela Gesell
MG
Neumann
Helfried
H
Manda
Katrin
K
Gōrdes
Dirk
D
Schmidt
Enrico
E
Thurow
Kerstin
K
Hammer
Elke
E
Lindequist
Ulrike
U
Beller
Matthias
M
Schauer
Frieder
F
D000586:Amination; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D002175:Candida / Q000187:drug effects; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D042845:Laccase / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D010796:Phthalic Anhydrides / Q000138:chemical synthesis* / Q000494:pharmacology*; D021241:Spectrometry, Mass, Electrospray Ionization; D013211:Staphylococcus aureus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D010796:Phthalic Anhydrides; C114766:corollosporine; D042845:Laccase