Biosynthetic Studies on Acetosellin and Structure Elucidation of a New Acetosellin Derivative

Autor: Henrik Harms, Max Crüsemann, Tanja Schneider, Nicole Merten, Simon Stephan Martin Stölben, Gabriele M. König, Michael Gütschow, Peter Hufendiek, Idris Arslan, Stefan Kehraus
Rok vydání: 2017
Předmět:
0301 basic medicine
natural product
Pharmaceutical Science
01 natural sciences
Analytical Chemistry
chemistry.chemical_compound
acetosellin
polyketide
Drug Discovery
isotope labeling
5'
6'-dihydroxyacetosellin

fermentation
Carbon Isotopes
Molecular Structure
biology
Ascomycota
Drug discovery
structure analysis
unclassified drug
chemical labeling
Biochemistry
Molecular Medicine
biological product
carbon 13
Stereochemistry
Epicoccum nigrum
fungus culture
Fungus
chemistry
Didymellaceae
Article
03 medical and health sciences
Polyketide
Biosynthesis
controlled study
Epicoccum nigrum 749
fungus isolation
5'
6'dihydroxyacetosellin

Pharmacology
The authors declare no conflict of interest. [Ascomycota/*chemistry/metabolism
Biological Products/*chemistry/metabolism
Carbon Isotopes/analysis
Polyketides/*chemistry/metabolismCOIS- Conflict of Interest]
Biological Products
nonhuman
Natural product
010405 organic chemistry
carbon
Organic Chemistry
biology.organism_classification
azaphilones
drug development
Ascomycetes
0104 chemical sciences
030104 developmental biology
Complementary and alternative medicine
Polyketides
chemical structure
extraction
biosynthesis
metabolism
Derivative (chemistry)
Zdroj: Planta Medica. 83:1044-1052
ISSN: 1439-0221
0032-0943
DOI: 10.1055/s-0042-124493
Popis: Natural products from fungi, especially Ascomycota, play a major role in therapy and drug discovery. Fungal strains originating from marine habitats offer a new avenue for finding unusual molecular skeletons. Here, the marine-derived fungus Epicoccum nigrum (strain 749) was found to produce the azaphilonoid compounds acetosellin and 5′,6′-dihydroxyacetosellin. The latter is a new natural product. The biosynthesis of these polyketide-type compounds is intriguing, since two polyketide chains are assembled to the final product. Here we performed 13 C labeling studies on solid cultures to prove this hypothesis for acetosellin biosynthesis. © 2017 Georg Thieme Verlag KG Stuttgart. New York.
Databáze: OpenAIRE