UNIGE document Scientific Article
previous document  unige:23578  next document
add to browser collection
Title

Polyketide Skeletons from the Marine Alga-Derived Fungus Coniothyrium cereale

Authors
Elsebai, Mahmoud Fahmi
Nazir, Mamona
Kehraus, Stefan
Egereva, Ekaterina
Gütschow, Michael
show hidden authors show all authors [1 - 10]
Published in European Journal of Organic Chemistry. 2012, vol. 2012, no. 31, p. 6197-6203
Abstract The fungus Coniothyrium cereale was isolated from the Baltic Sea alga Enteromorpha sp. Upon cultivation in saline medium, C. cereale produced the structurally unprecedented isoindole pseudoalkaloid conioimide (1) and the polyketide cereoanhydride (2). Because of the very limited amount of compounds isolated, the structures of 1 and 2 were established from extensive NMR spectroscopic and mass spectrometric analyses, and in the case of 1, the structural analysis was completed by NMR shielding calculations. Conioimide and cereoanhydride represent new structural types of polyketides. Experiments with 13C-labeled acetate proved the polyketide nature of the major and known C. cereale metabolite (–)-trypethelone (3), which is proposed to be the precursor of cereoanhydride. Conioimide has prominent and selective inhibitory activity towards the protease human leukocyte elastase (HLE), an enzyme involved in many inflammatory diseases, with an IC50 (half maximal inhibitory concentration) value of 0.2 μg mL–1.
Keywords Natural productsPolyketidesInhibitorsHeterocyclesNMR spectroscopy
Identifiers
Full text
Article (Published version) (511 Kb) - document accessible for UNIGE members only Limited access to UNIGE
Other version: http://doi.wiley.com/10.1002/ejoc.201200700
Structures
Citation
(ISO format)
ELSEBAI, Mahmoud Fahmi et al. Polyketide Skeletons from the Marine Alga-Derived Fungus Coniothyrium cereale. In: European Journal of Organic Chemistry, 2012, vol. 2012, n° 31, p. 6197-6203. https://archive-ouverte.unige.ch/unige:23578

261 hits

3 downloads

Update

Deposited on : 2012-10-29

Export document
Format :
Citation style :