%0 Journal Article
%A Samy, Mamdouh N
%A Le Goff, Géraldine
%A Lopes, Philippe
%A Georgousaki, Katerina
%A Gumeni, Sentiljana
%A Almeida, Celso
%A González, Ignacio
%A Genilloud, Olga
%A Trougakos, Ioannis
%A Fokialakis, Nikolas
%A Ouazzani, Jamal
%T Osmanicin, a Polyketide Alkaloid Isolated from Streptomyces osmaniensis CA-244599 Inhibits Elastase in Human Fibroblasts.
%D 2019
%U http://hdl.handle.net/10668/14131
%X The strain Streptomyces osmaniensis CA-244599 isolated from the Comoros islands was submitted to liquid-state fermentation coupled to in situ solid-phase extraction with amberlite XAD-16 resin. Elution of the trapped compounds on the resin beads by ethyl acetate afforded seven metabolites, osmanicin (1), streptazolin (2), streptazone C (3), streptazone B1 (4), streptenol C (5), nocardamine (6) and desmethylenylnocardamine (7). Osmanicin (1) is a newly reported unusual scaffold combining streptazolin (2) and streptazone C (3) through a Diels-Alder type reaction. Experimental evidence excluded the spontaneous formation of 1 from 2 and 3. The isolated compounds were evaluated for their ability to inhibit elastase using normal human diploid fibroblasts. Compound 1 exhibited the most potent activity with an IC50 of 3.7 μM.
%K Streptomyces osmaniensis
%K alkaloids
%K elastase inhibition
%K in situ solid-phase extraction
%K osmanicin
%~