@article{3021245,
    title = "Osmanicin, a polyketide alkaloid isolated from streptomyces osmaniensis CA-244599 inhibits elastase in human fibroblasts",
    author = "Samy, M.N. and Goff, G.L. and Lopes, P. and Georgousaki, K. and Gumeni, S. and Almeida, C. and González, I. and Genilloud, O. and Trougakos, I. and Fokialakis, N. and Ouazzani, J.",
    journal = "Molecules (Basel, Switzerland)",
    year = "2019",
    volume = "24",
    number = "12",
    publisher = "MDPI AG",
    doi = "10.3390/molecules24122239",
    keywords = "alkaloid;  pancreatic elastase;  polyketide;  RNA 16S, biosynthesis;  cell survival;  chemical structure;  chemistry;  classification;  conformation;  dose response;  drug effect;  fermentation;  fibroblast;  genetics;  human;  isolation and purification;  metabolism;  molecular model;  nuclear magnetic resonance spectroscopy;  Streptomyces, Alkaloids;  Biosynthetic Pathways;  Cell Survival;  Dose-Response Relationship, Drug;  Fermentation;  Fibroblasts;  Humans;  Magnetic Resonance Spectroscopy;  Models, Molecular;  Molecular Conformation;  Molecular Structure;  Pancreatic Elastase;  Polyketides;  RNA, Ribosomal, 16S;  Streptomyces",
    abstract = "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. © 2019 by the authors."
}