Τίτλος:
Osmanicin, a polyketide alkaloid isolated from streptomyces osmaniensis CA-244599 inhibits elastase in human fibroblasts
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
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.
Συγγραφείς:
Samy, M.N.
Goff, G.L.
Lopes, P.
Georgousaki, K.
Gumeni, S.
Almeida, C.
González, I.
Genilloud, O.
Trougakos, I.
Fokialakis, N.
Ouazzani, J.
Περιοδικό:
Molecules (Basel, Switzerland)
Λέξεις-κλειδιά:
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
DOI:
10.3390/molecules24122239
