title: Bioactive metabolites from the sponge Suberea sp.
abstract: Two new brominated compounds, subereaphenol K (2) and 2-(3,5-dibromo-1-ethoxy-4-oxocyclohexa-2,5-dien-1-yl)acetamide (3), together with subereaphenol B (methyl 2-(2,4-dibromo-3,6-dihydroxyphenyl)acetate; 1) with a revised structure, and five dibromotyrosine-derived metabolites, 4-8, were isolated from the sponge Suberea sp. and characterized by 1D- and 2D-NMR spectroscopic and HR-MS spectrometric data. Compounds 1, 2, 6, and 8 exhibited various weak or moderate bioactivities, including antimicrobial and cytotoxic activities. Furthermore, compounds 1 and 2 inhibited human recombinant phosphodiesterase 4 (PDE4) with IC₅₀ values of 2 μM, whereas compounds 6 and 8 were less active.
authors.affiliation: Max Planck Institute for Chemical Ecology, Jena. kamelshaker11@yahoo.com
authors.forename: Kamel H
authors.initials: KH
authors.lastname: Shaker
authors.forename: Heidi
authors.initials: H
authors.lastname: Zinecker
authors.forename: Mohamed A
authors.initials: MA
authors.lastname: Ghani
authors.forename: Johannes F
authors.initials: JF
authors.lastname: Imhoff
authors.forename: Bernd
authors.initials: B
authors.lastname: Schneider
mesh_terms: D000081:Acetamides / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D054703:Cyclic Nucleotide Phosphodiesterases, Type 4 / Q000737:chemistry* / Q000378:metabolism; D003512:Cyclohexanones / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D006801:Humans; D006842:Hydrocarbons, Brominated / Q000737:chemistry* / Q000378:metabolism / Q000633:toxicity; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D010648:Phenylacetates / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D058988:Phosphodiesterase 4 Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D011161:Porifera / Q000737:chemistry* / Q000378:metabolism
chemical_list: C557091:(2,4-dibromo-3,6-dihydroxyphenyl)acetic acid; D000081:Acetamides; D000900:Anti-Bacterial Agents; D003512:Cyclohexanones; D006842:Hydrocarbons, Brominated; D010648:Phenylacetates; D058988:Phosphodiesterase 4 Inhibitors; D054703:Cyclic Nucleotide Phosphodiesterases, Type 4