|Title||Marinopyrones A-D, alpha-pyrones from marine-derived actinomycetes of the family Nocardiopsaceae|
|Publication Type||Journal Article|
|Year of Publication||2016|
|Authors||Lee J., Han C., Lee T.G, Chin J., Choi H., Lee W., Paik M.J, Won D.H, Jeong G., Ko J., Yoong Y.J, Nam SJ, Fenical W, Kang H.|
|Type of Article||Article|
|Keywords||activity; alpha-Pyrone; Anti-inflammatory; discovery; diversity; mechanism; metabolites; Nocardiopsis sp.; resistance; sediments; sp-nov; Streptomonospora sp.|
Two actinomycetes, a member of the rare halophilic genus Streptomonospora and a Nocardiopsis sp. (Nocardiopsaceae), strains CNQ-082 and CNQ-675, respectively, were isolated from marine sediments collected off shore near La Jolla, California. HPLC-UV guided fractionations of the extracts of these strains yielded marinopyrones A-D (1-4), the structures of which were elucidated by interpretation of 1D and 2D NMR and HRMS spectroscopic data. Oxidative ozonation, followed by conversion of the acid product to an alpha-naphthyl amide, provided the absolute configuration at the chiral center on the side-chain. Marinopyrones A-D were examined for the inhibitory activity on nitric oxide production in LPS-activated mouse macrophage cells (RAW 264.7); marinopyrone D (4) was inhibitory with an IC50 value of 13 mu M. To our knowledge, marinopyrones A-C are only the second reported natural products from the rare halophilic genus Streptomonospora. (C) 2016 Elsevier Ltd. All rights reserved.
|Short Title||Tetrahedron Lett.|