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Characterization of a New Trioxilin and a Sulfoquinovosyl Diacylglycerol with Anti-Inflammatory Properties from the Dinoflagellate Oxyrrhis marina.


ABSTRACT: Two new compounds-a trioxilin and a sulfoquinovosyl diacylglycerol (SQDG)-were isolated from the methanolic extract of the heterotrophic dinoflagellate Oxyrrhis marina cultivated by feeding on dried yeasts. The trioxilin was identified as (4Z,8E,13Z,16Z,19Z) -7(S),10(S),11(S)-trihydroxydocosapentaenoic acid (1), and the SQDG was identified as (2S)-1-O-hexadecanosy-2-O-docosahexaenoyl-3-O-(6-sulfo-?-d-quinovopyranosyl)-glycerol (2) by a combination of nuclear magnetic resonance (NMR) spectra, mass analyses, and chemical reactions. The two compounds were associated with docosahexaenoic acid, which is a major component of O. marina. The two isolated compounds showed significant nitric oxide inhibitory activity on lipopolysaccharide-induced RAW264.7 cells. Compound 2 showed no cytotoxicity against hepatocarcinoma (HepG2), neuroblastoma (Neuro-2a), and colon cancer (HCT-116) cells, while weak cytotoxicity was observed for compound 1 against Neuro-2a cells.

SUBMITTER: Yoon EY 

PROVIDER: S-EPMC5367014 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature

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Characterization of a New Trioxilin and a Sulfoquinovosyl Diacylglycerol with Anti-Inflammatory Properties from the Dinoflagellate Oxyrrhis marina.

Yoon Eun Young EY   Yang A Reum AR   Park Jaeyeon J   Moon Seung Joo SJ   Jeong Eun Ju EJ   Rho Jung-Rae JR  

Marine drugs 20170227 3


Two new compounds-a trioxilin and a sulfoquinovosyl diacylglycerol (SQDG)-were isolated from the methanolic extract of the heterotrophic dinoflagellate <i>Oxyrrhis marina</i> cultivated by feeding on dried yeasts. The trioxilin was identified as (4<i>Z</i>,8<i>E</i>,13<i>Z</i>,16<i>Z</i>,19<i>Z</i>) -7(<i>S</i>),10(<i>S</i>),11(<i>S</i>)-trihydroxydocosapentaenoic acid (<b>1</b>), and the SQDG was identified as (2<i>S</i>)-1-<i>O</i>-hexadecanosy-2-<i>O</i>-docosahexaenoyl-3-<i>O</i>-(6-sulfo-α-  ...[more]

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