| Title | Absolute Configuration of Chlorosulfolipids from the Chrysophyta Ochromonas danica. | | Author(s) | Kawahara T, Kumaki Y, Kamada T, Ishii T, Okino T | | Institution | Graduate School of Environmental Science, Hokkaido University, North-10, West-5, Kita-ku, Sapporo 060-0810, Japan. | | Source | J Org Chem 2009 Jul 23. | | Abstract | We isolated eight chlorosulfolipids (1-8) from the chrysophyta Ochromonas danica (IAM CS-2), including five new chlorosulfolipids (2-5, 8). The planar structures of all the compounds were elucidated by 1D and 2D NMR and ESI-MS/MS analyses. We determined the relative configuration of seven chlorosulfolipids (1-7), including the most commonly known chlorosulfolipid, 2,2,11,13,15,16-hexachlorodocosane-1,14-disulfate (1), by J-based configuration analysis (JBCA). The absolute configuration of each compound was determined using a modified Mosher's method after chemical degradation. 2,2,11,13,15,16-Hexachloro-14-docosanol-1-sulfate (2) was the most toxic to brine shrimp ( Artemia salina ) larvae (LC(50) 0.27 mug/mL). Compounds 1 and 4-8 were less toxic (LC(50) 2.2-6.9 mug/mL). Compound 3 was not toxic at 30 mug/mL. | | Language | ENG | | Pub Type(s) | JOURNAL ARTICLE
| | PubMed ID | 19627129 |
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