Absolute configuration of chlorosulfolipids from the chrysophyta Ochromonas danica
Kawahara, T; Kumaki, Y; Kamada, T; Ishii, T; Okino, T
HERO ID
4937351
Reference Type
Journal Article
Year
2009
Language
English
PMID
| HERO ID | 4937351 |
|---|---|
| In Press | No |
| Year | 2009 |
| Title | Absolute configuration of chlorosulfolipids from the chrysophyta Ochromonas danica |
| Authors | Kawahara, T; Kumaki, Y; Kamada, T; Ishii, T; Okino, T |
| Journal | Journal of Organic Chemistry |
| Volume | 74 |
| Issue | 16 |
| Page Numbers | 6016-6024 |
| 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 microg/mL). Compounds 1 and 4-8 were less toxic (LC(50) 2.2-6.9 microg/mL). Compound 3 was not toxic at 30 microg/mL. |
| Doi | 10.1021/jo900860e |
| Pmid | 19627129 |
| Wosid | WOS:000268907300030 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |
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