Absolute configuration of chlorosulfolipids from the chrysophyta Ochromonas danica

Teppei, Kawahara and Yasuhiro, Kumaki and Takashi, Kamada and Takahiro, Ishii and Tatsufumi, Okino (2009) Absolute configuration of chlorosulfolipids from the chrysophyta Ochromonas danica. Journal of Organic Chemistry, 74 (16). pp. 6016-6024. ISSN 0022-3263

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Official URL: http://dx.doi.org/10.1021/jo900860e

Abstract

(Chemical Equation Presented) 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 2DNMR 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 (LC50 0.27 μg/mL). Compounds 1 and 4-8 were less toxic (LC50 2.2-6.9 μg/mL). Compound 3 was not toxic at 30 μg/mL. © 2009 American Chemical Society.

Item Type:Article
Uncontrolled Keywords:Absolute configuration, Artemia salina, Chemical degradation, Chemical equations, Configuration analysis, ESI-MS/MS, Mosher's method, Planar structure
Subjects:?? QD241-441 ??
Divisions:SCHOOL > Institute for Tropical Biology and Conservation
ID Code:2603
Deposited By:IR Admin
Deposited On:30 Mar 2011 12:28
Last Modified:24 Feb 2015 11:43

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