Absolute configuration of diterpenoid diacylglycerols from the Antarctic nudibranch Austrodoris kerguelenensis

Citation
M. Gavagnin et al., Absolute configuration of diterpenoid diacylglycerols from the Antarctic nudibranch Austrodoris kerguelenensis, TETRAHEDR-A, 10(14), 1999, pp. 2647-2650
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
14
Year of publication
1999
Pages
2647 - 2650
Database
ISI
SICI code
0957-4166(19990716)10:14<2647:ACODDF>2.0.ZU;2-P
Abstract
The R absolute configuration at C-2' of the glyceryl moiety of the natural diterpenoid 1,3-glyceryl esters 1 and 2 has been established by applying th e modified Mosher method. These esters have been isolated, together with th e corresponding 1,2-derivatives (3 and 4), from different collections of th e Antarctic dorid nudibranch Austrodoris kerguelenensis. Surprisingly, such a configuration is opposite to that of all marine terpenoid diacylglycerol s so far reported. Compounds 1 and 3 are new natural products closely relat ed to austrodorin 5, already described from the same species. (C) 1999 Else vier Science Ltd. All rights reserved.