Synthesis of wiedendiol-A and wiedendiol-B from labdane diterpenes
β Scribed by Alejandro F. Barrero; Enrique J. Alvarez-Manzaneda; Rachid Chahboun
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 844 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
Two efficient enantiospecific syntheses of wiedendioI-A (1) from (-)-sclareol (7), via I 1-bromo-8-drimene (I!) and 8-drimen-1 i-al (3), are reported. The first enantiospecific synthesis of wiedendioI-B (2), via 8S.9S-driman-! l-al (26), by two alternative mutes starting from 7 and (+)-cisabienol (8) is also described. 21 prepared from protocatechualdehyde (17) was used as aromatic synthon for preparing 1 and 2.
π SIMILAR VOLUMES
The fmt enantiospecificsynthesisof the cholesterolester mansferprotein (CETP)inhibitorwiedendiol-B(1) is described.The drimanicsyntbonwas prepared from(-)-sclareol( 4) and (+)-cis-abienol ( 13)by two akernativeroutes.The key steps of the reactionsequencesare the chemo-anddisstereoselectivehydrogenat
Wiedendiol-A and -B, novel sesquiterpene-hydroquinones which inhibit cholesteryl ester transfer protein (CETP), have been isolated from the marine sponge Xestoepongia wiedenmayeri. Additional related marine natural products were also evaluated for CETP inhibition. Compounds that inhibit the activity
## Abstract Marrusidins A (**1**) and B (**2**), two new labdaneβtype diterpenes, were isolated from the CHCl~3~βsoluble subfraction of __Marrubium anisodon__, along with polyodonine. Their structures were assigned with the aid of ^1^Hβ and ^13^CβNMR spectra and by COSY, HMQC, NOESY, and HMBC exper