AI Article Synopsis
- A new synthesis strategy for aignopsanes, a group of sesquiterpene natural products from marine sources, has been developed.
- The total synthesis of three aignopsane compounds, along with confirmation of their absolute configurations, has been successfully achieved.
- Additionally, the study reveals that (+)-microcionin-1 can be oxidized to produce aignopsanoic acid A, suggesting that it could be a precursor in aignopsane biosynthesis.
Article Abstract
A general strategy for the synthesis of aignopsanes, a new family of sesquiterpene natural products of marine origin, is presented. The total synthesis of (+)-aignopsanoic acid A (1), (-)-methyl aignopsanoate A (2), and (-)-isoaignopsanoic A (3) has been achieved and their absolute configuration confirmed. (+)-Microcionin-1 (4), a structurally related furanosesquiterpene isolated in both enantiomeric forms from marine sponges, was also synthesized and its absolute configuration established in an unambiguous way. Interestingly, we report that (+)-microcionin-1 (4), can be converted by a simple oxidation process to aignopsanoic acid A (1). This transformation supports the hypothesis that (+)-microcionin-1 (4) may be an intermediate in the biosynthesis of aignopsanes.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/chem.201404766 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!