Spirophyllines A-D (-), four new spirooxindole alkaloids all characterized by the spiro[pyrrolidin-3,3'-oxindole] core and a rare isoxazolidine ring, were isolated from . Their structures were determined by spectroscopic methods and confirmed by X-ray crystallography. Based on the biomimetic semisynthesis strategy, compounds - were synthesized in three steps via the key reactions of 1,3-dipolar cycloaddition and Krapcho decarboxylation from corynoxeine. Interestingly, compound showed moderate inhibitory activity against the K1.5 potassium channel (IC = 9.1 μM).
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.3c01342 | DOI Listing |
Publication Analysis
Top Keywords
biomimetic semisynthesis
8
spirophyllines a-d
8
discovery biomimetic
4
semisynthesis spirophyllines
4
a-d spirophyllines
4
a-d spirooxindole
4
spirooxindole alkaloids
4
alkaloids characterized
4
characterized spiro[pyrrolidin-33'-oxindole]
4
spiro[pyrrolidin-33'-oxindole] core
4
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!