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Diterpenoid alkaloids from Consolida oliveriana
A Ulubelen1, H K Desai, B P Hart
1Faculty of Pharmacy, University of Istanbul, Turkey.
Journal of Natural Products
|September 1, 1996
Summary
A new norditerpenoid alkaloid, consolidine, was isolated from Consolida oliveriana. Detailed NMR studies confirmed its structure and revised assignments for ajaconine.
Area of Science:
- Phytochemistry
- Natural Product Chemistry
- Organic Chemistry
Background:
- Consolida oliveriana is a plant species known to produce various alkaloids.
- Alkaloids are a diverse group of naturally occurring organic compounds that contain basic nitrogen atoms.
- Norditerpenoid alkaloids represent a specific subclass with potential biological activities.
Purpose of the Study:
- To isolate and characterize new compounds from the aerial parts of Consolida oliveriana.
- To elucidate the structure of the novel norditerpenoid alkaloid, consolidine.
- To re-evaluate and correct existing structural data for known alkaloids, specifically ajaconine.
Main Methods:
- Extraction and isolation of alkaloids from the aerial parts of Consolida oliveriana.
- Spectroscopic analysis, including Nuclear Magnetic Resonance (NMR) studies (1H, 13C, 2D-NMR).
- Physicochemical data analysis for structural determination.
Main Results:
- Isolation of a new norditerpenoid alkaloid, consolidine (2).
- Identification of known alkaloids: pubescenine (1), gigactonine, delsoline, and ajaconine (4).
- Elucidation of consolidine's structure through comprehensive spectroscopic data.
- Revision of 11 13C chemical shift assignments for ajaconine (4) based on detailed NMR analysis.
Conclusions:
- Consolida oliveriana is a source of structurally diverse norditerpenoid alkaloids.
- The discovery of consolidine expands the known chemical constituents of this plant species.
- The revised NMR assignments for ajaconine contribute to the accurate characterization of diterpenoid alkaloids.