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Eletefine, a stephaoxocane alkaloid from cissampelos glaberrima
da-Cunha1, Cornelio, Barbosa-Filho
1Laboratorio de Tecnologia Farmaceutica, Universidade Federal da Paraiba, Cx. Postal 5009, 58051-970, Joao Pessoa, PB, Brazil, Universidade Estadual do Norte Fluminense, 28015-620, Campos, RJ, Brazil, and Phytochemistry Research Laboratori.
Journal of Natural Products
|September 28, 1998
Summary
Researchers isolated a new oxocane-containing isoquinoline alkaloid, named eletefine, from Cissampelos glaberrima roots. Its structure was determined using spectroscopic methods and chemical conversion.
Area of Science:
- Natural Product Chemistry
- Phytochemistry
- Organic Chemistry
Background:
- The Cissampelos genus is known for its diverse alkaloid constituents.
- Isoquinoline alkaloids represent a significant class of plant-derived compounds with various biological activities.
- The isolation of novel chemical structures contributes to understanding plant chemical diversity.
Purpose of the Study:
- To isolate and characterize a novel alkaloid from the roots of Cissampelos glaberrima.
- To elucidate the chemical structure of the newly discovered compound.
- To classify the new compound within known alkaloid structural types.
Main Methods:
- Extraction and isolation of compounds from Cissampelos glaberrima root material.
- Structure elucidation using comprehensive spectroscopic data analysis (e.g., NMR, MS).
- Chemical derivatization, specifically conversion to a ketone, to support structural assignment.
Main Results:
- Isolation and identification of a novel isoquinoline alkaloid, eletefine (1).
- Eletefine is characterized by the presence of an oxocane ring, classifying it as a stephaoxocane type alkaloid.
- Spectroscopic data and chemical conversion confirmed the proposed structure of eletefine.
Conclusions:
- A new stephaoxocane-type isoquinoline alkaloid, eletefine, has been discovered in Cissampelos glaberrima.
- The study expands the known structural diversity of alkaloids from the Cissampelos genus.
- The findings highlight the potential of Cissampelos glaberrima as a source of novel natural products.

