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Related Experiment Video

Updated: Jul 17, 2026

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

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Indole alkaloids from Antirhea lucida.

B Weniger, W Rafik, J Bastida

|December 1, 1995

Summary

Researchers identified a novel indole alkaloid, N,N-methyl-3'-indolylmethyl-5-methoxytryptamine, alongside known compounds from Antirhea lucida roots. Structural elucidation was achieved using spectroscopic techniques.

Area of Science:

Phytochemistry
Natural Product Chemistry
Organic Chemistry

Background:

Investigation of the chemical constituents of Antirhea lucida (Sw.) Hook (Rubiaceae).
Focus on the isolation and structural characterization of alkaloids from plant roots.

Discussion:

Identification of a new indole alkaloid: N,N-methyl-3 -indolylmethyl-5-methoxytryptamine.
Isolation of known alkaloids: gramine, N,N-dimethyltryptamine, and 6-methoxy-2-methyl-1,2,3,4-tetrahydro-beta-carboline.
Confirmation of structures through comprehensive spectroscopic analysis.

Key Insights:

The roots of Antirhea lucida are a source of diverse indole alkaloids.
The study reports a previously undescribed indole alkaloid structure.
Spectroscopic methods are crucial for natural product structure elucidation.

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Outlook:

Further research into the biological activities of these isolated alkaloids.
Potential for discovery of other novel compounds in the Antirhea genus.
Contribution to the chemotaxonomic understanding of the Rubiaceae family.