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Studies on lysergic acid diethylamide and related compounds. Part 8. Structural identification of new metabolites of lysergic acid diethylamide obtained by microbial transformation using Streptomyces roseochromogenes

Hisashi Ishii, Tetsukichi Niwaguchi, Yuji Nakahara, Makoto Hayashi

Journal of the Chemical Society Perkin Transactions 1 January 1, 1980 DOI: 10.1039/p19800000902 via Elsevier

Summary

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The fungus Streptomyces roseochromogenes transforms LSD into three products: a known compound, lysergic acid ethylamide, and two new compounds, lysergic acid ethylvinylamide and lysergic acid ethyl-2-hydroxyethylamide. Their structures were chemically determined.

Study at a glance

Characteristics Laboratory experiment Peer reviewed
Citations 6
Key finding Microbial transformation of LSD by Streptomyces roseochromogenes produces two new metabolites, lysergic acid ethylvinylamide and lysergic acid ethyl-2-hydroxyethylamide.

Abstract

Microbial transformation of lysergic acid diethylamide (1) by Streptomyces roseochromogenes gave a known product, lysergic acid ethylamide (5), and two new ones. The structures of these new metabolites have been chemically established as lysergic acid ethylvinylamide (7) and lysergic acid ethyl-2-hydroxyethylamide (8).

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