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Xenobiotica
the fate of foreign compounds in biological systems
Volume 21, 1991 - Issue 10
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Research Article

Biotransformation of 2-, 3-, and 4-methoxy-amphetamines by Cunninghamella echinulata

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Pages 1337-1346 | Received 18 Dec 1990, Accepted 03 Jun 1991, Published online: 22 Sep 2008
 

Abstract

1. Three methoxyamphetamine analogues have been incubated with Cunninghamella echinulata under different environmental and nutrient conditions.

2. The biotransformation of 4-methoxyamphetamine was inhibited by cobalt; the carbon source and other trace metals had no effect. The rate of biotransformation of 4-methoxyamphetamine and formation of 4-hydroxyamphetamine was greater in cultures incubated on 30° angle brackets rather than flat.

3. Carbon monoxide, ethanol and quinidine had a significant effect on methoxamph-etamine metabolism.

4. Metabolism was influenced by the position of the methoxy side-chain and substrate concentration. In day 7 samples the relative order for biotransformation was 3- > 4- > 2-methoxyamphetamine.

5. O-Demethylation was the major metabolic route in the biotransformation of 4-methoxyamphetamine but occurred to a lesser extent with 3-methoxyamphetamine, and was only a trace pathway with 2-methoxyamphetamine. N-acetylation was a trace pathway.

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