Biotransformations of morphine alkaloids by fungi: N-demethylations, oxidations, and reductions

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Title:Biotransformations of morphine alkaloids by fungi: N-demethylations, oxidations, and reductions
Creators:
Chaudhary, Vigi
Leisch, Hannes
Moudra, Alena
Allen, Blake
De Luca, Vincenzo
Cox, D. Phillip
Hudlický, Tomáš
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 74, 7-8, pp. 1179-1193
Uncontrolled Keywords:Fungal biotransformations, Reduction, Morphine alkaloids, Oxidation, Demethylation

Abstract

Morphine alkaloids and some of its derivatives (morphine, codeine, thebaine, oripavine, hydrocodone, and oxycodone) were subjected to fermentations with six fungal strains. The alkaloids were transformed to a variety of products via biological oxidations, reductions, and oxidative demethylations. The strain <i>Cunninghamella echinulata</i> proved to be the most effective for demethylations of all of the above compounds, except for morphine. The time profile of the conversion of 3-[<sup>14</sup>CH<sub>3</sub>]thebaine to 3-[<sup>14</sup>CH<sub>3</sub>]northebaine by <i>C. echinulata</i> cultures was also determined.

Title:Biotransformations of morphine alkaloids by fungi: N-demethylations, oxidations, and reductions
Creators:
Chaudhary, Vigi
Leisch, Hannes
Moudra, Alena
Allen, Blake
De Luca, Vincenzo
Cox, D. Phillip
Hudlický, Tomáš
Uncontrolled Keywords:Fungal biotransformations, Reduction, Morphine alkaloids, Oxidation, Demethylation
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:74
Number:7-8
Page Range:pp. 1179-1193
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc2009025UNSPECIFIED
ID Code:4529
Item Type:Article
Deposited On:01 Sep 2009 12:41
Last Modified:01 Sep 2009 10:41

Citation

Chaudhary, Vigi; Leisch, Hannes; Moudra, Alena; Allen, Blake; De Luca, Vincenzo; Cox, D. Phillip; Hudlický, Tomáš (2009) Biotransformations of morphine alkaloids by fungi: N-demethylations, oxidations, and reductions. Collection of Czechoslovak Chemical Communications, 74 (7-8). pp. 1179-1193. ISSN 0010-0765

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