ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Transformations of morphine, codeine and their analogues by Bacillus sp

Madyastha, KM and Reddy, GVB and Sridhar, GR (1998) Transformations of morphine, codeine and their analogues by Bacillus sp. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 37 (8). pp. 749-753.

Full text not available from this repository.
Official URL: http://www.niscair.res.in/ScienceCommunication/Res...

Abstract

A bacterial strain belonging to the genus Bacillus isolated by enrichment culture technique using morphine as a sole source of carbon transforms morphine and codeine into 14-hydroxymorphinone and 14-hydroxycodeinone as major and 14-hydroxymorphine and 14-hydroxycodeine as minor metabolites, respectively. When the N-methyl group in morphine and codeine are replaced by higher alkyl groups, the organism still retains its ability to carry out 14-hydroxylation as well as oxidation of the C-6-hydroxyl group in these N-variants, although the level of metabolites formed are considerably low. The organism readily transforms dihydromorphine and dihydrocodeine into only dihydromorphinone and dihydrocodeinone, respectively; suggesting that the 7,8-double bond is a necessary structural feature to carry out 14-hydroxylation reaction. The cell free extract (20,000 x g supernatant), prepared from morphine grown cells, transforms morphine into 14-hydroxymorphinone in the presence of NAD(+), but fails to show activity against testosterone. However, the cell free extract prepared from testosterone grown cells contains significant levels of 17 beta- hydroxysteroid dehydrogenase but shows no activity against morphine.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Keywords: Pseudomonas-Putida M10;Microbial-Degradation; Identification;Purification;Alkaloidspseudomonas-Putida M10;Microbial-Degradation;Identification;Purification; Alkaloids.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 12 Jul 2011 07:44
Last Modified: 12 Jul 2011 07:44
URI: http://eprints.iisc.ernet.in/id/eprint/38791

Actions (login required)

View Item View Item