Bioconversion of codeine to semi-synthetic opiate derivatives by the cyanobacterium <Emphasis Type="Italic">Nostoc muscorum</Emphasis> |
| |
Authors: | Somayeh Niknam Mohammad Ali Faramarzi Khosrou Abdi Mojtaba Tabatabaei Yazdi Mohsen Amini Hossein Rastegar |
| |
Institution: | (1) Department of Pharmaceutical Biotechnology, Biotechnology Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, P.O. Box 14155-6451, 14174 Tehran, Iran;(2) Department of Medical Biotechnology, Faculty of Advanced Medical Technologies, Tehran University of Medical Sciences, 14174 Tehran, Iran;(3) Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, 14174 Tehran, Iran;(4) Food & Drug Laboratory Research Center, Ministry of Health & Medical Education, Tehran, Iran; |
| |
Abstract: | Very limited studies have been done to investigate the algal biotransformation of codeine to its opioid derivatives. On the
other hand, microalgae have been recently introduced as potential tools for green synthesis of various organic compounds.
In the present work, the capability of biotransformation of codeine by a locally isolate strain of cyanobacterium, Nostoc muscorum, was evaluated. Incubation of the whole cells of Nostoc muscorum with codeine (I) under continuous light photoregime of 60 μmol photons/m2s at 25°C for 5 days gave rise to four transformation products. The bioproducts were separated by gas chromatography and identified
as 6-acetylcodeine (II), oxycodone (III), norcodeine (IV), morphine (V) and based on their mass spectra. Observed modifications included O-demethylation, N-demethylation, C6-acetylation, C14-hydroxilation,
Δ7-reduction, and C6-oxidation. The ability of N. muscorum to convert codeine to oxycodone (III) represents an uncommon pattern of codeine metabolism in microorganisms that may be of industrial importance. |
| |
Keywords: | |
本文献已被 SpringerLink 等数据库收录! |
|