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All 2 posts   Subject: Advances in Morphine Synthesis and Biosynthesis   Please login to post   Down

 
    yinga
(Hive Bee)
02-17-04 04:26
No 489214
      Advances in Morphine Synthesis and Biosynthesis
(Rated as: excellent)
    

Morphine Synthesis and Biosynthesis — An Update
Bennett H. Novak, Tomas Hudlicky, Josephine W. Reed, Johann Mulzer and Dirk Trauner
Current Organic Chemistry 4, 343-62 (2000) (http://www.brocku.ca/chemistry/faculty/hudlicky/pdf_reviews/CurrOrgChem-2000-4-343.pdf)

Abstract
This review covers recent developments in the area of morphine synthesis and biosynthesis.  Literature is reviewed since the publication of the last major review.   The first part of this chapter discusses recent advancements in biosynthesis of morphine alkaloids.  Total syntheses published since 1996 are reviewed next and the third section discusses all published approaches to morphine skeleton.  At the end of the chapter, an additional reference list is provided for synthesis of medicinally important derivatives, improvements in alkoloid interconversion, as well as a list of all dissertations dealing with morphine synthesis.

Many of the references in this article are also from this guy: http://www.brocku.ca/chemistry/faculty/hudlicky/publications.html
 
 
 
 
    Rhodium
(Chief Bee)
09-09-04 14:44
No 530496
User Picture 
      Biotransformation of Morphine to Hydromorphone     

Transformations of Morphine Alkaloids by Pseudomonas putida M10
Marianne T. Long, Anne M. Hailes, Gordon W. Kirby, and Neil C. Bruce
Applied and Environmental Microbiology, 61(10), 3645–3649 (1995)



Abstract
The oxidation of morphine by washed-cell incubations of Pseudomonas putida M10 gave rise to a large number of transformation products including hydromorphone (dihydromorphinone), 14β-hydroxymorphine, 14β-hydroxymorphinone, and dihydromorphine. Similarly, in incubations with oxymorphone (14β-hydroxydihydromorphinone) as substrate, the major transformation product was identified as oxymorphol (14β-hydroxydihydromorphine). The identities of all these biological products were confirmed by mass spectrometry and 1H nuclear magnetic resonance spectroscopy. This is the first report describing structural evidence for the biological synthesis of 14β-hydroxymorphine and 14β-hydroxymorphinone. These products have applications as intermediates in the synthesis of semisynthetic opiate drugs.

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