Biomimetic synthesis of Tramadol

Tramadol has recently been isolated from the roots and bark of Nauclea latifolia. A plausible biosynthetic pathway has been proposed and the product-precursor relationship has been probed by (13)C position-specific isotope analysis. By further exploring this pathway, we demonstrate that a key step o...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2015-10, Vol.51 (77), p.14451-14453
Main Authors: Lecerf-Schmidt, Florine, Haudecoeur, Romain, Peres, Basile, Ferreira Queiroz, Marcos Marçal, Marcourt, Laurence, Challal, Soura, Ferreira Queiroz, Emerson, Sotoing Taiwe, Germain, Lomberget, Thierry, Le Borgne, Marc, Wolfender, Jean-Luc, De Waard, Michel, Robins, Richard J, Boumendjel, Ahcène
Format: Article
Language:English
Subjects:
Analgesics, Opioid - chemical synthesis
Bark
Biomimetics
Botanics
Chemical Sciences
Chromatography, High Pressure Liquid
Isotopes
Life Sciences
Magnetic Resonance Spectroscopy
Mass Spectrometry
Medication
Medicinal Chemistry
Pathways
Pharmaceutical sciences
Roots
Synthesis
Tramadol - chemical synthesis
Vegetal Biology
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Summary:Tramadol has recently been isolated from the roots and bark of Nauclea latifolia. A plausible biosynthetic pathway has been proposed and the product-precursor relationship has been probed by (13)C position-specific isotope analysis. By further exploring this pathway, we demonstrate that a key step of the proposed pathway can be achieved using mild conditions that mimic in vivo catalysis.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc05948h