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The microbial oxygenation of the benzylisoquinoline alkaloid laudanosine

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Summary

The microbial transformation of the benzylisoquinoline alkaloid laudanosine by a strain ofPseudomonas putida gives a metabolite in which O-demethylation of 1 methoxyl group of ring C, and introduction of 1 ketonic oxygen at C9 and 1 phenolic oxygen at ring C have occurred. Also, O-methylcoripalline is formed in this transformation.

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References

  1. Shamma, M., The Isoquinoline Alkaloids. Academic Press, New York 1972.

    Google Scholar 

  2. Dhingra, P., in: Oxidations in Organic Chemistry. Ed. W.S. Trahanovsky. Academic Press, New York 1978.

    Google Scholar 

  3. Canonica, L., Galliani, G., Rindone, B., Tollari, S., Andreoni, V., and Galli Fossati, E., XII IUPAC International Symposium on the Chemistry of Natural Products, Tenerife, Spain, 21–27 September, 1980.

  4. Raymond, R.L., and Davis, R.E., Appl. Microbiol.8 (1960) 329.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Axelrod, J., Biochem. J.63 (1956) 634.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Ohashi, M., Wilson, J.M., Budzikiewicz, H., Shamma, M., Slusarchyk, W.A., and Djerassi, C., J. Am. chem. Soc.85 (1963) 2807; Tomita, M., Rurukawa, H., Kibuchi, T., Kato, A., and Ibuka, T., Chem. Pharm. Bull.14 (1966) 232.

    Article  CAS  Google Scholar 

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This work was supported by a CNR grant.

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Canonica, L., Galliani, G., Rindone, B. et al. The microbial oxygenation of the benzylisoquinoline alkaloid laudanosine. Experientia 39, 1273–1275 (1983). https://doi.org/10.1007/BF01990366

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  • DOI: https://doi.org/10.1007/BF01990366

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