The production of podophyllotoxin and its 5-methoxy derivative through bioconversion of cyclodextrin-complexed desoxypodophyllotoxin by plant cell cultures |
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Authors: | Wim Van Uden Aart S. Bouma Jan F. Bracht Waker Oskar Middel Harry J. Wichers Pieter De Waard Herman J. Woerdenbag Richard M. Kellogg Niesko Pras |
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Affiliation: | (1) Department of Pharmaceutical Biology, University Centre for Pharmacy, Groningen Institute for Drug Studies, University of Groningen, A. Deusinglaan 2, NL-9713 AW Groningen, The Netherlands;(2) Laboratory for Organic and Molecular Anorganic Chemistry, University of Groningen, Nijenborgh 4, NL-9747 AG Groningen, The Netherlands;(3) ATO Agrotechnological Research Institute, Haagsteeg 6, NL-6708 PM Wageningen, The Netherlands |
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Abstract: | The bioconversion of the lignan desoxypodophyllotoxin by cell suspensions of Linum flavum and of Podophyllum hexandrum was investigated. The apolar substrate could be easily dissolved in the culture medium at a concentration of 2 mM by complexation with dimethyl- -cyclodextrin. Growth parameters of the cell suspensions were not affected by either the addition of cyclodextrin itself, or when cyclodextrin-complexed desoxypodophyllotoxin was present in the medium. The complexed lignan disappeared from the medium within 7 days for both cell cultures. Cellularly only small amounts of desoxypodophyllotoxin were found. After feeding of desoxypodophyllotoxin, the cell culture of L. flavum accumulated 5-methoxypodophyllotoxin and 5-methoxypodophyllotoxin- -D-glucoside. After 7 days a total maximal content of 2.38% on a dry weight basis of 5-methoxypodophyllotoxin was formed, corresponding with 249 mg l-1 suspension. The highest bioconversion percentage of 52.3% was found at day 14. The desoxypodophyllotoxin-fed culture of P. hexandrum accumulated podophyllotoxin and its -D-glucoside with a maximal content of 2.87% on a dry weight basis after 9 days, corresponding with 192 mg 1-1 suspension. The highest bioconversion percentage of 33.2% was also found at day 9. |
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Keywords: | Glucosides Linum flavum 5-methoxypodophyllotoxin podophyllotoxin Podophyllum hexandrum |
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