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Biosynthesis of podophyllotoxin in linum album cell cultures

Seidel, V.P.M. and Windhövel, J. and Eaton, G. and Alfermann, W.A. and Aroo, R.R. and Medarde, M. and Petersen, M. and Woolley, J.G. (2002) Biosynthesis of podophyllotoxin in linum album cell cultures. Planta, 215 (6). pp. 1031-1039. ISSN 0032-0935

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Abstract

Cell cultures of Linum album Kotschy ex Boiss. (Linaceae) showing high accumulation of the lignan podophyllotoxin (PTOX) were established. Enzymological studies revealed highest activities of phenylalanine ammonia-lyase, cinnamyl alcohol dehydrogenase, 4-hydroxycinnamate:CoA ligase and cinnamoyl-CoA:-NADP oxidoreductase immediately prior to PTOX accumulation. To investigate PTOX biosynthesis, feeding experiments were performed with [2- 13 C]3¢,4¢-dimethoxycinnamic acid, [2-13 C]3¢,4¢-methylenedioxycinnamic acid (MDCA), [2-13C]3¢,4¢,5¢-trimethoxycinnamic acid,[2- 13C]sinapic acid, [2-13C]- and [2,3-13C2]ferulic acid.Analysis of the metabolites by HPLC coupled to tandem mass spectrometry revealed incorporation of label from ferulic acid into PTOX and deoxypodophyllotoxin (DOP). In addition, MDCA was also unambiguously incorporated intact into PTOX. These observations suggest that in L. album both ferulic acid and methylenedioxy-substituted cinnamic acid can be incorporated into lignans. Furthermore, it appears that, in this species, the hydroxylation of DOP is a rate-limiting point in the pathway leading to PTOX.

Item type: Article
ID code: 38723
Keywords: podophyllotoxin , biosynthesis, linum album, Pharmacy and materia medica, Plant Science, Genetics
Subjects: Medicine > Pharmacy and materia medica
Department: Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences
Related URLs:
    Depositing user: Pure Administrator
    Date Deposited: 27 Mar 2012 10:29
    Last modified: 04 Sep 2014 19:11
    URI: http://strathprints.strath.ac.uk/id/eprint/38723

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