African Journal of
Biotechnology

  • Abbreviation: Afr. J. Biotechnol.
  • Language: English
  • ISSN: 1684-5315
  • DOI: 10.5897/AJB
  • Start Year: 2002
  • Published Articles: 12227

Full Length Research Paper

Production of two intermediate taxoids, 2-hydroxy-5α,10β-diacetoxytaxadiene and 2-hydroxy-5α,10β,14β-triacetoxytaxadiene, from Taxus chinensis cell culture

  Ming-Bo Gao1,2,3, Wei Zhang1,4*, Xiang-GuoYue1,2 and Hong-Bin Xiao5  
  1Marine Bioproducts Engineering Group, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, China. 2Graduate School of the Chinese Academy of Sciences, Beijing, 100089, China. 3Key Laboratory of Biochemical Engineering (SEAC-ME), Dalian Nationalities University, Dalian, 116600, China. 4Molecular Bioprocessing and Bioproducts Laboratory, Department of Medical Biotechnology, School of Medicine, Flinders University, Adelaide, SA 5042, Australia. 5Medical Chemistry Group, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, China.
Email: [email protected]

  •  Accepted: 05 November 2010
  •  Published: 06 December 2010

Abstract

 

The production of taxuyunnanine C (Tc) (2α,5α,10β,14β-tetraacetoxytaxa-4(20),11(12)-diene) was significantly enhanced when Taxus chinensis cell cultures were treated with methyl jasmonate (MJA) or 2,3-dihydroxypropyl jasmonate (DHPJA), a newly synthesized jasmonate analog, in combination with in situabsorption. Along with the production of Tc, two intermediate taxoids were produced and purified. On the basis of liquid chromatography-mass spectrometry (LC-MS) and nuclear magnetic resonance (NMR) spectral data, the chemical structures of the two intermediate taxoids were found to be 2-hydroxy-5α,10β-diacetoxytaxadiene and 2-hydroxy-5α,10β,14β-triacetoxytaxadiene. This is the first study to report the production of these two taxoids using plant cell culture.

 

Key words: Taxus chinensis, taxuyunnanine C, methyl jasmonate, 2,3-dihydroxypropyl jasmonate, in situ absorption, 2-hydroxy-5α,10β-diacetoxytaxadiene, 2-hydroxy-5α,10β,14β-triacetoxytaxadiene.

Abbreviation

Abbreviations: Tc, Taxuyunnanine C; MJA, methyl jasmonate; DHPJA, 2,3-dihydroxypropyl jasmonate; LC-MS, liquid chromatography-mass spectrometry;NMR, nuclear magnetic resonance; GGPP, geranylgeranyl diphosphate; IPP,isoprenyl diphosphate; DAPP, dimethylallyl diphosphate; GGPPS, geranylgeranyl pyrophosphate synthase; TASY, taxadiene synthase; T5αH, taxadiene 5α-hydroxylase; HPLC, high performance liquid chromatography; HR-ESI-MS, high resolution electrospray ionization mass spectra; 6-BA, 6-benzyladenine; Vc,ascorbic acid; NAA, naphthaleneacetic acid; 2,4-D, 2,4-dichlorophenoxy-acetic acid; PVDF, polyvinylidenedifluoride; TLC, thin layer chromatography; TDAT,taxadiene acetyltransferase.