Neutral and Basic Taxoid Contents in the Needles of Taxus Species

Abstract

The concentrations of paclitaxel, 10-deacetylbaccatin III (10-DAB III), basic taxoids (= “total alkaloids”, TA), taxine B and isotaxine B (= “taxines B”, TBS) in the dried needles of 127 trees belonging to 30 Taxus cultivars and species were determined by HPLC. Neutral and basic taxoid contents varied in individual trees within species as well as among varieties and species. The objective of this large analysis was to select the highest-yielding trees for each metabolite.

References

• 1 Wani  M C,, Taylor  H L,, Wall  M E,, Coggon  P,, McPhail  A T.. Plant antitumor agents. VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia.  J. Am. Chem. Soc.. 1971;;  93 2325-7
• 2 Chauvière  G,, Guénard  D,, Picot  F,, Sénilh  V,, Potier  P.. Analyse structurale et étude biochimique de produits isolés de l’If: Taxus baccata L. (Taxacées).  C. R. Acad. Sci., Paris. 1981;;  293 501-3
• 3 Graf  E,, Weinandy  S,, Koch  B,, Breitmaier  E.. ¹³C-NMR-Untersuchung von Taxin B aus Taxus baccata L.  Liebigs Ann. Chem.. 1986:;  1147-51
• 4 Ettouati  L,, Ahond  A,, Poupat  C,, Potier  P.. Révision structurale de la taxine B, alcaloïde majoritaire des feuilles de l'if d'Europe, Taxus baccata. .  J. Nat. Prod.. 1991;;  54 1455-8
• 5 Denis  J-N,, Greene  A E,, Guénard  D,, Guéritte-Voegelein  F,, Mangatal  L,, Potier  P.. A highly efficient, practical approach to natural taxol.  J. Am. Chem. Soc.. 1988;;  110 5917-9
• 6 Guénard  D,, Guéritte-Voegelein  F,, Potier  P.. Taxol and Taxotere: discovery, chemistry, and structure-activity relationships.  Accounts Chem. Res.. 1993;;  26 160-7
• 7 Wiegerinck  P HG,, Fluks  L,, Hammink  J B,, Mulders  J E,, de Groot  F MH,, van Rozendaal  E LM,, Scheeren  H W.. Semi-synthesis of some 7-deoxypaclitaxel analogs from Taxine.  B. J. Org. Chem.. 1996;;  61 7092-100
• 8 Poujol  H,, Al Mourabit  A,, Ahond  A,, Poupat  C,, Potier  P.. Taxoïdes: 7-déshydroxy-10-acétyldocétaxel et nouveaux analogues préparés à partir des alcaloïdes de l'If.  Tetrahedron. 1997;;  53 12575-94
• 9 Sénilh  V,, Colin  M,, Guéritte  F,, Guénard  D.. Variations saisonnières de la 10-désacétylbaccatine III dans les aiguilles de Taxus baccata. 1985: unpublished results
• 10 Griffin  J,, Hook  I.. Taxol content of Irish yews.  Planta Medica. 1996;;  62 370-2
• 11 Hook  I,, Poupat  C,, Ahond  A,, Guénard  D,, Guéritte  F,, Adeline  M-T,, Wang  X-P,, Dempsey  D,, Breuillet  S,, Potier  P.. Seasonal variations of neutral and basic taxoids in shoots of Taxus baccata growing in Ireland and France.  Phytochemistry. 1999;  52-1041 - 5
• 12 Hook  I,, Dempsey  D,, Poupat  C,, Ahond  A,, Guénard  D,, Guéritte  F,, Breuillet  S,, Wang  X-P.. Seasonal variation of neutral and basic taxoids in shoots of Taxus baccata var. fastigiata growing in Ireland. Preliminary communication in International Symposium Antitumor Products from Higher Plants, Paris,; 8 - 10 January 1998
• 13 Adeline  M-T,, Wang  X-P,, Poupat  C,, Ahond  A,, Potier  P.. Evaluations of taxoids from Taxus sp. crude extracts by high performance liquid chromatography.  J. Liq. Chrom. & Rel. Technol.. 1997;;  20 3135-45