Photochemical one-pot synthesis of vinblastine and vincristine.
The naturally occurring cytostatic dimer alkaloids vinblastine 1 and vincristine 2 were photochemically synthesized in slightly acidic aqueous solution from the monomer alkaloids catharanthine 3 and vindoline 4. Multi-centre reactions should obviously be involved and some of the principal photochemistry-associated phenomena here discussed are quite likely to be characteristic even to the biosynthetic reactions yielding vinblastine 1 and vincristine 2 in the cells of Catharanthus roseus.
Pennanen
S
S
Helsinki University of Technology, Department of Chemistry, Espoo, Finland.
Huhtikangas
A
A
D007202:Indicators and Reagents; D010777:Photochemistry; D014747:Vinblastine / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D014748:Vinca Alkaloids; D014750:Vincristine / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D014748:Vinca Alkaloids; C009667:vindoline; D014750:Vincristine; D014747:Vinblastine; C017836:catharanthine