Page 94 - Phytochemistry 2 (06-PG 605)
P. 94

Dimeric Vinca Alkaloids (Vindoline + Catharanthin Units)

                         Vinblastine and vincristine
       These are dimeric alkaloids having indole and dihydro-indole
nuclei. They differ in the presence of N-methyl group in vinblastine
and N-formyl group in vincristine. They have closely related
structures.

                             N

                 N
             H3COOC

                                       N

                       H3CO      N HO         OCOCH3
                                          COOCH3
             R = CHO            R
Vincristine  R = CH3
Vinblastine

Tests for identification
1. Vanillin /HCl reagent gives with:

   - Vinblastine a pink colour
   - Vincristine an orange-yellow colour
2. Para-dimethylaminobenzaldehyde (PDAB) reagent (Van-Urk's
reagent): gives vinca alkaloids in presence glacial acetic acid and
concentrated H2SO4 a reddish-brown colour.
Uses
 Vinblastine is used for treatment of Hodgkin's disease and
   carcinoma resistant to other therapy.
 Vincristine has a cytotoxic effect. It is used in treatment of
   leukemia in children.

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