Catharanthus roseus
By
Lena kanaan
Introduction
Madagascar periwinkle, native to Madagascar. Other names
Cape periwinkle, and "old-maid".
 ornamental plant.
 evergreen subshrub or herbaceous plant growing to 1 m
tall.
 In the wild, it is an endangered plant.
 the main cause of decline is habitat destruction by slash
and burn agriculture.
 It is also however widely cultivated and is naturalised in
subtropical and tropical areas of the world
Medical Properties
 Leaves :
o vomitive.
o used in diabetes. enhanced secretion of insulin
o young leaves for stomach cramps
o alkaloids anti-cancer Cytochrome P450
oxidation enzymes Inhibition

o as application to wasp, bee stings.
Roots:
o purgative , vermifuge,
depurative , hemostatic.
o for dysentery.
o Antibacterial G+ more sensitive than Gantifungal, antiviral.
flowers:
o extract used for eyewash in
infants.
o asthma.
Solid-liquid extraction:
Two steps:

1) water extraction:
• Acidified water with HCl is optimum at 3.5 ph
• agitation ,hydrogen peroxide for best yield
• centrifugation

2)organic extraction:
• ethyl acetate
Active alkaloids
70 alkaloid
Most impotent are:
Vinblastine(VincaleukoblastineVLB)
- Vinleurosine (Leurosine)
- Vinrosidine (Leurosidine)
- Vincristine (Leurocristine,LC)
- 2 semi synthetic derivatives:
vindesine and vinorelbine
-
Vinblastine: C46H60N4O13S (velban)
Molecular Weight: 909.0526
More used
More stable
Less active
Less toxic
Hodgkin's disease (glands cancer)
Placenta(choriocarcinoma), Breast, lung, head and neck, and testicular
cancer

Vincristine: C46H56N4O10

(oncovin)

Molecular Weight: 824.97
Less used
Clear liquid
Less stable
More active
More toxic
Acute Leukemia especially in children
TLC: chloroform methanol (8:2) solvent

ceric ammonium sulphate reagent

Rf values:
0.77 for vinblastine
0.74 for vincristine
UV detection at 254 nm.
Synthesis from vinblastine

vinblastine

Vincristine
Mechanism of
Action
Active alkaloids
50

alkaloid
vinblastine
act by two mechanisms:

Active alkaloids
 At very low concentrations they suppress microtubule dynamics.
50 alkaloid
 at higher concentrations they reduce microtubule polymer mass.
 Recent findings indicate that they also produce microtubule
fragments by stimulating microtubule minus-end detachment from
their organizing centers.
 Also interfere with glutamic acid metabolism
 interferes with nucleic acid synthesis.

Vincristine mechanism is similar:
Stops division of cells
Enters cell during mitosis and blocks formation of microtubules of the mitotic
spindle during metaphase
loss of white blood cells and blood platelets
gastrointestinal problems
depression, muscle cramps

Vinblastine:
Causes birth defects so not used for pregnants
Bone marrow damage is dose limiting factor
Vincristine:
Neurotoxity is dose limiting factor
Causes damage to peripheral NS

hair loss
high blood pressure
vertigo and headaches.
summary
Catharanthus roseus:
leaves used in diabetes, alkaloids anti-cancer.
70 Active alkaloids: Vinblastine: More used Less toxic for Hodgkin's disease (glands
cancer), and others while Vincristine less used for Acute Leukemia
Vinblastine mechanism: interferes with nucleic acid synthesis.
Vincristine mechanism is similar.
TLC: chloroform methanol solvent
extraction procedures : Solid-liquid extraction
catharanthus roseus madagascar periwinkle

catharanthus roseus madagascar periwinkle

  • 1.
  • 3.
    Introduction Madagascar periwinkle, nativeto Madagascar. Other names Cape periwinkle, and "old-maid".  ornamental plant.  evergreen subshrub or herbaceous plant growing to 1 m tall.  In the wild, it is an endangered plant.  the main cause of decline is habitat destruction by slash and burn agriculture.  It is also however widely cultivated and is naturalised in subtropical and tropical areas of the world
  • 4.
  • 5.
     Leaves : ovomitive. o used in diabetes. enhanced secretion of insulin o young leaves for stomach cramps o alkaloids anti-cancer Cytochrome P450 oxidation enzymes Inhibition o as application to wasp, bee stings.
  • 6.
    Roots: o purgative ,vermifuge, depurative , hemostatic. o for dysentery. o Antibacterial G+ more sensitive than Gantifungal, antiviral.
  • 7.
    flowers: o extract usedfor eyewash in infants. o asthma.
  • 8.
    Solid-liquid extraction: Two steps: 1)water extraction: • Acidified water with HCl is optimum at 3.5 ph • agitation ,hydrogen peroxide for best yield • centrifugation 2)organic extraction: • ethyl acetate
  • 9.
  • 10.
    Most impotent are: Vinblastine(VincaleukoblastineVLB) -Vinleurosine (Leurosine) - Vinrosidine (Leurosidine) - Vincristine (Leurocristine,LC) - 2 semi synthetic derivatives: vindesine and vinorelbine -
  • 11.
    Vinblastine: C46H60N4O13S (velban) MolecularWeight: 909.0526 More used More stable Less active Less toxic Hodgkin's disease (glands cancer) Placenta(choriocarcinoma), Breast, lung, head and neck, and testicular cancer Vincristine: C46H56N4O10 (oncovin) Molecular Weight: 824.97 Less used Clear liquid Less stable More active More toxic Acute Leukemia especially in children
  • 12.
    TLC: chloroform methanol(8:2) solvent ceric ammonium sulphate reagent Rf values: 0.77 for vinblastine 0.74 for vincristine UV detection at 254 nm.
  • 13.
  • 14.
  • 15.
    vinblastine act by twomechanisms: Active alkaloids  At very low concentrations they suppress microtubule dynamics. 50 alkaloid  at higher concentrations they reduce microtubule polymer mass.  Recent findings indicate that they also produce microtubule fragments by stimulating microtubule minus-end detachment from their organizing centers.  Also interfere with glutamic acid metabolism  interferes with nucleic acid synthesis. Vincristine mechanism is similar: Stops division of cells Enters cell during mitosis and blocks formation of microtubules of the mitotic spindle during metaphase
  • 16.
    loss of whiteblood cells and blood platelets gastrointestinal problems depression, muscle cramps Vinblastine: Causes birth defects so not used for pregnants Bone marrow damage is dose limiting factor Vincristine: Neurotoxity is dose limiting factor Causes damage to peripheral NS hair loss high blood pressure vertigo and headaches.
  • 17.
    summary Catharanthus roseus: leaves usedin diabetes, alkaloids anti-cancer. 70 Active alkaloids: Vinblastine: More used Less toxic for Hodgkin's disease (glands cancer), and others while Vincristine less used for Acute Leukemia Vinblastine mechanism: interferes with nucleic acid synthesis. Vincristine mechanism is similar. TLC: chloroform methanol solvent extraction procedures : Solid-liquid extraction