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Clinical pharmacy PharmD program Third level Phytochemistry-1 (PG-504)
Amygdalase Prunase
Glucose + Prunasin Glucose + Benzaldehyde + HCN
O CH-CN
Prunase
+
C H O 4 Gentiobiose Benzaldehyde + HCN
6
10
O
Emulsin or
C H O 2 Glucose + Benzaldehyde + HCN
6 11 5 Acid
Amygdalin
Detection of Cyanogenetic Glycosides:
Cyanogenetic glycosides can be detect in plant materials by Guignard , s test in which:
The plant material is crushed, moisten with warm water, then HCN is produced as a result of
hydrolysis of the glycoside can be detected by its reaction with sodium picrate to form sodium
isopurpurate, which has a brick-red.
Sulfur Containing Glycosides (Thioglycosides)
Ex.: Sinigrin
They are s-glycosides widely distributed in family Cruciferae.
Sinigrin: glycosides occurring in seeds of black mustard.
Sinalbin: glycosides occurring in white mustard seeds.
Hydrolysis of them, yields genins of thiocyanate structure (mustard oils).
Uses: rubefacients and counter irritants
The following is the general structure of thioglycosides
S Glucose
+
R C X Thioglycosides
N OSO 3
Sinigrin
Source
The glycosides and their specific enzymes ( myrosins ) are found in different cells in the seeds.
So, they do not interact until they are brought together by the destruction of the cell walls.
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