PCOG Glycosides Part 1 Flashcards
Yield one or more sugars among the product of hydrolysis
Glycosides
It is any molecule in which a sugar group is bonded through its anomeric carbon to another group via glycosidic bond
Glycosides
An aqueous solution hexoses and pentoses will cyclize forming
Alpha and beta forms
Linamarin is an o-glycoside derived from
D-glucose
Sinigrin is an S-glycoside derived from
D-glucose
Has an IN ending and the names indicate the source
Glycosides
Digitoxin is from
Digitalis
salicin from
Salix
Prunasin from
Prunus
The most frequently occurin sugar is
B-D-glucose
Rhamnose,digitoxose cymarose and other sugar are component of
Glycosides
When the sugar formed is glucose
Glucoside
When other sugar other than glucose is produced
Glycoside
Non sugar component of glycosides
Aglycone,aglycon,or genin
Sugar component of glycosides
Glycone
Imortanceof glycosides
Involved in its regulatory protective and sanitary functions of plants
Therapeutic agents
Occurences of glycosides
Widely distributed in plant kingdom-fruit,seeds,barks,leaves
Animals(relatively rare)
O-glycosides linkages
Phenol or OH group
N-glycoside linkage
N of amino group NH
S-glycosides linkage
S of thiol group
C-glycosides linkage
On C atom
Classification of the glycosides
Cardioactive steroid group
Anthraquinone
Saponin
Cyanophore
Glucosinolate
Flavonol
Alcohol
Aldehyde
Phenol
Related to steroids, CPPP nucleus
Sugar component is attached on the 3 position of the CPPP nucleus (cyclo,pentano,perhydro,phenanthrene)
2 aglycones- cardenolides, bufadienolides discovered from bufalin isolated from skin of toad
Cardiac glycosides
Leibermann-burchard test
Test the cardenolides/bufadienolides
Kedde reaction
Tests prescence of the lactone ring
The ability to increase the force of systolic contraction
Inotropic effect
What toxiity increases with the depletion of potassim ions
Digoxin toxicity
Sources of digitalis
Foxglove( D.purpurea)
Grecian foxglove (D.lanata)
Digitoxin
Gialoxin
Gitoxin
Digitalis Purpurea
Digoxin
Desacetyl lanatosde (deslanoside)
Digitalis lanata
More commonly used
Polar becase of the OH group in the structure
Easily eliminated therefore short acting
Digoxin
Pigeon-Used in the bioassay (potency)
Antidote-Digoxin immune fab
Inotropic agent
Digoxin
Lipophilic
Longer half life
Drug of choice for CHF but now it is used in the management of arrhythmia atril fibrillations
Digitoxin
Used for rapid digitalization
Deslanoside
Aka lily of the valley
Liliaceae
From Convallaria majalis
Convallaria
Active component of convallaria and not recommended
Convallotoxin
Black indian hemp
Dog bane
Apocynum cannabinum
Apocynum
Active constituent of apocynum which is also a cardiac glycoside
Cymarin
Aka pheasants eye
Adonis vernalis
Ranunculaceae
Adonis