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Clinical pharmacy PharmD program                     Third level                          Phytochemistry-1 (PG-504)








                     Definition

                   The term  glycoside , however, applies to every compound that arises from the union
                     of:

                     a sugar   with a ny hydroxyl compound   through the hemi - acetal hydroxyl group of
                     the sugar.


                     Other definitions


                 •  Glycosides are formed by the linkage of the reducing group of a sugar molecule
                     to a non-sugar molecule.

                 •  Glycosides are non-reducing organic compounds that on hydrolysis yield:

                 1.  A sugar part (glycone) and

                 2.  A non-sugar part (aglycone, also called genin).


















               Hydrolysis of Glycosides


                   1.  Acid hydrolysis:

                        •  Cleavage of the glycosidic linkage upon heating with dilute acids to give
                            the free sugar and genin.
                        •  C-glycosides differs from other classes in non-hydrolysable by acids or
                            enzymes.


                          CH OH            Hydrolysis                       CH OH
                             2
                                                                               2
                                                                                         +   C H O   6
                                                                                               6
                                                                                                 12
                          O C H O    5                                     OH
                               6
                                  11

                The Glycoside                                                    The Genin                 The Glycone
                                                           116
                    (Salicin)                                                       (Saligenin)                  (Glucose)
   130   131   132   133   134   135   136   137   138   139   140