Page 61 - phytochemistry general program
P. 61

The optically inactive (racemic mixture) dl-form occurs in atropine. .2
                                                                2- Atropic acid in apoatropine.

COOH                              COOH

C CH2O H                          C CH2O H
        H                                  H

(-) - Tropic acid             (+) - T ropic acid

                       COOH

                                                                 Atropic acid

                                                                              Atropine .1

                                                                                             Occurrence
Atropine is obtained from Atropa belladonna, Hyoscyamus, Datura and

                                                                                      Duboisia species.

                                                                      Me

                                                                   N

                         H    OH
                           H

                   O

                                                                                   O

                                  Atropine (dl (±) hyoscyamine)

                                                                                               Properties

It is the racemic form (dl-mixture) of hyoscyamine, so it is optically inactive
(consisting of equimolar mixture of d-tropic & l-tropic esters). It is formed from

                                               hyoscyamine during the process of extraction.

Atropine is readily hydrolysed by treatment with alkali or dilute acid yielding
tropic acid and tropine. Atropine SO4 is the most commonly used form among its

                                                                     salts for medicinal purposes.

                                                                                                         Uses

                   59
   56   57   58   59   60   61   62   63   64   65   66