Page 104 - phytochemistry II -pharmD general
P. 104

OH

                                                             E

                                                               N

                                         CD

                     AB

           HO

Typical Steroidal Structure (Rubijervine)

                        E                                           N

    CD

AB                                            HO

                                               HO

                         Atypical Steroidal Alkaloid (Veratramine)
                              (C-nor, D-homo Steroidal Structure)

II)- The second type:
       Include ester alkaloids derived from highly hydroxylated alkamines of

atypical C-Nor D-homo steroidal ring system. The hydroxyl groups of the basic
alkamine structure are esterified by one to four molecules of the organic acid.
Acetic, -methylbuteric, angelic, tiglic, vanillic and veratric.
Examples of ester alkaloids of the second type are protoveratrine A&B, cevadine,
cevacine and veratridine. The alkaloid protoveratrine A is the 3,6,7,15 tetraester
of the alkamine protoverine.

                                                                       N

                                                                          OH

                                                                O5                           OH
                                              HO                       OH

                                                                                  OH
                                                                       OH

                                              OH OH

              Protoveratrine A                                         Protoverine
(Steroid ester alkaloid of second type)

                                         103
   99   100   101   102   103   104   105   106   107   108   109