Page 105 - phytochemistry general program
P. 105

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

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