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





                                                 /HCOOH
                                                 Formic acid





                          Sesquicitronellene
                                                                     Bisabolene
                                                                 Precursor of bisabolol
                                                                  (anti-inflammatory)
              B- Monocylic Sesquiterpenes:


              1- Bisabolene

              2- Zingibrene:

              Occurrence: Oil of ginger.
                                                                                                   Zingibrene
              Preparation: by fractional distillation.

                   Dehydrogenated with sulfur to give the naphthalene hydrocarbon “Cadalene”.




                                       / S





              Zingiberene                                    Cadalene
                                                     (Naphthalene derivative)

              C- Bicyclic sesquiterpenes:

                 1-  Naphthalene derivative: e.g. Cadinene

              Occurrence: Oil of cade (Juniper).

              Preparation: by preparation of dihydrochloride and recovered on treatment with aniline.

              Uses: for scenting soaps.

              Properties: on heating with sulfur, gives the naphthalene hydrocarbon “cadalene”.



                                                                        x

                             / S                     HCl gas                       x


              2 - Azulene derivative:
                                                      Aniline
                 •  2 fused rings 5- and 7-membered.
                                    Cadinene
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