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


                        •  Thymoquinone possesses hepatoprotctive activity comparable with
                            Silymarin and inhibits leucotrienes and thromboxane synthesis which
                            could help in treatment of cough.
                        •  Thymoquinone is antioxidant

                3- Eugenol

                                                                                           OH
              Occurrence: in clove oil
                                                                                                  OCH  3

              Isolation: by 5% KOH method.

              Characters:


              Oily liquid with clove-like odour & burning spicy taste.

              It gives a blue color with FeCl3.                                         Eugenol


              K-eugenate is a needle shape crystals formed by addition KOH to eugenol in microscale.
                                              (Microcrystallization Test)


              Heating eugenol with KOH isomerise it to isoeuginol






              Uses:

                 1.  Local anaethetic & antiseptic in toothache remedies
                 2.  combined with zinc oxide to form  zinc oxide eugenol which has applications in
                     dentistry
                 3.  Spice & flavouring agent
                 4.  Potential hypocholesterolemic agent.
                 5.  Synthesis of vanillin (not practical)

                  OH              OK               OAc              OAc                   OH
                         OCH   3         OCH   3           OCH  3          OCH   3               OCH   3


                         alkai             Ac             (O)                OH


                                                                                             Vanillin
               Eugenol                                              CHO                   CHO








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