Structural modification of the cape jasmine pharmacodynamic constituent genipin
The pharmacological action on Alzheimer's disease of genipin has long been proved. In order to disclose the pharmacophore, structural modification of genipin was pursued in the current paper. The structural modifications included the employment of Swern reaction to turn semiacetal at position 1 into lactone, as well as hydroxyl group at position 10 into aldehyde. Selective hydrogenation was used to reduce the double bond at position 7 and 8. The yield for each step lies among 77％ to 90％. All the compounds synthesized here were identified with 1H-NMR, 13C-NMR and MS.
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