The Soil Geun-acetic Acid Derivatives

Tu-Jin-Pi, the root and trunk barks of Pseudolanix kaempferi Gord, has been used in the treatment of dermatological fungal infections in folkloric medicine. Pseudolarix acid B, a compound isolated from the extracts of Tu-Jin-Pi, has been shown to possess significant cytotoxicity for different tumor cell lines and relatively low toxicity. Otherwise, it is active against most of the Candida and Torulopsis species. In our previous work, we have isolated pseudolarix acid B from Tu-Jin-Pi and have synthesized some known hydrolyzed derivatives. In order to find their relationship of structure and activity and to search for drugs with more potent antitumor and antifungi activities, we have synthesized derivatives of Pseudolarix acid B with different ester groups by considering the special structure of pseudolarix acid B and the pharmacological activities of known hydrolyzed derivatives, And two different esteration methods respectively using EDC and CC have been studied. Pharmacological tests showed that most of the derivatives synthesized possessed antitumor and antifungi activities in vitro. Based on the experiment results, the relationships of structure and activity are discussed.In this paper, 18 target compounds and intermediates are synthesized and 14 compounds are new. All compounds are identified by IR, 1H-NMR and MS.