TAILIEUCHUNG - Chemical transformation of Ent-Kaurane-type diterpenoids from Croton tonkinensis Gagnep. I - Hydrolysis, acetylation, and oxydation of Ent-18-acetoxy-7beta-hydroxykaur-165-en- 15-one
In our studies on the phytochemistry and biological activities of Croton tonkinensis Gagnep. (Euphorbiaceae) oriented by traditional medicine interesting biological activities of the plant were demonstrated in correlation with the ent-kaurane-type diterpenoid constituents. | Journal of Chemistry, Vol. 45 (3), P. 382 - 385, 2007 Chemical transformation of ent-kaurane-type diterpenoids from Croton tonkinensis Gagnep. I - Hydrolysis, Acetylation, and Oxidation of ent-18-acetoxy-7 -hydroxykaur-16-en-15-one Received 28 August 2006 Phan Minh Giang, Le Thi Hong Dung, Phan Tong Son Laboratory of Chemistry of Natural Products, Faculty of Chemistry College of Natural Science, Vietnam National University, Hanoi, Vietnam Summary In our studies on the phytochemistry and biological activities of Croton tonkinensis Gagnep. (Euphorbiaceae) oriented by traditional medicine interesting biological activities of the plant were demonstrated in correlation with the ent-kaurane-type diterpenoid constituents. The high accumulation of the active principle ent-18-acetoxy-7 -hydroxykaur-16-en-15-one (1) led to our recent study on the chemical modification of this lead compound. In this paper the transformations of 1 into several derivatives by hydrolysis, acetylation, and oxydation were reported. The cytotoxic activity against of the transformation products Hep-G2 and LU cells was evaluated. Keywords: Croton tonkinensis; Euphorbiaceae; ent-kaurane-type diterpenoid; chemical transformation; cytotoxicity I - Introduction Croton tonkinensis Gagnep. (Euphorbiaceae) is a small plant of 1 - 2 m high and known in Vietnamese as Kho sam Bac Bo or Kho sam cho la [1 - 3]. The plant occurs widely and also cultivated as a medicinal plant in northern Vietnam. Its dried leaves (Folium Tonkinensis) have been used in Vietnamese traditional medicine to treat boils, abscesses, impetigo, abdominal pain, dyspepsia, dysentry, gastric and duodenal ulcers. Moreover, it is a component of recipes applied to cure urticaria, leprosy, psoriasis, vaginitis due to trichomonas and genital organs prolapse. The studies on phytochemistry and biological activities of C. tonkinensis were oriented by traditional medicine. The anti-inflammatory activity of the 382 plant was assessed using the .
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