Synthesis and Crystal Structure of Isosteviol Derivatives
Synthesis and Crystal Structure of Isosteviol Derivatives作者机构：Department of Chenmistry Zhengzhou University Zhengzhou 450052 Department of Chenmistry Zhengzhou University Zhengzhou 450052 Department of Chenmistry Zhengzhou University Zhengzhou 450052 Department of Chenmistry Zhengzhou University Zhengzhou 450052 Department of Chenmistry Zhengzhou University Zhengzhou 450052
出 版 物：《合成化学》 (Chinese Journal of Synthetic Chemistry)
年 卷 期：2004年第12卷第Z1期
页 面：76-76页
基 金：Supported by the National Natural Science Foundation of China (No. 20372059)
主 题：Synthesis and Crystal Structure of Isosteviol Derivatives
摘 要：Isosteviol (ent-16-ketobeyeran-19-oic acid, I) is a tetracyclic diterpenoid with a beyerane skeleton obtained by acid hydrolysis of stevioside.1 Several tetracyclic diterpenoids, specially the kaurenes, have important biological activities. Recent studies on the microbial transformation of isosteviol have revealed that it is metabolized by Cunninghamella bainieri, Actinoplanes sp., Mucor recurvatus, and Cunninghamella blackesleeana to yield five new metabolites.2 The hydroxylation pattern of these bioactive compounds may influence their binding on to the receptors, as was proposed for the Rabdosia diterpenoids. Therefore, the introduction of hydroxyl groups or unsaturated bonds in saturated and non-hydroxylated diterpenoids, like isosteviol, may enhance existing properties or lead to new biological activities. Although some beyeranes have been subjected to biotransformations by fungi,4 there are few report in the literature related the chemical transformation of Isosteviol. In the present study, we try to develop the chemical transformation of isosteviol and other beyeranes in order to obtaining some bioactive compounds with beyerane skeleton. Seven isosteviol derivatives, Ⅱ-Ⅷ, were therefore synthesized and characterized. The X-ray crystal strcture of H(R = H) was also determined.
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