American Chemical Society
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Turrapubesins A and B, First Examples of Halogenated and Maleimide-Bearing Limonoids in Nature from Turraea pubescens

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posted on 2006-08-17, 00:00 authored by Xiao-Ning Wang, Sheng Yin, Cheng-Qi Fan, Fang-Dao Wang, Li-Ping Lin, Jian Ding, Jian-Min Yue
Two novel tetranortriterpenoids, turrapubesins A (1) and B (2), representing the first examples of halogenated and maleimide-bearing limonoids, were isolated from the twigs and leaves of Turraea pubescens. The structures of 1 and 2 were elucidated by extensive spectroscopic analysis. Their absolute configurations were determined by X-ray crystallography of 1 and by CD analysis of a dihydrogenated derivative of 2. Turrapubesin A (1) exhibited weak cytotoxicity against the P-388 tumor cell line.