Cheng Yuan-Bin, Chien Yi-Ting, Lee Jin-Ching, Tseng Chin-Kai, Wang Hui-Chun, Lo I-Wen, Wu Yi-Hung, Wang Sheng-Yang, Wu Yang-Chang, Chang Fang-Rong
Graduate Institute of Natural Products, College of Pharmacy, and ‡Department of Biotechnology, College of Life Science, Kaohsiung Medical University , Kaohsiung, Taiwan.
J Nat Prod. 2014 Nov 26;77(11):2367-74. doi: 10.1021/np5002829. Epub 2014 Oct 20.
Fractionation of an ethanol-soluble extract of the seeds of Swietenia macrophylla yielded six new limonoids, swielimonoids A-F (1-6), along with 20 known compounds. Compounds 1 and 2, mexicanolide-type limonoids, were assigned with an α,β-unsaturated δ-lactone moiety (ring D) and a C═C bond between C-8 and C-30. Compounds 3-6 could be categorized as highly oxygenated phragmalin-type limonoids. The structures of these new compounds were elucidated through the interpretation of spectroscopic data. The antidengue virus 2 activities of the isolated components from S. macrophylla were investigated, and of 12 compounds subjected to bioassay, compounds 2 and 7-10 were found to show inhibitory activity in the range 3.5 to 12.5 μM. Among these, the new limonoid 2 exhibited significant antiviral activity (EC50 = 7.2 ± 1.33 μM) with a selectivity index (CC50/EC50) value of >27.7.
对大叶桃花心木种子的乙醇提取物进行分级分离，得到了6个新的柠檬苦素类化合物，即大叶桃花心木苦素A - F（1 - 6），以及20个已知化合物。化合物1和2为墨西哥内酯型柠檬苦素类化合物，具有一个α,β - 不饱和δ - 内酯部分（D环）以及C - 8和C - 30之间的碳碳双键。化合物3 - 6可归类为高度氧化的苦楝素型柠檬苦素类化合物。通过光谱数据解析阐明了这些新化合物的结构。对从大叶桃花心木中分离得到的成分的抗登革病毒2活性进行了研究，在接受生物测定的12种化合物中，发现化合物2以及7 - 10在3.5至12.5 μM的浓度范围内表现出抑制活性。其中，新的柠檬苦素类化合物2表现出显著的抗病毒活性（EC50 = 7.2 ± 1.33 μM），选择性指数（CC50/EC50）值大于27.7。
