Agnihotri Vijai K, ElSohly Hala N, Khan Shabana I, Jacob Melissa R, Joshi Vaishali C, Smillie Troy, Khan Ikhlas A, Walker Larry A
National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA.
Phytochem Lett. 2008 Aug 21;1(2):89-93. doi: 10.1016/j.phytol.2008.03.003. Epub 2008 Apr 10.
From the leaves of (an aquatic plant), one new compound, 24()-ethylcholest-6-ene-5α-ol-3--β-D-glucopyranoside (), along with 11 known metabolites (-), were isolated and identified by spectroscopic methods including 1D- and 2D NMR. Antifungal activity for ()-roemerine () (IC/MIC = 4.5/10 μg/mL against ) and antimalarial activity for ()-roemerine () and -methylasimilobine () (IC = 0.2 and 4.8 μg/mL for the D6 clone, respectively, and 0.4 and 4.8 μg/mL for the W2 clone, respectively) was observed. None of the compounds were cytotoxic to Vero cells up to a concentration of 23.8 μg/mL. NMR data for 10-eicosanol () and 7,11,15-trimethyl-2-hexadecanone () are presented for the first time. An analysis of the structure-activity relationship shows that the substituents in position C-1 and C-2 of aporphine alkaloids are crucial for the antimalarial activity.
从一种水生植物的叶子中,分离出一种新化合物24()-乙基胆甾-6-烯-5α-醇-3--β-D-吡喃葡萄糖苷(),以及11种已知代谢物(-),并通过包括一维和二维核磁共振在内的光谱方法进行了鉴定。观察到()-荷叶碱()的抗真菌活性(对的IC/MIC = 4.5/10 μg/mL)以及()-荷叶碱()和-N-甲基异波尔定碱()的抗疟活性(对D6克隆的IC分别为0.2和4.8 μg/mL,对W2克隆的IC分别为0.4和4.8 μg/mL)。在浓度高达23.8 μg/mL时,这些化合物对Vero细胞均无细胞毒性。首次给出了10-二十醇()和7,11,15-三甲基-2-十六烷酮()的核磁共振数据。结构-活性关系分析表明,阿朴啡生物碱C-1和C-2位的取代基对抗疟活性至关重要。