Constituents of Nelumbo nucifera leaves and their antimalarial and antifungal activity

被引:85
作者
Agnihotri, V. Jai K. [1 ]
ElSohly, Hala N. [1 ]
Khan, Shabana I. [1 ]
Jacob, Melissa R. [1 ]
Joshi, Vaishali C. [1 ]
Smillie, Troy [1 ]
Khan, Ikhlas A. [1 ,2 ]
Walker, Larry A. [1 ]
机构
[1] Univ Mississippi, Sch Pharm, Pharmaceut Sci Res Inst, Natl Ctr Nat Prod Res, University, MS 38677 USA
[2] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA
基金
美国农业部;
关键词
Nelumbo nucifera; Nelumbonaceae; 24(R)-Ethylcholest-6-ene-5 alpha-ol-3-O-beta-D-glucopyranoside; Roemerine; Antimalarial; SAR;
D O I
10.1016/j.phytol.2008.03.003
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
From the leaves of Nelumbo nucifera (an aquatic plant), one new compound, 24(R)-ethylcholest-6-ene-5 alpha-ol-3-O-beta-D-glucopyranoside (1), along with 11 known metabolites (2-12), were isolated and identified by spectroscopic methods including 1D- and 2D NMR. Antifungal activity for (R)-roemerine (3) (IC50/MIC = 4.5/10 mu g/mL against Candida albicans) and antimalarial activity for (R)-roemerine (3) and N-methylasimilobine (5) (IC50 = 0.2 and 4.8 mu g/mL for the D6 clone, respectively, and 0.4 and 4.8 mu g/mL for the W2 clone, respectively) was observed. None of the compounds were cytotoxic to Vero cells up to a concentration of 23.8 mu g/mL. NMR data for 10-eicosanol (7) and 7,11,15-trimethyl-2-hexadecanone (10) 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. (c) 2008 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:89 / 93
页数:5
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