Ghoneim Mohammed M, Elokely Khaled M, El-Hela Atef A, Mohammad Abd Elsalam I, Jacob Melissa, Cutler Stephen J, Doerksen Robert J, Ross Samir A
National Center for Natural Products Research, University of Mississippi, University, MS 38677, USA.
Department of Medicinal Chemistry and National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS 38677, USA.
Med Chem Res. 2014 Jul;23(7):3510-3515. doi: 10.1007/s00044-014-0928-x. Epub 2014 Feb 11.
Phytochemical study of the ethanolic extract of Salzm. et Viv. (Asphodelaceae) resulted in the isolation of two new compounds, methyl-1,4,5-trihydroxy-7-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate (), and (1) 3,10-dimethoxy-5-methyl-1-1,4-epoxybenzo[]isochromene () as well as three known compounds; 3,4-dihydroxy-methyl benzoate (), 3,4-dihydroxybenzoic acid (), and 6-methoxychrysophanol (). Compound showed a potent activity against methicillin-resistant (MRSA) and with IC values of 1.5 and 1.2 µg/mL, respectively. Compound showed antileishmanial activity with an IC value of 33.2 µg/mL. Compound is the first isochromene possessing a highly strained 1,4-epoxy moiety. The structure elucidation of isolated metabolites was carried out using spectroscopic data, the absolute configuration of based on optical rotation and electronic circular dichroism experiments and calculations.
对Salzm. et Viv.(日光兰科)乙醇提取物的植物化学研究导致分离出两种新化合物,即1,4,5 - 三羟基 - 7 - 甲基 - 9,10 - 二氧代 - 9,10 - 二氢蒽 - 2 - 羧酸甲酯()和(1)3,10 - 二甲氧基 - 5 - 甲基 - 1,4 - 环氧苯并[]异色烯()以及三种已知化合物;3,4 - 二羟基 - 甲基苯甲酸酯()、3,4 - 二羟基苯甲酸()和6 - 甲氧基大黄酚()。化合物对耐甲氧西林金黄色葡萄球菌(MRSA)显示出强效活性,其IC值分别为1.5和1.2μg/mL。化合物显示出抗利什曼原虫活性,IC值为33.2μg/mL。化合物是第一个具有高度张力的1,4 - 环氧部分的异色烯。使用光谱数据对分离出的代谢产物进行结构解析,基于旋光和电子圆二色性实验及计算确定的绝对构型。