Isolation and characterization of 2-hydroxy-1,4-naphthoquinone (lawsone) from the powdered leaves of henna plant marketed in Ahwaz city of Iran
Isolation and characterization of 2-hydroxy-1,4-naphthoquinone (lawsone) from the powdered leaves of henna plant marketed in Ahwaz city of Iran
复制标题
DOI：
--
复制
发表时间：
2003
期刊：
影响因子：
--
通讯作者：
A. Ashnagar;A. Shiri
中科院分区：
文献类型：
--
作者：
A. Ashnagar;A. Shiri
关于指甲花的治疗效果和传统应用，尝试在不同极性和非极性溶剂中通过各种浸渍方法和索氏提取技术从伊朗Ahwaz市销售的指甲花叶中分离和纯化劳森。在热水中搅拌浸软粉末状的叶子约6小时，然后加入固体NaHCO 3，通过重力过滤悬浮液。将混合物合并并通过加入0.12M HCl酸化至pH 3。将滤液用乙醚萃取。将合并的醚相用水洗涤并经无水MgSO 4干燥。在旋转蒸发器上除去醚后，得到微红色固体物质作为粗产物。通过红外光谱和硅胶薄层色谱对劳森的分离过程进行了监测。使用EtOH：EtOAC（1：2 v/v）混合物作为移动的相在硅胶60上进行柱层析，导致形成不同的颜色区域。将粗产物（0.5 g）溶解于10 mL洗脱液中，并置于柱顶部并开始洗脱。取10 mL级分。收集了近50个级分。通过TLC监测所有级分的组成。级分25 - 40具有相同的Rf并含有劳森。产率非常低（约30 mg）（m.p.191 -194 ℃）。
Regarding the therapeutic effects and traditional applications of henna, it was tried to isolate and purify Lawsone from the leaves of henna marketed in Ahwaz city of Iran by various methods of maceration and Soxhlet extraction techniques in different polar and non-polar solvents. Maceration of the powdered leaves in hot water with stirring for around 6 hours was carried out followed by addition of solid NaHCO3.The suspension was filtered by gravity. The filtrates were combined and acidified to pH 3 by addition of 0.12 M HCl. The filtrate was extracted with diethyl ether. The combined ethereal phases were washed with water and dried over anhydrous MgSO4. After the removal of ether on a rotary evaporator, a reddish solid material was obtained as crude product. The progress of the isolation of Lawsone was monitored by IR spectroscopy and TLC on silica gel. Column chromatography on silica gel 60 with a mixture of EtOH:EtOAc (1:2 v/v) as the mobile phase resulted in the formation of different colour zones. The crude product (0.5 g) was dissolved in 10 mL of the eluent and placed at the top of the column and the elution was started. Fractions of 10 mL were taken. Almost 50 fractions were collected. The compositions of all fractions were monitored by TLC. Fractions 25 -40 had the same Rf and contained Lawsone. The yield was very low (around 30 mg) (m.p. 191-194 °C).