Tangyuenyongwatana Prasan, Gritsanapan Wandee
Department of Pharmacognosy, Faculty of Pharmacy, Mahidol University, Bangkok, Thailand.
Planta Med. 2008 Sep;74(11):1403-5. doi: 10.1055/s-2008-1081302. Epub 2008 Jul 11.
The artificial formation of three fatty acid esters, ( E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl linoleate ( 1), ( E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl oleate ( 2) and ( E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl palmitate ( 3) originating during storage by the interaction of components in Prasaplai preparation was investigated. The artifacts were not formed when 0.1 mL of water or more was added to 1.0 g of the mixture (1 : 1) of Zingiber cassumunar and Nigella sativa even when stored for 20 days. This result showed that water was able to stop the esterification reaction. The formation of the artifacts by chemical reaction under water-free conditions was evaluated. ( E)-4-(3,4-dimethoxyphenyl)but-3-en-1-ol was mixed with linoleic acid in the presence of anhydrous Na (2)SO (4) and stored in a dessicator for 7 days. The artifact ( 1) was formed in 6.0 % yield. It was concluded that a water-free environment is necessary for the direct chemical formation of the artificial esters.
研究了在Prasaplai制剂储存期间,由各成分相互作用产生的三种脂肪酸酯,即亚油酸(E)-4-(3,4-二甲氧基苯基)丁-3-烯-1-醇酯(1)、油酸(E)-4-(3,4-二甲氧基苯基)丁-3-烯-1-醇酯(2)和棕榈酸(E)-4-(3,4-二甲氧基苯基)丁-3-烯-1-醇酯(3)的人工合成过程。当向1.0 g高良姜和黑种草子的混合物(1:1)中加入0.1 mL或更多水时,即使储存20天,这些人工产物也不会形成。该结果表明水能够阻止酯化反应。评估了在无水条件下通过化学反应形成人工产物的情况。在无水Na₂SO₄存在下,将(E)-4-(3,4-二甲氧基苯基)丁-3-烯-1-醇与亚油酸混合,并在干燥器中储存7天。人工产物(1)的产率为6.0%。得出的结论是,无水环境是人工酯直接化学合成所必需的。