ERIC Number: EJ979771
Record Type: Journal
Publication Date: 2012-Jan
Abstractor: As Provided
Nature's Migraine Treatment: Isolation and Structure Elucidation of Parthenolide from "Tanacetum parthenium"
Walsh, Emma L.; Ashe, Siobhan; Walsh, John J.
Journal of Chemical Education, v89 n1 p134-137 Jan 2012
The purpose of this experiment is to provide students with the essential skills and knowledge required to perform the extraction, isolation, and structural elucidation of parthenolide from "Tanacetum parthenium" or feverfew. Students are introduced to a background of the traditional medicinal uses of parthenolide, while more modern applications of parthenolide are also presented. Clinical data supporting the use of feverfew in the treatment of migraine is presented. Methods outlining the accurate extraction and isolation of parthenolide from the powdered, dried flowering tops of feverfew are described. The experiment allows students to acquire and use such skills as extraction, flash column chromatography, and thin-layer chromatography. Structural elucidation is carried out on parthenolide using techniques such as infrared (IR) spectroscopy, high-resolution mass spectrometry (HRMS), and nuclear magnetic resonance (NMR) spectroscopy. Nuclear Overhauser enhancement spectroscopy (NOESY) and X-ray crystallography are employed to establish the three-dimensional conformation of the structure. The student can isolate parthenolide with an approximate yield of 0.2% and the experiment can be completed over two 3-h laboratory sessions. Finally, questions are provided in the student handout, requiring that students engage further in topics associated with the context of this practical. (Contains 3 figures.)
Descriptors: Chemistry, Spectroscopy, Science Instruction, Science Process Skills, Drug Therapy, Pain, College Science, Science Laboratories, Graduate Study, Undergraduate Study, Plants (Botany)
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: firstname.lastname@example.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Authoring Institution: N/A