TY - JOUR
T1 - Nature's antidepressant for mild to moderate depression
T2 - Isolation and spectral characterization of hyperforin from a standardized extract of St. John's Wort (Hypericum perforatum)
AU - Chrea, Bopha
AU - O'Connell, Juliette A.
AU - Silkstone-Carter, Orlando
AU - O'Brien, John
AU - Walsh, John J.
N1 - Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.
PY - 2014/3/11
Y1 - 2014/3/11
N2 - St. John's wort (Hypericum perforatum) is a medicinal plant that has been used throughout history to treat depression. Its active constituent, hyperforin, inhibits neuronal uptake of monoamines and has been shown to be effective in the treatment of mild to moderate depression. However, hyperforin is highly unstable, sensitive to the effects of heat, light, oxygen, and lipophilic solvents. Despite this extensive degradation potential, this laboratory experiment has been optimized to allow upper-level undergraduate students studying nature's medicines to isolate purified hyperforin from a standardized preparation by employing a number of techniques, such as purging mobile phases with nitrogen gas to remove oxygen and using amber sample tubes to protect purified fractions from light. Using these conditions, hyperforin is stable in a methanolic solution, and students take advantage of this factor during the isolation. Students acquire skills in the isolation and stabilization of a highly unstable molecule through use of flash column chromatography and carry out structure elucidation using a variety of spectroscopic methods. The experiment can be conducted over one three-hour laboratory period. A crossword puzzle to assess student learning following the experiment enables a comprehensive and engaging education, allowing appreciation of the journey of medicinal plant from bench to bedside.
AB - St. John's wort (Hypericum perforatum) is a medicinal plant that has been used throughout history to treat depression. Its active constituent, hyperforin, inhibits neuronal uptake of monoamines and has been shown to be effective in the treatment of mild to moderate depression. However, hyperforin is highly unstable, sensitive to the effects of heat, light, oxygen, and lipophilic solvents. Despite this extensive degradation potential, this laboratory experiment has been optimized to allow upper-level undergraduate students studying nature's medicines to isolate purified hyperforin from a standardized preparation by employing a number of techniques, such as purging mobile phases with nitrogen gas to remove oxygen and using amber sample tubes to protect purified fractions from light. Using these conditions, hyperforin is stable in a methanolic solution, and students take advantage of this factor during the isolation. Students acquire skills in the isolation and stabilization of a highly unstable molecule through use of flash column chromatography and carry out structure elucidation using a variety of spectroscopic methods. The experiment can be conducted over one three-hour laboratory period. A crossword puzzle to assess student learning following the experiment enables a comprehensive and engaging education, allowing appreciation of the journey of medicinal plant from bench to bedside.
KW - Chromatography
KW - Drugs/Pharmaceuticals
KW - Hands-On Learning/Manipulatives
KW - Laboratory Instruction
KW - NMR Spectroscopy
KW - Natural Products
KW - Organic Chemistry
KW - Plant Chemistry
KW - Thin Layer Chromatography
KW - Upper-Division Undergraduate
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U2 - 10.1021/ed300800f
DO - 10.1021/ed300800f
M3 - Article
AN - SCOPUS:84897786075
SN - 0021-9584
VL - 91
SP - 440
EP - 442
JO - Journal of Chemical Education
JF - Journal of Chemical Education
IS - 3
ER -