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Analysis of four pentacyclic triterpenoid acids in several bioactive botanicals with gas and liquid chromatography and mass spectrometry detection
Author(s) -
Moldoveanu Serban C.,
Scott Wayne A.
Publication year - 2016
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.201501041
Subject(s) - chemistry , oleanolic acid , ursolic acid , chromatography , betulinic acid , mass spectrometry , tandem mass spectrometry , triterpene , gas chromatography , gas chromatography–mass spectrometry , gas chromatography/tandem mass spectrometry , triterpenoid , stereochemistry , medicine , alternative medicine , pathology , biology , genetics
Several pentacyclic triterpenoid acids including betulinic, oleanolic, and ursolic acids were reported to have health beneficial properties such as antiviral and anti‐inflammatory properties, as well as the capability to inhibit “in vitro” the development of various cancer cell types. For this reason betulinic, oleanolic, and ursolic acids are used as neutraceuticals. For the analysis of the pentacyclic triterpenoid acids in complex plant materials, an improved scheme was developed, involving a qualitative screening using silylation and gas chromatography with mass spectrometry analysis, followed by quantitation using a novel liquid chromatography with tandem mass spectrometry procedure. The use of the two methods provides more reliable information regarding the plant materials with unknown composition. Besides betulinic, oleanolic, and ursolic acids that were analyzed, by this procedure a fourth pentacyclic triterpenoid acid was identified and quantitated that was not previously reported to be present in plants. This acid has been identified as 3β‐3‐hydroxy‐lupa‐18,20(29)‐dien‐28‐oic acid. The newly identified acid has a structure as a derivative of lupane, although lupane with a double bond in the 18‐position was not previously reported as present in plants. The new liquid chromatography with tandem mass spectrometry procedure developed for this study offers a very low limit of quantitation, excellent precision, and robustness. Rosemary was found to contain the largest levels of pentacyclic triterpenoid acids among all the analyzed botanicals.

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