Profiling of Alkaloids and Eremophilanes in Miracle Tea (Packera candidissima and P. bellidifolia) Products

Commercial preparations of the Mexican herbal drug known as “miracle tea” (Packera candidissima and P. bellidifolia) have been profiled qualitatively by HPLC and GC-MS. Eremophilanes (3–7) were the major components found in the hexane-soluble fraction, while pyrrolizidine alkaloids (PAs) were identi...

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Bibliographic Details
Published inJournal of natural products (Washington, D.C.) Vol. 75; no. 5; pp. 890 - 895
Main Authors Fragoso-Serrano, Mabel, Figueroa-González, Gabriela, Castro-Carranza, Erick, Hernández-Solis, Francisco, Linares, Edelmira, Bye, Robert, Pereda-Miranda, Rogelio
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society and American Society of Pharmacognosy 25.05.2012
Amer Chemical Soc
Subjects
Asteraceae - chemistry
Chemistry, Medicinal
Chromatography, High Pressure Liquid - methods
Gas Chromatography-Mass Spectrometry
Life Sciences & Biomedicine
Mexico
Molecular Structure
Naphthalenes - analysis
Pharmacology & Pharmacy
Plant Sciences
Pyrrolizidine Alkaloids - analysis
Science & Technology
Sesquiterpenes
Tea - chemistry
METABOLITES
PYRROLIZIDINE ALKALOIDS
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Summary:Commercial preparations of the Mexican herbal drug known as “miracle tea” (Packera candidissima and P. bellidifolia) have been profiled qualitatively by HPLC and GC-MS. Eremophilanes (3–7) were the major components found in the hexane-soluble fraction, while pyrrolizidine alkaloids (PAs) were identified in the alkaloid extracts. The content of free PAs and their N-oxides was determined for a total of 22 samples, and the results showed that the amount of these hepatotoxic compounds (0.0005–0.94% free PAs; 0.0004–0.55% N-oxides), through the presence of retrorsine (1) and senesionine (2) as the main constituents, may reach toxic levels. Hexane-soluble extracts from commercial presentations (dried whole plants) of both species afforded neoadenostylone (3), 6-(2-methylbutanoyloxy)-9-oxo-1-(10)-furanoeremophilene (4), and epineoadenostylone (5), in addition to methyl-4-hydroxyphenylacetate (8) and methyl-2-(1-hydroxy-4-oxocyclohexyl)acetate (9). Also, epicacalone (6) and the new compound 2β-hydroxyneoadenostylone (7) were isolated from P. bellidifolia.
ISSN:0163-3864
1520-6025
DOI:10.1021/np2009412