Fluorescent Pteridine Derivatives as New Markers for the Characterization of Genuine Monofloral New Zealand Manuka (Leptospermum scoparium) Honey

New Zealand manuka honey is well-known for its unique antibacterial activity. Due to its high price and limited availability, this honey is often subject to honey fraud. Two pteridine derivatives, 3,6,7-trimethyl-2,4­(1H,3H)-pteridinedione and 6,7-dimethyl-2,4­(1H,3H)-pteridinedione, have now been i...

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Published inJournal of agricultural and food chemistry Vol. 64; no. 46; pp. 8886 - 8891
Main Authors Beitlich, Nicole, Lübken, Tilo, Kaiser, Martin, Ispiryan, Lilit, Speer, Karl
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 23.11.2016
Amer Chemical Soc
Subjects
Agriculture
Agriculture, Multidisciplinary
Anti-Bacterial Agents - chemistry
Chemistry
Chemistry, Applied
Discriminant Analysis
Fluorescence
Food Science & Technology
Honey - analysis
Leptospermum - chemistry
Life Sciences & Biomedicine
Magnetic Resonance Spectroscopy
New Zealand
Physical Sciences
Pteridines - chemistry
Quality Control
Science & Technology
X-Ray Diffraction
NMR
Leptospermum scoparium
genuine manuka honey
single-crystal X-ray diffraction
marker
FLD
PHENOLIC-ACIDS
FLAVONOIDS
PEROXIDE ANTIBACTERIAL ACTIVITY
IDENTIFICATION
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Summary:New Zealand manuka honey is well-known for its unique antibacterial activity. Due to its high price and limited availability, this honey is often subject to honey fraud. Two pteridine derivatives, 3,6,7-trimethyl-2,4­(1H,3H)-pteridinedione and 6,7-dimethyl-2,4­(1H,3H)-pteridinedione, have now been identified in New Zealand manuka honey. Their structures were elucidated by LC-QTOF-HRMS, NMR, and single-crystal X-ray diffraction after isolation via semipreparative HPLC. Their marker potential for authentic manuka honey was proved as both substances were detectable in neither the pollen-identical kanuka honey nor the nine other kinds of monofloral New Zealand honey analyzed (clover, forest, kamahi, pohutukawa, rata, rewarewa, tawari, thyme, and vipers bugloss). The fluorescence property of the pteridine derivatives can be used as an easy and fast TLC screening method for the authentication of genuine manuka honey. 6,7-Dimethyl-2,4­(1H,3H)-pteridinedione has been described for the first time.
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ISSN:0021-8561
1520-5118
DOI:10.1021/acs.jafc.6b03984