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Gingerol
ββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββ
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Gingerol, genauer [6]-Gingerol ist eine wichtige geschmacksgebende Komponente des Ingwerrhizoms (Zingiber officinale).cite-ref-sigma-2-2[2] Gingerol ist die Hauptursache des scharfen Geschmacks von Ingwer.cite-ref-roempp-3-0[3]
Contents
β’ Verwandte Stoffe
β’ Analytik
β’ Wirkung
β’ Einzelnachweise
ββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββββ
Verwandte Stoffe
Bisher wurden in Ingwer neun Gingerole und verschiedene Shogaole, wie 6-,8-,10-Shogaol identifiziert. 6-Shogaol ist ein Abbauprodukt von [6]-Gingerol, welches durch Wasserabspaltung entsteht. Ebenfalls im Ingwer enthaltene und fΓΌr den Geschmack bedeutsame Stoffe sind Zingiberen und Zingiberol.
Analytik
Zur zuverlΓ€ssigen qualitativen und quantitativen Bestimmung von Gingerol in verschiedenen Untersuchungsmaterialien eignet sich nach adΓ€quater Probenvorbereitung die Kopplung der HPLC mit der Massenspektrometrie.cite-ref-4[4]cite-ref-5[5]cite-ref-6[6]cite-ref-7[7]cite-ref-8[8]cite-ref-9[9]cite-ref-10[10]
Wirkung
Man vermutet zum einen, dass Gingerole, insbesondere die Shogaole, auf den Vanilloid-Rezeptor wirken und so eine anti-inflammatorische Reaktion auslΓΆsen.cite-ref-sigma-2-3[2] Es konnte gezeigt werden, dass die Scharfstoffe (Gingerol, Shogaol) einen spezifischen Einfluss auf das Interleukin-/Cytokinmuster haben. Anhand des Interleukin-/Cytokinmusters kann man unterschiedliche Reaktionen auf eine Krankheit sehen.
Weiter konnte gezeigt werden, dass die Scharfstoffe die iNOS (inducable NO-Synthase) beeinflussen, was mΓΆglicherweise Auswirkungen auf die glatte Muskulatur hat und so eine Konstriktion oder Dilatation der GefΓ€Γe hervorruft.cite-ref-11[11]
Einzelnachweise
cite-note-roth-11. Datenblatt Gingerol (PDF) bei Carl Roth, abgerufen am 14. Dezember 2010.
cite-note-sigma-22. Datenblatt 6-Gingerol bei Sigma-Aldrich, abgerufen am 11. Juli 2024 (PDF).
cite-note-roempp-33. β Eintrag zu scharfer Geschmack. In: RΓΆmpp Online. Georg Thieme Verlag, abgerufen am 19. Juli 2014.
cite-note-44. β Y. Tao, W. Li, W. Liang, R. B. Van Breemen: Identification and quantification of gingerols and related compounds in ginger dietary supplements using high-performance liquid chromatography-tandem mass spectrometry. In: J Agric Food Chem., 57(21), 11. Nov 2009, S. 10014β10021. PMID 19817455.
cite-note-55. β C. Schoenknecht, G. Andersen, P. Schieberle: A novel method for the quantitation of gingerol glucuronides in human plasma or urine based on stable isotope dilution assays. In: J Chromatogr B Analyt Technol Biomed Life Sci., 1036-1037, 15. Nov 2016, S. 1β9. PMID 27700987.
cite-note-66. β Mukkavilli R, Yang C, Singh Tanwar R, Ghareeb A, Luthra L, Aneja R: Absorption, Metabolic Stability, and Pharmacokinetics of Ginger Phytochemicals., Molecules. 2017 Mar 30;22(4):553, PMID 28358331.
cite-note-77. β Li MQ, Hu XY, Wang YZ, Zhang ZM, Liu YF, Feng WS: Qualitative analysis on chemical constituents from different polarity extracted fractions of the pulp and peel of ginger rhizomes by ultra-high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry., Rapid Commun Mass Spectrom. 2021 Apr 30;35(8):e9029, PMID 33326132.
cite-note-88. β Fan S, Li B, Tian Y, Feng W, Niu L: Comprehensive characterization and identification of chemical constituents in Yangwei decoction using ultra high performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry., J Sep Sci. 2022 Mar;45(5):1006-1019, PMID 34962084.
cite-note-99. β Zhang S, DiMango E, Zhu Y, Saroya TK, Emala CW, Sang S: Pharmacokinetics of Gingerols, Shogaols, and Their Metabolites in Asthma Patients., J Agric Food Chem. 2022 Aug 10;70(31):9674-968, PMID 35916113.
cite-note-1010. β S. Lee, C. Khoo, C. W. Halstead, T. Huynh, A. Bensoussan: Liquid chromatographic determination of 6-, 8-, 10-gingerol, and 6-shogaol in ginger (Zingiber officinale) as the raw herb and dried aqueous extract. In: J AOAC Int., 90(5), Sep-Okt 2007, S. 1219β1226. PMID 17955965.
cite-note-1111. β Tzung-Yan Leea, Ko-Chen Leeb, Shih-Yuan Chena, Hen-Hong Chang: 6-Gingerol inhibits ROS and iNOS through the suppression of PKC-Ξ± and NF-ΞΊB pathways in lipopolysaccharide-stimulated mouse macrophages. In: Biochemical and Biophysical Research Communications, Band 382, Nr. 1, 24. April 2009, S. 134β139.