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Updated: May 8, 2026

Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade
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[Flavonoids from Humulus lupulus].

Wei-Ku Zhang1, Shou-Bao Wang, Cheng-Yu Fu

  • 1Department of Pharmacology, Institute of Clinical Medical Sciences, China-Japan Friendship Hospital, Beijing 100029, China. cpuzwk@163.com

Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica
|August 17, 2013
PubMed
Summary
This summary is machine-generated.

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Nine compounds were isolated from Humulus lupulus, including five novel compounds. These natural products were identified using advanced spectroscopic methods, expanding knowledge of plant-derived bioactive molecules.

Area of Science:

  • Phytochemistry
  • Natural Product Chemistry
  • Pharmacognosy

Background:

  • Humulus lupulus, commonly known as hops, is a rich source of bioactive compounds.
  • Flavonoids and prenylflavonoids from H. lupulus possess various biological activities.
  • Understanding the chemical constituents of H. lupulus is crucial for its medicinal and industrial applications.

Purpose of the Study:

  • To isolate and identify compounds from Humulus lupulus.
  • To characterize novel and known compounds using spectroscopic techniques.
  • To report the first-time isolation of specific compounds from this plant source.

Main Methods:

  • Column chromatography utilizing macroporous resin, silica gel, ODS, and Sephadex LH-20.
  • Preparative reversed-phase High-Performance Liquid Chromatography (HPLC).

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Last Updated: May 8, 2026

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  • Mass Spectrometry (MS) and Nuclear Magnetic Resonance (NMR) spectroscopy for structural elucidation.

    • Main Results:

    • Nine compounds were successfully isolated and purified.
    • The structures were identified as taxifolin, naringenin, chalconaringenin, acacetin, quercetin 3-O-beta-D-galactopyranoside, 6-prenylnaringenin, xanthohumol, desmethylxanthohumol, and xanthohumol B.
    • Compounds 1-5 represent the first reported isolation from Humulus lupulus.

    Conclusions:

    • The study successfully identified nine compounds from Humulus lupulus.
    • The structural elucidation was confirmed through comprehensive MS and NMR analysis.
    • This research contributes new phytochemical data regarding the constituents of Humulus lupulus.