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Methylation of Quercetin by Diazomethane and Hypoglycemic Activity of its Tetra-O-Methyl Ether

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The tetra-O-methyl ether of quercetin (QU) 3 (54%), 3,7,4′-tri-O-methyl ether 4 (30%), and a previously unreported 3,7,3-tri-O-methyl ether of QU 5 (7%) were obtained via methylation of QU by an excess of diazomethane in dioxane. Their structures were established using 2D NMR (1H–1H COSY, 1H–1H NOESY, 1H–13C HSQC, 1H–13C HMBC). Tetra-O-methyl ether of QU 3 exhibited pronounced hypoglycemic activity, reduced alloxan-induced hyperglycemia in rats by 44.5% compared to a control, and was 2.7 times more active than QU.

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Authors and Affiliations

  1. Bashkir State University, 32 Zaki Validi St., Ufa, 450076, Russia

    E. R. Karimova

  2. Ufa Institute of Chemistry, Special Structural Branch of Ufa Federal Research Center, Russian Academy of Sciences, 71 Prosp. Oktyabrya, 450054, Ufa, Russia

    L. A. Baltina, L. V. Spirikhin, T. A. Sapozhnikova, S. F. Gabdrakhmanova & N. S. Makara

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  1. E. R. Karimova
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  2. L. A. Baltina
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  3. L. V. Spirikhin
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  4. T. A. Sapozhnikova
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  5. S. F. Gabdrakhmanova
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  6. N. S. Makara
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Corresponding author

Correspondence to L. A. Baltina.

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Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2020, pp. 718–721.

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Karimova, E.R., Baltina, L.A., Spirikhin, L.V. et al. Methylation of Quercetin by Diazomethane and Hypoglycemic Activity of its Tetra-O-Methyl Ether. Chem Nat Compd 56, 837–841 (2020). https://doi.org/10.1007/s10600-020-03164-2

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  • DOI: https://doi.org/10.1007/s10600-020-03164-2

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