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Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum

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Abstract

The production and accumulation of advanced glycation end products (AGEs) have been implicated in diabetes and diabetic complication. This study was conducted as a search for an AGE inhibitor from brown alga, Sargassum macrocarpum. Separation and purification were performed using AGEs inhibitory activity as an index, yielding isolation of 11 meroterpenoids, of which 3 were new compounds: macrocarquinoids A (1), B (6), and C (9). Their structures were elucidated using NMR spectral analysis with 2D techniques. All tested compounds showed AGEs inhibitory activity. Particularly, macrocarquinoid C (9) possessed the strongest activity (IC50: 1.0 mM) of isolated compounds. This activity was stronger than that of aminoguanidine (positive control).

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Acknowledgements

The authors thank Mr. Takahiko Ikemori, Ishikawa Prefecture Fisheries Research Center, for his assistance with the collection and classification of the alga.

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Authors and Affiliations

  1. Faculty of Bioresources and Environmental Science, Ishikawa Prefectural University, Nonoichi, Ishikawa, 921-8836, Japan

    Hiromi Niwa & Mitsuhiro Sekiguchi

  2. Showa Pharmaceutical University, Machida, Tokyo, 194-8543, Japan

    Shin-ichiro Kurimoto & Takaaki Kubota

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  1. Hiromi Niwa
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  2. Shin-ichiro Kurimoto
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  4. Mitsuhiro Sekiguchi
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Correspondence to Mitsuhiro Sekiguchi.

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Niwa, H., Kurimoto, Si., Kubota, T. et al. Macrocarquinoids A–C, new meroterpenoids from Sargassum macrocarpum. J Nat Med 75, 194–200 (2021). https://doi.org/10.1007/s11418-020-01449-y

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  • DOI: https://doi.org/10.1007/s11418-020-01449-y

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