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Neuroprotective coumarins from the root ofAngelica gigas: Structure-activity relationships

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Abstract

An n-butanol-soluble fraction of the root ofAngelica gigas Nakai (Umbelliferae) exhibited significant protection against glutamate-induced toxicity in primary cultured rat cortical cells. Using neuroprotective activity-guided fractionation, nine coumarins; marmesinin (1), nodakenin (2), columbianetin-O-β-D-glucopyranoside (3), (S)-peucedanol-7-O-β-D-glucopyranoside (4), (S)-peucedanol-3′-O-β-D-glucopyranoside (5), skimmin (6), apiosylskimmin (7), isoapiosylskimmin (8) and magnolioside (9), were isolated from the n-butanol fraction. Of these nine coumarins, three dihydrofuranocoumarins;1, 2 and3, exhibited significant neuroprotective activities against glutamate-induced toxicity, exhibiting cell viabilities of about 50% at concentrations ranging from 0.1 to 10 μM. To explore the structure-activity relationships of coumarins, sixteen previously isolated compounds;10–25, were simultaneously evaluated in the same system. Our results revealed that cyclization of the isoprenyl group, such as dihydropyran or dihydrofuran, or the furan ring at the C-6 position of coumarin, as well as lipophilicity played an important role in the neuroprotective activity of coumarins.

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Authors and Affiliations

  1. Division of Food Science and Aqualife Medicine, Chonnam National University, 550-749, Yeosu, Chonnam, Korea

    So Young Kang

  2. College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University, 151-742, Seoul, Korea

    Young Choong Kim

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  1. So Young Kang
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Correspondence to So Young Kang.

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Kang, S.Y., Kim, Y.C. Neuroprotective coumarins from the root ofAngelica gigas: Structure-activity relationships. Arch Pharm Res 30, 1368–1373 (2007). https://doi.org/10.1007/BF02977358

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  • DOI: https://doi.org/10.1007/BF02977358

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