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Chromones from the tubers of Eranthis cilicica and their antioxidant activity.
Phytochemistry. 2009 Jan; 70(2):288-93.P

Abstract

Chemical studies on the constituents of Eranthis cilicica led to isolation of ten chromone derivatives, two of which were previously known. Comprehensive spectroscopic analysis, including extensive 1D and 2D NMR data, and the results of enzymatic hydrolysis allowed the chemical structures of the compounds to be assigned as 8,11-dihydro-5-hydroxy-2,9-dihydroxymethyl-4H-pyrano[2,3-g][1]benzoxepin-4-one, 5,7-dihydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-2-methyl-4H-1-benzopyran-4-one, 5,7-dihydroxy-2-hydroxymethyl-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-4H-1-benzopyran-4-one, 7-[(beta-d-glucopyranosyl)oxy]-5-hydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-2-methyl-4H-1-benzopyran-4-one, 7-[(beta-d-glucopyranosyl)oxy]-5-hydroxy-2-hydroxymethyl-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-4H-1-benzopyran-4-one, 9-[(O-beta-d-glucopyranosyl-(1-->6)-beta-d-glucopyranosyl)oxy]methyl-8,11-dihydro-5,9-dihydroxy-2-methyl-4H-pyrano[2,3-g][1]benzoxepin-4-one, 8,11-dihydro-5,9-dihydroxy-9-hydroxymethyl-2-methyl-4H-pyrano[2,3-g][1]benzoxepin-4-one, and 7-[(O-beta-d-glucopyranosyl-(1-->6)-beta-d-glucopyranosyl)oxy]methyl-4-hydroxy-5H-furo[3,2-g][1]benzopyran-5-one, respectively. The isolated compounds were evaluated for their antioxidant activity.

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Authors+Show Affiliations

Kuroda M
School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1, Horinouchi, Hachioji, Tokyo 192-0392, Japan. kurodam@ps.toyaku.ac.jp
Uchida S
No affiliation info available
Watanabe K
No affiliation info available
Mimaki Y
No affiliation info available

MeSH

AntioxidantsChromonesMagnetic Resonance SpectroscopyMolecular StructureRanunculaceae

Pub Type(s)

Journal Article

Language

eng

PubMed ID

19162283

Citation

Kuroda, Minpei, et al. "Chromones From the Tubers of Eranthis Cilicica and Their Antioxidant Activity." Phytochemistry, vol. 70, no. 2, 2009, pp. 288-93.
Kuroda M, Uchida S, Watanabe K, et al. Chromones from the tubers of Eranthis cilicica and their antioxidant activity. Phytochemistry. 2009;70(2):288-93.
Kuroda, M., Uchida, S., Watanabe, K., & Mimaki, Y. (2009). Chromones from the tubers of Eranthis cilicica and their antioxidant activity. Phytochemistry, 70(2), 288-93. https://doi.org/10.1016/j.phytochem.2008.12.002
Kuroda M, et al. Chromones From the Tubers of Eranthis Cilicica and Their Antioxidant Activity. Phytochemistry. 2009;70(2):288-93. PubMed PMID: 19162283.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chromones from the tubers of Eranthis cilicica and their antioxidant activity. AU - Kuroda,Minpei, AU - Uchida,Singo, AU - Watanabe,Kazuki, AU - Mimaki,Yoshihiro, Y1 - 2009/01/21/ PY - 2008/08/05/received PY - 2008/11/22/revised PY - 2008/12/01/accepted PY - 2009/1/24/entrez PY - 2009/1/24/pubmed PY - 2009/4/23/medline SP - 288 EP - 93 JF - Phytochemistry JO - Phytochemistry VL - 70 IS - 2 N2 - Chemical studies on the constituents of Eranthis cilicica led to isolation of ten chromone derivatives, two of which were previously known. Comprehensive spectroscopic analysis, including extensive 1D and 2D NMR data, and the results of enzymatic hydrolysis allowed the chemical structures of the compounds to be assigned as 8,11-dihydro-5-hydroxy-2,9-dihydroxymethyl-4H-pyrano[2,3-g][1]benzoxepin-4-one, 5,7-dihydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-2-methyl-4H-1-benzopyran-4-one, 5,7-dihydroxy-2-hydroxymethyl-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-4H-1-benzopyran-4-one, 7-[(beta-d-glucopyranosyl)oxy]-5-hydroxy-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-2-methyl-4H-1-benzopyran-4-one, 7-[(beta-d-glucopyranosyl)oxy]-5-hydroxy-2-hydroxymethyl-8-[(2E)-4-hydroxy-3-methylbut-2-enyl]-4H-1-benzopyran-4-one, 9-[(O-beta-d-glucopyranosyl-(1-->6)-beta-d-glucopyranosyl)oxy]methyl-8,11-dihydro-5,9-dihydroxy-2-methyl-4H-pyrano[2,3-g][1]benzoxepin-4-one, 8,11-dihydro-5,9-dihydroxy-9-hydroxymethyl-2-methyl-4H-pyrano[2,3-g][1]benzoxepin-4-one, and 7-[(O-beta-d-glucopyranosyl-(1-->6)-beta-d-glucopyranosyl)oxy]methyl-4-hydroxy-5H-furo[3,2-g][1]benzopyran-5-one, respectively. The isolated compounds were evaluated for their antioxidant activity. SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/19162283/Chromones_from_the_tubers_of_Eranthis_cilicica_and_their_antioxidant_activity_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(08)00592-X DB - PRIME DP - Unbound Medicine ER -