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A new flavonol glycoside from Hylomecon vernalis.
Arch Pharm Res. 2012 Mar; 35(3):415-21.AP

Abstract

Purification of a MeOH extract from the aerial parts of Hylomecon vernalis Maxim. (Papaveraceae) using column chromatography furnished a new acetylated flavonol glycoside (1), together with twenty known phenolic compounds (2-21). Structural elucidation of 1 was based on 1D- and 2D-NMR spectroscopy data analysis to be quercetin 3-O-[4‴-O-acetyl-α-L-arabinopyranosyl]-(1‴→6″)-β-D-galactopyranoside (1). The structures of compounds 2-21 were elucidated by spectroscopy and confirmed by comparison with reported data; quercetin 3-O-[2‴-O-acetyl-α-L-arabinopyranosyl]-(1‴→6″)-β -D-galactopyranoside (2), quercetin 3-O-α-L-arabinopyranosyl-(1‴→6″)-β-D-galactopyranoside (3), quercetin 3-O-β -D-galactopyranoside (4), kaempferol 3,7-O-α-L-dirhamnopyranoside (5), diosmetin 7-O-β -D-glucopyranoside (6), diosmetin 7-O-β -D-xylopyranosyl-(1‴→6″)-β-D-glucopyranoside (7), p-hydroxybenzoic acid (8), protocatechuic acid (9), caffeic acid (10), 6-hydroxy-3,4-dihydro-1-oxo-β -carboline (11), (Z)-3-hexenyl-β -D-glucopyranoside (12), (E)-2-hexenyl-β -D-glucopyranoside (13), (Z)-3-hexenyl-α-Larabinopyranosyl-(1″→6')-β-D-glucopyranoside (14), oct-1-en-3-yl-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (15), benzyl-β-D-apiofuranosyl-(1″→6')-β-D-glucopyranoside (16), benzyl-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (17), benzyl-β-D-xylopyranosyl-(1″→6')-β-Dglucopyranoside (18), 2-phenylethyl-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (19), 2-phenylethyl-β-D-apiofuranosyl-(1″→6')-β-D-glucopyranoside (20), and aryl-β-D-glucopyranoside (21). Compounds 2-21 were isolated for the first time from this plant. The isolated compounds were tested for cytotoxicity against four human tumor cell lines in vitro using a Sulforhodamin B bioassay.

Authors+Show Affiliations

Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 440-746, Korea.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22477187

Citation

Lee, Seung Young, et al. "A New Flavonol Glycoside From Hylomecon Vernalis." Archives of Pharmacal Research, vol. 35, no. 3, 2012, pp. 415-21.
Lee SY, Kim KH, Lee IK, et al. A new flavonol glycoside from Hylomecon vernalis. Arch Pharm Res. 2012;35(3):415-21.
Lee, S. Y., Kim, K. H., Lee, I. K., Lee, K. H., Choi, S. U., & Lee, K. R. (2012). A new flavonol glycoside from Hylomecon vernalis. Archives of Pharmacal Research, 35(3), 415-21. https://doi.org/10.1007/s12272-012-0303-8
Lee SY, et al. A New Flavonol Glycoside From Hylomecon Vernalis. Arch Pharm Res. 2012;35(3):415-21. PubMed PMID: 22477187.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A new flavonol glycoside from Hylomecon vernalis. AU - Lee,Seung Young, AU - Kim,Ki Hyun, AU - Lee,Il Kyun, AU - Lee,Kyu Ha, AU - Choi,Sang Un, AU - Lee,Kang Ro, Y1 - 2012/04/05/ PY - 2011/01/27/received PY - 2011/05/03/accepted PY - 2011/04/14/revised PY - 2012/4/6/entrez PY - 2012/4/6/pubmed PY - 2012/8/1/medline SP - 415 EP - 21 JF - Archives of pharmacal research JO - Arch Pharm Res VL - 35 IS - 3 N2 - Purification of a MeOH extract from the aerial parts of Hylomecon vernalis Maxim. (Papaveraceae) using column chromatography furnished a new acetylated flavonol glycoside (1), together with twenty known phenolic compounds (2-21). Structural elucidation of 1 was based on 1D- and 2D-NMR spectroscopy data analysis to be quercetin 3-O-[4‴-O-acetyl-α-L-arabinopyranosyl]-(1‴→6″)-β-D-galactopyranoside (1). The structures of compounds 2-21 were elucidated by spectroscopy and confirmed by comparison with reported data; quercetin 3-O-[2‴-O-acetyl-α-L-arabinopyranosyl]-(1‴→6″)-β -D-galactopyranoside (2), quercetin 3-O-α-L-arabinopyranosyl-(1‴→6″)-β-D-galactopyranoside (3), quercetin 3-O-β -D-galactopyranoside (4), kaempferol 3,7-O-α-L-dirhamnopyranoside (5), diosmetin 7-O-β -D-glucopyranoside (6), diosmetin 7-O-β -D-xylopyranosyl-(1‴→6″)-β-D-glucopyranoside (7), p-hydroxybenzoic acid (8), protocatechuic acid (9), caffeic acid (10), 6-hydroxy-3,4-dihydro-1-oxo-β -carboline (11), (Z)-3-hexenyl-β -D-glucopyranoside (12), (E)-2-hexenyl-β -D-glucopyranoside (13), (Z)-3-hexenyl-α-Larabinopyranosyl-(1″→6')-β-D-glucopyranoside (14), oct-1-en-3-yl-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (15), benzyl-β-D-apiofuranosyl-(1″→6')-β-D-glucopyranoside (16), benzyl-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (17), benzyl-β-D-xylopyranosyl-(1″→6')-β-Dglucopyranoside (18), 2-phenylethyl-α-L-arabinopyranosyl-(1″→6')-β-D-glucopyranoside (19), 2-phenylethyl-β-D-apiofuranosyl-(1″→6')-β-D-glucopyranoside (20), and aryl-β-D-glucopyranoside (21). Compounds 2-21 were isolated for the first time from this plant. The isolated compounds were tested for cytotoxicity against four human tumor cell lines in vitro using a Sulforhodamin B bioassay. SN - 0253-6269 UR - https://www.unboundmedicine.com/medline/citation/22477187/A_new_flavonol_glycoside_from_Hylomecon_vernalis_ L2 - https://dx.doi.org/10.1007/s12272-012-0303-8 DB - PRIME DP - Unbound Medicine ER -