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http://dx.doi.org/10.20307/nps.2018.24.2.132

Phytochemical Constituents of Capsella bursa-pastoris and Their Anti-inflammatory Activity  

Cha, Joon Min (Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University)
Kim, Dong Hyun (Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University)
Lee, Tae Hyun (Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University)
Subedi, Lalita (Gachon Institute of Pharmaceutical Science, Gachon University)
Kim, Sun Yeou (Gachon Institute of Pharmaceutical Science, Gachon University)
Lee, Kang Ro (Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University)
Publication Information
Natural Product Sciences / v.24, no.2, 2018 , pp. 132-138 More about this Journal
Abstract
Phytochemical investigation of 80% MeOH extract of the aerial parts of Capsella bursa-pastoris yielded fourteen compounds (1 - 14). The structures of the compounds were elucidated by spectroscopic methods to be methyl-1-thio-${\beta}$-D-glucopyranosyl disulfide (1), 10-methylsulphinyl-decanenitrile (2), 11-methyl-sulphinyl-undecanenitrile (3), 1-O-(lauroyl)glycerol (4), phytene-1, 2-diol (5), (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one (6), loliolide (7), ${\beta}$-sitosterol (8), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (9), 1-feruloyl-${\beta}$-D-glucopyranoside (10), pinoresinol-4'-O-${\beta}$-D-glucopyranoside (11), luteolin (12), quercetin-3-O-${\beta}$-D-glucopyranoside (13), and luteolin 6-C-${\beta}$-glucopyranoside (14). Although compound 1 was reported as synthetic compound, 1 was first isolated from natural source. NMR spectral data assignments of 1, 2 and 3 were reported for the first time, and compounds 1 - 14 were for the first time reported from this plant source. The anti-inflammatory effects of 1 - 14 were evaluated in lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cells. Compounds 12 exhibited strong inhibitory effects on nitric oxide production in LPS-activated BV-2 cells with $IC_{50}$ values of $9.70{\mu}M$.
Keywords
Capsella bursa-pastoris; Cruciferae; Sulfur compound;
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1 Kim, J. S.; Kwon, Y. S.; Sa, Y. J.; Kim, M. J. J. Agric. Food. Chem. 2011, 59, 138-144.   DOI
2 Kim, D. K.; Lim, J. P.; Kim, J. W.; Park, H. W.; Eun, J. S. Arch. Pharm. Res. 2005, 28, 39-43.   DOI
3 Li, Y. L.; Li, J.; Wang, N. L.; Yao, X. S. Molecules 2008, 13, 1931-1941.   DOI
4 Batovska, D., I.; Tsubota, S.; Kato, Y.; Asano, Y.; Ubukata, M. Tetrahedron 2004, 15, 3551-3559.   DOI
5 Kajjout, M.; Rolando, C. Tetrahedron 2011, 67, 4731-4741.   DOI
6 Rayyan, S.; Fossen, T.; Nateland, H. S.; Andersen, O. M. Phytochem. Anal. 2005, 16, 334-341.   DOI
7 Gamblin, D. P.; Garnier, P.; van Kasteren, S.; Oldham, N. J.; Fairbanks, A. J.; Davis, B. G. Angew. Chem. Int. Ed. 2004, 43, 828-833.   DOI
8 Angles d'Ortoli, T.; Widmalm, G. Tetrahedron 2016, 72, 912-927.   DOI
9 Repcak, M.; Imrich, J.; Pihlaja, K.; Kal'atova, M. Phytochemisty 1998, 47, 1219-1221.   DOI
10 Kuroda, K.; Akao, M. Jpn. J. Cancer. Res. 1981, 72, 777-782.
11 Kuroda, K.; Akao, M. Jpn. J. Cancer. Res. 1975, 66, 461-462.
12 Cha, J. M.; Suh, W. S.; Lee, T. H.; Subedi, L.; Kim, S. Y.; Lee, K. R. Molecules 2017, 22, 1023.   DOI
13 Reif, D. W.; McCreedy, S. A. Arch. Biochem. Biophys. 1995, 320, 170-176.   DOI
14 Lee, Y. N.; Flora of Korea; Kyohaksa: Korea, 1996; p250.
15 Song, N.; Xu, W.; Guan, H.; Liu, X.; Wang, Y.; Nie, X. Asian. J. Tradit. Med. 2007, 2, 218-222.
16 Grosso, C.; Vinholes, J.; Silva, L. R.; de Pinho, P. G.; Gonçalves, R. F.; Valentao, P.; Jager, A. K.; Andrade, P. B. Braz. J. Pharmacog. 2011, 21, 635-644.   DOI
17 Selenu, M. B.; Carrus, F.;Bonsignore, L. Boll. Chim. Farm. 2005, 144, 66-78.
18 Park, C. J.; Park, C. B.; Hong, S. S.; Lee, H. S.; Lee, S. Y.; Kim, S. C. Plant Mol.Biol. 2000, 44, 187-197.   DOI
19 Duan, H.; Takaishi, Y.; Momota, H.; Ohmoto, Y.; Taki, T. Phytochemistry 2002, 59, 85-90.   DOI
20 Wong, H. F.; Brown, G.D. J. Chem. Res. 2002, 5, 30-33.
21 Kimura, J.; Maki, N. J. Nat. Prod. 2002, 65, 57-58.   DOI
22 Chang, Y. C.; Chang, F. R.; Wu, Y. C. J. Chin. Chem. Soc. 2000, 47, 373-380.   DOI
23 Achenbach, H.; Stocker, M.; Constenla, M. A. Phytochemistry 1988, 27, 1835-1841.   DOI