Nat Prod Sci.  2018 Jun;24(2):132-138. 10.20307/nps.2018.24.2.132.

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

Affiliations
  • 1Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, 2066 Seobu-Ro, Jangan-gu, Suwon, Gyeonggi-do 440-746, Republic of Korea. krlee@skku.edu
  • 2Gachon Institute of Pharmaceutical Science, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.

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-β-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), β-sitosterol (8), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (9), 1-feruloyl-β-D-glucopyranoside (10), pinoresinol-4"²-O-β-D-glucopyranoside (11), luteolin (12), quercetin-3-O-β-D-glucopyranoside (13), and luteolin 6-C-β-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 IC50 values of 9.70 µM.

Keyword

Capsella bursa-pastoris; Cruciferae; Sulfur compound

MeSH Terms

Brassicaceae
Capsella*
Inhibitory Concentration 50
Luteolin
Microglia
Nitric Oxide
Plants
Luteolin
Nitric Oxide

Figure

  • Fig. 1. The structures of 1 – 14 isolated from C. bursa-pastoris.


Reference

References

(1). Lee Y.N.; Flora of Korea; Kyohaksa: Korea,. 1996. ;p. 250.
(2). Song N.., Xu W.., Guan H.., Liu X.., Wang Y.., Nie X.Asian. J. Tradit. Med. 2007. 2:218–222.
(3). Grosso C.., Vinholes J.., Silva L. R.., de Pinho P. G.., Gonçalves R. F.., Valentão P.., Jäger A. K.., Andrade P. B.Braz. J. Pharmacog. 2011. 21:635–644.
(4). Selenu M. B.., Carrus, F.;Bonsignore L.Boll. Chim. Farm. 2005. 144:66–78.
(5). 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.
Article
(6). Kuroda K.., Akao M.Jpn. J. Cancer. Res. 1981. 72:777–782.
(7). Kuroda K.., Akao M.Jpn. J. Cancer. Res. 1975. 66:461–462.
(8). Cha J. M.., Suh W. S.., Lee T. H.., Subedi L.., Kim S. Y.., Lee K. R.Molecules. 2017. 22:1023.
(9). Reif D. W.., McCreedy S. A.Arch. Biochem. Biophys. 1995. 320:170–176.
(10). Batovska D. I.., Tsubota S.., Kato Y.., Asano Y.., Ubukata M.Tetrahedron. 2004. 15:3551–3559.
(11). Wong H. F.., Brown G.D. J.Chem. Res. 2002. 5:30–33.
(12). Duan H.., Takaishi Y.., Momota H.., Ohmoto Y.., Taki T.Phytochemistry. 2002. 59:85–90.
(13). Kimura J.., Maki N. J.Nat. Prod. 2002. 65:57–58.
(14). Chang Y. C.., Chang F. R.., Wu Y. C. J.Chin. Chem. Soc. 2000. 47:373–380.
(15). Achenbach H.., Stöcker M.., Constenla M. A.Phytochemistry. 1988. 27:1835–1841.
(16). Kim J. S.., Kwon Y. S.., Sa Y. J.., Kim M. J. J.Agric. Food. Chem. 2011. 59:138–144.
(17). Kim D. K.., Lim J. P.., Kim J. W.., Park H. W.., Eun J. S.Arch. Pharm. Res. 2005. 28:39–43.
(18). Li Y. L.., Li J.., Wang N. L.., Yao X. S.Molecules. 2008. 13:1931–1941.
(19). Kajjout M.., Rolando C.Tetrahedron. 2011. 67:4731–4741.
(20). Rayyan S.., Fossen T.., Nateland H. S.., Andersen Ø. M.Phytochem. Anal. 2005. 16:334–341.
(21). 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.
(22). Angles d'Ortoli T.., Widmalm G.Tetrahedron. 2016. 72:912–927.
(23). Rep ak M.., Imrich J.., Pihlaja K.., Kal'atová M.Phytochemisty c. 1998. 47:1219–1221.
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