Journal List > Nat Prod Sci > v.23(4) > 1060679

Quilantang, Lee, Lee, Lee, Cho, Kim, and Lee: Quantitative Determination of Bakkenolide D in Petasites japonicus and Farfugium japonicum by HPLC/UV

Abstract

A quantitative analysis of bakkenolide D in the different parts of Petasites japonicus and Farfugium japonicum was performed by HPLC. A gradient HPLC elution system with a mobile phase consisting of water: acetonitrile solution (20:80 to 0:100 for 45 min) was followed and an INNO C18 column was used for the chromatographic separation. The injection volume, flow rate, and UV detection were 10 µL, 1 mL/min, and 290 nm, respectively. Results show that both species showed the highest amount of bakkenolide D in the roots being 107.203 and 166.103 mg/g for P. japonicas and F. japonicum, respectively. Content analysis on the different parts of both plants displayed remarkably lower values which ranged from 0.403 – 4.419 and 7.252 – 32.614 mg/g for P. japonicas and F. japonicum, respectively. The results show that the roots of both plants are rich in bakkenolide D showing a promising use in the development of nutraceuticals and industrial application of the compound.

References

(1). Sok D. E.., Oh S. H.., Kim Y. B.., Kang H. G.., Kim M. R.Eur. J. Nutr. 2006. 45:61–69.
(2). Sugama K.., Hayashi K.., Mitsuhashi H.Phytochemistry. 1985. 24:1531–1535.
(3). Okuno H.., Nakata M.., Mii M.Chromosome Sci. 2009. 12:27–33.
(4). Zhao J. H.., Shen T.., Yang X.., Zhao H.., Li X.., Xie W. D.Arch. Pharm. Res. 2012. 35:1153–1158.
(5). Aydin A. A.., Zerbes V.., Parlar H.., Letzel T. J.Pharm. Biomed. Anal. 2013. 75:220–229.
(6). Dai D.., Pei L.., Tang L.., Chen F.., Chen X.Biomed. Chromatogr. 2013. 27:1200–1207.
crossref
(7). Kim, J. Y; Oh T. H.., Kim B. J.., Kim S. S.., Lee N. H.., Hyun C. G. J.Oleo Sci. 2008. 57:623–628.
(8). Lee K. P.., Kang S.., Park S. J.., Choi Y. W.., Lee Y. G.., Im D. S. J.Ethnopharmacol. 2013. 148:890–894.
(9). Wang S.., Jin D. Q.., Xie C.., Wang H.., Wang M.., Xu J.., Guo Y.Food Chem. 2013. 141:2075–2082.
(10). Nagano H.., Moriyama Y.., Tanahashi Y.., Takahashi T.Chem. Lett. 1972. 1:13–16.
(11). Hatanaka A.., Kajiwara T.., Sekiya J.., Hirata H.Agr. Biol. Chem. 1976. 40:2177–2180.
(12). Niwa H.., Ishiwata H.., Yamada K. J.Nat. Prod. 1985. 48:1003–1004.
(13). Tori M.., Otose K.., Fukuyama H.., Murata J.., Shiotani Y.., Takaoka S.., Nakashima K.., Sono M.., Tanaka M.Tetrahedron. 2010. 66:5235–5243.
(14). Evans D. A.., Sims C. L.Tetrahedron Lett. 1973. 47:4691–4694.
(15). Kim T. H.., Kim D. Y.., Jung W. J.., Nagairya R.., Son B. G.., Park Y. H.., Kang J. S.., Lee Y. J.., Im D. S.., Lee Y. G.., Choi Y. H.., Choi Y. I. J.Life Sci. 2014. 24:252–259.
(16). Wang Y.., Guo M.., Zhang G.., Xue Q.Acad.J. Sec. Mil. Med. Univ. 2006. 27:1210–1213.
(17). Wu T. S.., Kao M. S.., Wu P. L.., Lin F. W.., Shi L. S.., Liou M. J.., Li C. Y.Chem. Pharm. Bull. 1999. 47:375–382.
(18). Wang Y. L.., Guo M.., Wang Y.Chromatographia. 2009. 70:1367–1371.
(19). He J.., Wang Q.., Wang Y.., Chen R.., Zhang Y.., Guo M.Acta Pharm. Sin. B. 2013. 3:354–360.

Fig. 1.
Structure of bakkenolide D.
nps-23-270f1.tif
Fig. 2.
HPLC chromatograms of bakkenolide D (A) and the MeOH extracts of P. japonicus (B) and F. japonicum (C).
nps-23-270f2.tif
Table 1.
1H- and13C-NMR spectral data for bakkenolide D in CDCl3
No. δH δC
1 5.14 m 70.2
2 1.74–1.97 m 26.7
3 1.69 m 29.4
4 1.56, 1.38 m 35.2
5 43.1
6 1.96, 2.23 d (J = 14.5 Hz) 45.7
7 54.7
8 177.3
9 5.75 d (J = 11.5 Hz) 80.7
10 2.75 dd (J = 5.0, 11.0 Hz) 51.6
11 147.7
12 4.67 m 70.4
13 5.19 d (J = 16.0 Hz) 108.1
14 0.91 d (J = 6.5 Hz) 15.4
15 1.35 s 21.0
1' 169.7
2' 2.02 s 19.1
1'' 165.4
2'' 5.62 d (J = 10.0 Hz) 112.4
3'' 7.54 d (J = 10.0 Hz) 152.6
4'' 2.39 s 19.4

Chemical shifts were reported in parts per million (δ), and coupling constants (J) were expressed.

Table 2.
LOD and LOQ values of bakkenolide D
Compound Regression equation r2 Linear range (mg/mL) LOD (mg/mL) LOQ (mg/mL)
Bakkenolide D Y = 124.2X + 0.5969 0.9999 0.006 – 0.1 0.0046 0.0136

Y = Peak area, X = Concentration of standard (mg/mL)

r2 = Correlation coefficient for three data points from calibration curve

Table 3.
Contents of bakkenolide D in the MeOH extracts of P. japonicus
Part Content (mg/g)
Leaves 0.403 ± 0.017
Roots 107.203 ± 6.603
Stems 4.419 ± 0.275
Table 4.
Contents of bakkenolide D in the MeOH extracts of F. japonicum
Part Content (mg/g)
Leaves 32.614 ± 1.738
Roots 166.103 ± 7.711
Flowers 7.252 ± 0.243
TOOLS
Similar articles