Analysis of Sulforaphane by HPLC-MS/MS in vitro and in vivo: Chemical Stability, Metabolic Rate and Metabolites

H. Zhang; S. Sun; Q.S. Chen; Y.F. Chai; D.X. Sun; G.Q. Zhang

doi:10.14233/ajchem.2015.18052

Issue

Vol. 27 No. 3 (2015): Vol 27 Issue 3

Issue Published : January 19, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Analysis of Sulforaphane by HPLC-MS/MS in vitro and in vivo: Chemical Stability, Metabolic Rate and Metabolites

https://doi.org/10.14233/ajchem.2015.18052

H. Zhang

Department of Pharmacy, Eastern Hepatobiliary Surgery Hospital, Shanghai 200438, P.R. China

S. Sun

Department of Pharmacy, Eastern Hepatobiliary Surgery Hospital, Shanghai 200438, P.R. China

Q.S. Chen

Department of Pharmacy, Eastern Hepatobiliary Surgery Hospital, Shanghai 200438, P.R. China

Y.F. Chai

Department of Pharmaceutical Analysis, School of Pharmacy, Second Military Medical University, Shanghai 200433, P.R. China

D.X. Sun

Department of Pharmaceutical Science, College of Pharmacy, University of Michigan, Ann Arbor, MI 48109, USA

G.Q. Zhang

Department of Pharmacy, Eastern Hepatobiliary Surgery Hospital, Shanghai 200438, P.R. China

Corresponding Author(s) : G.Q. Zhang

gqzhang@smmu.edu.cn

Asian Journal of Chemistry, Vol. 27 No. 3 (2015): Vol 27 Issue 3
Article Published : January 18, 2015

Abstract

Sulforaphane, an anticancer compound occurred naturally in the vegetable of broccoli, was easily degraded in thermal and alkaline conditions. In this case, the stability of sulforaphane was investigated in different temperatures and different pH conditions and the result indicated that sulforaphane was unstable in the conditions of temperature > 50 °C and pH > 10. The microsomal stability of sulforaphane in rat liver microsomes was also analyzed. The results indicated that the microsomal stability of sulforaphane is good (t_1/2 > 60 min). After oral administration of sulforaphane to rats, four metabolites of sulforaphane were identified in rat plasma and the possible formation mechanism of metabolites in vivo was further proposed. This study can provide foundation for the further pharmacological study and structure modification of sulforaphane.

Keywords

Sulforaphane Stability Metabolite HPLC-MS/MS

Zhang, H., Sun, S., Chen, Q., Chai, Y., Sun, D., & Zhang, G. (2015). Analysis of Sulforaphane by HPLC-MS/MS in vitro and in vivo: Chemical Stability, Metabolic Rate and Metabolites. Asian Journal of Chemistry, 27(3), 1045–1048. https://doi.org/10.14233/ajchem.2015.18052

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References

J.W. Fahey, Y. Zhang and P. Talalay, Proc. Natl. Acad. Sci. USA, 94, 10367 (1997); doi:10.1073/pnas.94.19.10367.

M. Nestle, Nutr. Rev., 56, 127 (1998); doi:10.1111/j.1753-4887.1998.tb01725.x.

S. Ren and E.J. Lien, Prog. Drug Res., 48, 147 (1997).

L. Gamet-Payrastre, P. Li, S. Lumeau, G. Cassar, M.A. Dupont, S. Chevolleau, N. Gasc, J. Tulliez and F. Terce, Cancer Res., 60, 1426 (2000).

K. Hu, Y.J. Qi, J. Zhao, H.F. Jiang, X. Chen and J. Ren, Eur. J. Med. Chem., 64, 529 (2013); doi:10.1016/j.ejmech.2013.03.045.

N. Johnston, Drug Discov. Today, 9, 908 (2004); doi:10.1016/S1359-6446(04)03267-2.

Y. Li, T. Zhang, H. Korkaya, S. Liu, H.F. Lee, B. Newman, Y. Yu, S.G. Clouthier, S.J. Schwartz, M.S. Wicha and D. Sun, Clin. Cancer Res., 16, 2580 (2010); doi:10.1158/1078-0432.CCR-09-2937.

Y. Zhang, T.W. Kensler, C.G. Cho, G.H. Posner and P. Talalay, Proc. Natl. Acad. Sci. USA, 91, 3147 (1994); doi:10.1073/pnas.91.8.3147.

G. Parnaud, P. Li, G. Cassar, P. Rouimi, J. Tulliez, L. Combaret and L. Gamet-Payrastre, Nutr. Cancer, 48, 198 (2004); doi:10.1207/s15327914nc4802_10.

Y. Li and T. Zhang, Future Oncol., 9, 1097 (2013); doi:10.2217/fon.13.108.

A.M. Ares, M.J. Nozal and J. Bernal, J. Chromatogr. A, 1313, 78 (2013); doi:10.1016/j.chroma.2013.07.051.

S. Mukherjee, I. Lekli, D. Ray, H. Gangopadhyay, U. Raychaudhuri and D.K. Das, Br. J. Nutr., 103, 815 (2010); doi:10.1017/S0007114509992492.

O.N. Campas-Baypoli, D.I. Sanchez-Machado, C. Bueno-Solano, B. Ramirez-Wong and J. Lopez-Cervantes, Biomed. Chromatogr., 24, 387 (2010).

S. Agrawal, B. Winnik, B. Buckley, L. Mi, F.L. Chung and T.J. Cook, J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 840, 99 (2006); doi:10.1016/j.jchromb.2006.04.046.

C.W. Chen and C.T. Ho, J. Agric. Food Chem., 46, 220 (1998); doi:10.1021/jf970488w.

N. Hanlon, N. Coldham, A. Gielbert, N. Kuhnert, M.J. Sauer, L.J. King and C. Ioannides, Br. J. Nutr., 99, 559 (2008); doi:10.1017/S0007114507824093.

H. Wang, W. Lin, G. Shen, A.A. Nomeir, T.-O. Khor and A.-N. Kong, J. Chromatogr. Sci., 49, 801 (2011); doi:10.1093/chrsci/49.10.801.

Y. Jin, M. Wang, R.T. Rosen and C.T. Ho, J. Agric. Food Chem., 47, 3121 (1999); doi:10.1021/jf990082e.

V. Rungapamestry, A.J. Duncan, Z. Fuller and B. Ratcliffe, Proc. Nutr. Soc., 66, 69 (2007); doi:10.1017/S0029665107005319.

Y. Zhang and Z.Z. Wang, J. Pharm. Biomed. Anal., 47, 213 (2008); doi:10.1016/j.jpba.2007.12.027.

Q. Liu, F. Han, K. Xie, H. Miao and Y. Wu, J. Chromatogr. A, 1314, 208 (2013); doi:10.1016/j.chroma.2013.08.074.

J.P. Sousa, A.P. Brancalion, A.B. Souza, I.C. Turatti, S.R. Ambrosio, N.A. Furtado, N.P. Lopes and J.K. Bastos, J. Pharm. Biomed. Anal., 54, 653 (2011); doi:10.1016/j.jpba.2010.10.006.

Issue

Vol. 27 No. 3 (2015): Vol 27 Issue 3

Analysis of Sulforaphane by HPLC-MS/MS in vitro and in vivo: Chemical Stability, Metabolic Rate and Metabolites

Corresponding Author(s) : G.Q. Zhang

Abstract

Keywords

Full Article

Download Citation

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