title: The stability and degradation mechanism of sulforaphene in solvents.
abstract: Sulforaphene, a natural compound, has been investigated as a potential anticancer agent. However, the stability of sulforaphene, in various solvents, and its degradation pathway have not been appropriately reported. This instability impairs the preparation process, the biological evaluation experiments, and the applications of sulforaphene. In this study, the stability of sulforaphene stored at 26°C was investigated in each of the following six solvents: two kinds of protic solvents (methanol and ethanol) and four kinds of aprotic solvents (acetonitrile, dichloromethane, ethyl acetate and acetone). Sulforaphene was found to be stable in aprotic solvents and unstable in the protic solvents. The degradation products of sulforaphene in protic solvents (methanol and ethanol) were purified by the preparative HPLC and identified by ESI/MS and NMR ((1)H NMR). The degradation pathways of sulforaphene in methanol and ethanol were proposed. It was found that sulforaphene was degraded into two kinds of structural isomer in alcohols.
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, PR China.
authors.forename: Guifang
authors.initials: G
authors.lastname: Tian
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, PR China.
authors.forename: Pingwah
authors.initials: P
authors.lastname: Tang
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, PR China.
authors.forename: Rui
authors.initials: R
authors.lastname: Xie
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, PR China.
authors.forename: Li
authors.initials: L
authors.lastname: Cheng
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, PR China. Electronic address: yuanqp@mail.buct.edu.cn.
authors.forename: Qipeng
authors.initials: Q
authors.lastname: Yuan
authors.affiliation: State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, PR China.
authors.forename: Jing
authors.initials: J
authors.lastname: Hu
mesh_terms: D000097:Acetonitriles; D002851:Chromatography, High Pressure Liquid; D004355:Drug Stability; D000431:Ethanol / Q000737:chemistry; D007536:Isomerism; D017879:Isothiocyanates / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D012997:Solvents / Q000737:chemistry*
chemical_list: D000097:Acetonitriles; D017879:Isothiocyanates; D012997:Solvents; D000431:Ethanol; C473643:sulphoraphene; D000432:Methanol; C032159:acetonitrile
keywords: Degradation pathway; Solvents; Stability; Sulforaphene