Glucoraphasatin and Glucoraphenin, a Redox Pair of Glucosinolates of Brassicaceae, Differently Affect Metabolizing Enzymes in Rats

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• 作者：Jessica Barillari ; Renato Iori ; Massimiliano Broccoli ; Laura Pozzetti ; Donatella Canistro ; Andrea Sapone ; Barbara Bonamassa ; Gian Luigi Biagi ; Moreno Paolini
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2007
• 出版时间：July 11, 2007
• 年：2007
• 卷：55
• 期：14
• 页码：5505 - 5511
• 全文大小：69K
• 年卷期：v.55,no.14(July 11, 2007)
• ISSN：1520-5118

文摘

Brassica vegetables are an important dietary source of glucosinolates (GLs), whose breakdownproducts exhibit anticancer activity. The protective properties of Brassicaceae are believed to bedue to the inhibition of Phase-I or induction of Phase-II xenobiotic metabolizing enzymes (XMEs),thus enhancing carcinogen clearance. To study whether GLs affect XMEs and the role of their chemicalstructure, we focused on two alkylthio GLs differing in the oxidation degree of the side chain sulfur.Male Sprague-Dawley rats were supplemented (per oral somministration by gavage) with eitherglucoraphasatin (4-methylthio-3-butenyl GL; GRH) or glucoraphenin (4-methylsulfinyl-3-butenyl GL;GRE), at 24 or 120 mg/kg body weight in a single or repeated fashion (daily for four consecutivedays), and hepatic microsomes were prepared for XME analyses. Both GLs were able to induceXMEs, showing different induction profiles. While the inductive effect was stronger after multipleadministration of the higher GRH dosage, the single lower GRE dose was the most effective in boostingcytochrome P-450 (CYP)-associated monooxygenases and the postoxidative metabolism. CYP3A1/2were the most affected isoforms by GRH treatment, whereas GRE induced mainly CYP1A2 supportedoxidase. Glutathione S-transferase increased up to ~3.2-fold after a single (lower) GRE dose andUDP-glucuronosyl transferase up to ~2-fold after four consecutive (higher) GRH doses. In conclusion,the induction profile of these GLs we found is not in line with the chemopreventive hypothesis.Furthermore, the oxidation degree of the side chain sulfur of GLs seems to exert a crucial role onXME modulation.