RRC ID 51686
著者 Kaze N, Watanabe Y, Sato H, Murota K, Kotaniguchi M, Yamamoto H, Inui H, Kitamura S.
タイトル Estimation of the Intestinal Absorption and Metabolism Behaviors of 2- and 3-Monochloropropanediol Esters.
ジャーナル Lipids
Abstract The regioisomers of the di- and mono-oleate of monochloropropanediol (MCPD) have been synthesized and subsequently hydrolyzed with pancreatic lipase and pancreatin to estimate the intestinal digestion and absorption of these compounds after their intake. The hydrolysates were analyzed by HPLC using a corona charged aerosol detection system, which allowed for the separation and detection of the different regioisomers of the MCPD esters. The hydrolysates were also analyzed by GC-MS to monitor the free MCPD. The results indicated that the two acyl groups of 2-MCPD-1,3-dioleate were smoothly hydrolyzed by pancreatic lipase and pancreatin to give free 2-MCPD. In contrast, the hydrolysis of 3-MCPD-1,2-dioleate proceeded predominantly at the primary position to produce 3-MCPD-2-oleate. 2-MCPD-1-oleate and 3-MCPD-1-oleate were further hydrolyzed to free 2- and 3-MCPD by pancreatic lipase and pancreatin, although the hydrolysis of 3-MCPD-2-oleate was 80 % slower than that of 3-MCPD-1-oleate. The intestinal absorption characteristics of these compounds were evaluated in vitro using a Caco-2 cell monolayer. The results revealed that the MCPD monooleates, but not the MCPD dioleates, were hydrolyzed to produce the free MCPD in the presence of the Caco-2 cells. The resulting free MCPD permeated the Caco-2 monolayer most likely via a diffusion mechanism because their permeation profiles were independent of the dose. Similar permeation profiles were obtained for 2- and 3-MCPDs.
巻・号 51(8)
ページ 913-22
公開日 2016-8-1
DOI 10.1007/s11745-016-4143-z
PII 10.1007/s11745-016-4143-z
PMID 27023203
MeSH Caco-2 Cells Chromatography, High Pressure Liquid Esters / analysis* Esters / chemistry Gas Chromatography-Mass Spectrometry Glycerol / analogs & derivatives* Glycerol / chemistry Humans Hydrolysis Intestinal Absorption Intestinal Mucosa / metabolism* Lipase / metabolism* Pancreatin / metabolism* alpha-Chlorohydrin / chemistry*
IF 1.919
引用数 6
リソース情報
ヒト・動物細胞 CACO-2(RCB0988)