Isolation and Identification of Phase 1 Metabolites of Curcuminoids in Rats

被引:16
作者
Li, Jun [1 ,2 ]
Liu, Yue [1 ,2 ]
Wei, Jun-Qi [1 ,2 ]
Wang, Kun [1 ,2 ]
Chen, Li-Xia [1 ,2 ]
Yao, Xin-Sheng [1 ,2 ]
Qiu, Feng [1 ,2 ]
机构
[1] Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med, Dept Nat Prod Chem, Shenyang 110016, Liaoning, Peoples R China
[2] Shenyang Pharmaceut Univ, Minist Educ, Key Lab Struct Based Drug Design & Discovery, Shenyang, Peoples R China
关键词
Curcuma longa; Zingiberaceae; curcuminoids; rat; metabolites from faeces and urine; enantiomers; IN-VITRO; TISSUE; TETRAHYDROCURCUMIN; DIARYLHEPTANOIDS; ENZYMES; BARK;
D O I
10.1055/s-0032-1314990
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Curcuminoids are natural food coloring additives with anti-inflammatory, antioxidant, and anticarcinogenic activity, which contain mainly three diarylheptanoids: curcumin, demethoxycurcumin, and bisdemethoxycurcumin. In this paper, the metabolites of curcuminoids in the feces and urine of rats after oral administration by gavage were investigated. Four new metabolites, 3-hydroxy-[1-(4-hydroxyphenyl)-7-(3-hydroxyphey)] heptane-A (M1), 3-hydroxy-[1-(4-hydroxyphenyl)-7-(3-hydroxyphey)] heptane-B (M2), 3-hydroxy-1,7-bis(3-hydroxyphenyl) heptane-A (M3) and 3-hydroxy-1,7-bis(3-hydroxyphenyl) heptane-B (M4), along with five known metabolites (M5-M9), were isolated from the feces of male Wistar-derived rats and nine known metabolites (M5-M8, M10-M14) were isolated from the urine. Their structures were elucidated by extensive spectroscopic analysis. The finding that the metabolites occurred as several pairs of enantiomers was confirmed by chiral column chromatography. Based on the metabolites' profiles, possible metabolic pathways of the curcuminoids in rats are proposed.
引用
收藏
页码:1351 / 1356
页数:6
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