Technical University of Denmark, National Food Institute, Mørkhøj Bygade 19, DK-2860 Søborg, Denmark.
Br J Nutr. 2010 Jun;103(11):1602-9. doi: 10.1017/S0007114509993679. Epub 2010 Jan 26.
We have determined the absorption, conjugation and excretion of naringenin-7-O-rutinoside (narirutin) compared to the corresponding glucoside in an orange juice matrix in human subjects. Healthy volunteers (eight men and eight women), in a double blind, randomised, crossover study, consumed orange juice with (1) natural content of naringenin-7-O-rutinoside; (2) alpha-rhamnosidase-treated to yield naringenin-7-O-glucoside. Blood was sampled at twelve time points and three fractions of urine were collected over 24 h. The area under the plasma-time curve of naringenin from (2) alpha-rhamnosidase-treated orange juice was increased about 4-fold (P < 0.0001), peak plasma concentration (Cmax) was 5.4-fold higher (P < 0.0001) and Tmax was decreased from 311 to 92 min (P = 0.002) compared to untreated orange juice (1), indicating a change in absorption site from the colon to the small intestine. Furthermore, the amount in urine was increased from 7 to 47 % (P < 0.0001) of the dose after consumption of the alpha-rhamnosidase-treated orange juice (2). All urine samples contained both naringenin-7- and -4'-O-glucuronides. In addition, to examine the effect of dose and alpha-rhamnosidase treatment on hesperetin conjugate profiles, a further treatment where (3) orange juice fortified with three times the original content of hesperetin-7-O-rutinoside was used. Five hesperetin metabolites (3'-O-glucuronide; 7-O-glucuronide; 5,7-O-diglucuronide; 3',7-O-diglucuronide; 3'-O-sulphate) were present after all treatments (1-3), with the same profile of the conjugates. The present data show that bioavailability of naringenin is increased by conversion from rutinoside to glucoside, but the profile of the conjugates of flavanones formed and excreted in urine is neither affected by the absorption site nor by a 3-fold change in dose.
我们已经确定了柚皮苷-7-O-新橙皮苷（柚皮苷）在橙汁基质中人体吸收、结合和排泄的情况，与相应的葡萄糖苷进行了比较。在一项双盲、随机、交叉研究中，健康志愿者（8 名男性和 8 名女性）饮用了（1）天然柚皮苷-7-O-新橙皮苷含量的橙汁；（2）用α-鼠李糖苷酶处理生成柚皮苷-7-O-葡萄糖苷的橙汁。在 12 个时间点采集血样，并在 24 小时内收集 3 份尿液。与未经处理的橙汁（1）相比，经α-鼠李糖苷酶处理的橙汁（2）中柚皮苷的血浆时间曲线下面积增加了约 4 倍（P < 0.0001），峰血浆浓度（Cmax）增加了 5.4 倍（P < 0.0001），Tmax 从 311 分钟减少到 92 分钟（P = 0.002），表明吸收部位从结肠变为小肠。此外，经α-鼠李糖苷酶处理的橙汁（2）饮用后，尿液中柚皮苷的量从 7%增加到 47%（P < 0.0001）。所有尿液样本均含有柚皮苷-7-O-和-4'-O-葡萄糖醛酸苷。此外，为了研究剂量和α-鼠李糖苷酶处理对橙皮素结合物谱的影响，我们进一步使用（3）橙汁，其富含有三倍于原始含量的橙皮素-7-O-新橙皮苷。在所有处理（1-3）后，均存在 5 种橙皮素代谢物（3'-O-葡萄糖醛酸苷；7-O-葡萄糖醛酸苷；5,7-O-二葡萄糖醛酸苷；3',7-O-二葡萄糖醛酸苷；3'-O-硫酸盐），其结合物的谱相同。本研究数据表明，新橙皮苷由新橙皮苷转化为葡萄糖苷后生物利用度增加，但形成和排泄在尿液中的黄酮结合物的谱既不受吸收部位的影响，也不受剂量增加 3 倍的影响。
