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维丙胺在大鼠体内和体外的代谢。

In vitro and in vivo metabolism of verproside in rats.

机构信息

Drug Metabolism & Bioanalysis Laboratory, College of Pharmacy, The Catholic University of Korea, Bucheon 420-743, Korea.

出版信息

Molecules. 2012 Oct 12;17(10):11990-2002. doi: 10.3390/molecules171011990.

DOI:10.3390/molecules171011990
PMID:23085650
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268120/
Abstract

Verproside, a catalpol derivative iridoid glycoside isolated from Pseudolysimachion rotundum var. subintegrum, is a biologically active compound with anti-inflammatory, antinociceptic, antioxidant, and anti-asthmatic properties. Twenty-one metabolites were identified in bile and urine samples obtained after intravenous administration of verproside in rats using liquid chromatography-quadrupole Orbitrap mass spectrometry. Verproside was metabolized by O-methylation, glucuronidation, sulfation, and hydrolysis to verproside glucuronides (M1 and M2), verproside sulfates (M3 and M4), picroside II (M5), M5 glucuronide (M7), M5 sulfate (M9), isovanilloylcatalpol (M6), M6 glucuronide (M8), M6 sulfate (M10), 3,4-dihydroxybenzoic acid (M11), M11 glucuronide (M12), M11 sulfates (M13 and M14), 3-methyoxy-4-hydroxybenzoic acid (M15), M15 glucuronides (M17 and M18), M15 sulfate (M20), 3-hydroxy-4-methoxybenzoic acid (M16), M16 glucuronide (M19), and M16 sulfate (M21). Incubation of verproside with rat hepatocytes resulted in thirteen metabolites (M1-M11, M13, and M14). Verproside sulfate, M4 was a major metabolite in rat hepatocytes. After intravenous administration of verproside, the drug was recovered in bile (0.77% of dose) and urine (4.48% of dose), and O-methylation of verproside to picroside II (M5) and isovanilloylcatalpol (M6) followed by glucuronidation and sulfation was identified as major metabolic pathways compared to glucuronidation and sulfation of verproside in rats.

摘要

紫堇丙素，一种从平卧獐牙菜变种全缘獐牙菜中分离得到的梓醇衍生的环烯醚萜苷，是一种具有抗炎、镇痛、抗氧化和抗哮喘作用的生物活性化合物。在静脉给予紫堇丙素后，使用液相色谱-四极杆轨道阱质谱法在大鼠胆汁和尿液样本中鉴定出 21 种代谢物。紫堇丙素通过 O-甲基化、葡萄糖醛酸化、硫酸化和水解代谢为紫堇丙素葡萄糖醛酸（M1 和 M2）、紫堇丙素硫酸盐（M3 和 M4）、獐牙菜苦苷 II（M5）、M5 葡萄糖醛酸（M7）、M5 硫酸盐（M9）、异香草酰梓醇（M6）、M6 葡萄糖醛酸（M8）、M6 硫酸盐（M10）、3,4-二羟基苯甲酸（M11）、M11 葡萄糖醛酸（M12）、M11 硫酸盐（M13 和 M14）、3-甲氧基-4-羟基苯甲酸（M15）、M15 葡萄糖醛酸（M17 和 M18）、M15 硫酸盐（M20）、3-羟基-4-甲氧基苯甲酸（M16）、M16 葡萄糖醛酸（M19）和 M16 硫酸盐（M21）。将紫堇丙素与大鼠肝细胞孵育，产生了 13 种代谢物（M1-M11、M13 和 M14）。紫堇丙素硫酸盐 M4 是大鼠肝细胞中的主要代谢物。静脉给予紫堇丙素后，药物在胆汁（0.77%剂量）和尿液（4.48%剂量）中回收，与大鼠紫堇丙素的葡萄糖醛酸化和硫酸化相比，紫堇丙素的 O-甲基化生成獐牙菜苦苷 II（M5）和异香草酰梓醇（M6），随后发生葡萄糖醛酸化和硫酸化被鉴定为主要代谢途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/4ec9b2bda69d/molecules-17-11990-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/e20fdd4e01ef/molecules-17-11990-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/09e45a9a4c77/molecules-17-11990-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/e2ab197db2e1/molecules-17-11990-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/d198024a31a5/molecules-17-11990-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/4ec9b2bda69d/molecules-17-11990-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/e20fdd4e01ef/molecules-17-11990-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/09e45a9a4c77/molecules-17-11990-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/e2ab197db2e1/molecules-17-11990-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/d198024a31a5/molecules-17-11990-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/6268120/4ec9b2bda69d/molecules-17-11990-g005.jpg

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