Metabolic profiling of tenacigenin B, tenacissoside H and tenacissoside I using UHPLC-ESI-Orbitrap MS/MS.
Marsdenia tenacissima, which is widely used as an anticancer herb in traditional Chinese medicine, has been shown to possess anticancer activity. However, its metabolic profile is poorly investigated. Tenacigenin B is the major steroidal skeleton of C-21 steroids in M. tenacissima. Tenacissoside H and Tenacissoside I are detected at relatively high levels in M. tenacissima. Therefore, we studied their metabolic characteristics in human liver microsomes by ultra-high-performance liquid chromatography coupled with high-resolution mass spectrometry. Fourteen metabolites were tentatively identified by accurate mass measurement and MS/MS fragmentation behavior. It was found that hydroxylation reactions were the major metabolic pathway of Tenacissoside H and Tenacissoside I in human liver microsomes, whereas the metabolic pathway of Tenacigenin B involved dehydrogenation reactions. This is the first time that the metabolic profile of C-21 steroids from M. tenacissima has been explored in human liver microsomes, which is of great significance for subsequent pharmacokinetic and interaction research. Biotransformation in vivo or in vitro may influence the structure of a compound and change its activity. Identification of their fragmentation behaviors and metabolites provides valuable and new information for further understanding the anti-tumor activity of M. tenacissima. Copyright © 2016 John Wiley & Sons, Ltd.
Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Beijing, 100142, People's Republic of China.|Department of Integration of Chinese and Western Medicine, Peking University Cancer Hospital and Institute, Beijing, 100142, People's Republic of China.
Can
C
Zhao
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing, 100700, People's Republic of China.
Ling-Yu
LY
Han
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing, 100700, People's Republic of China.|Capital Medical University School of Traditional Chinese Medicine, Beijing, 100069, People's Republic of China.
Wei
W
Ren
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing, 100700, People's Republic of China.
Hai-Yu
HY
Zhao
Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Beijing, 100142, People's Republic of China. shuyanhan@bjmu.edu.cn.|Department of Integration of Chinese and Western Medicine, Peking University Cancer Hospital and Institute, Beijing, 100142, People's Republic of China. shuyanhan@bjmu.edu.cn.
Shu-Yan
SY
Han
Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Beijing, 100142, People's Republic of China.|Department of Integration of Chinese and Western Medicine, Peking University Cancer Hospital and Institute, Beijing, 100142, People's Republic of China.
Wen-Xian
WX
Zheng
Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Beijing, 100142, People's Republic of China.|Department of Integration of Chinese and Western Medicine, Peking University Cancer Hospital and Institute, Beijing, 100142, People's Republic of China.
Li-Na
LN
Pang
Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Beijing, 100142, People's Republic of China.|Department of Integration of Chinese and Western Medicine, Peking University Cancer Hospital and Institute, Beijing, 100142, People's Republic of China.
Xiao-Hong
XH
Li
Key Laboratory of Carcinogenesis and Translational Research (Ministry of Education), Beijing, 100142, People's Republic of China. lppma123@sina.com.|Department of Integration of Chinese and Western Medicine, Peking University Cancer Hospital and Institute, Beijing, 100142, People's Republic of China. lppma123@sina.com.
Ping-Ping
PP
Li
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D006801:Humans; D031101:Marsdenia / Q000737:chemistry; D053858:Metabolic Networks and Pathways; D055432:Metabolomics / Q000379:methods; D008862:Microsomes, Liver / Q000378:metabolism*; D010840:Phytosterols / Q000737:chemistry / Q000378:metabolism*; D012503:Saponins / Q000737:chemistry / Q000378:metabolism*; D013256:Steroids / Q000737:chemistry / Q000378:metabolism*; D053719:Tandem Mass Spectrometry / Q000379:methods
D000972:Antineoplastic Agents, Phytogenic; D010840:Phytosterols; D012503:Saponins; D013256:Steroids; C531264:tenacigenin B
Tenacigenin B; Tenacissoside H; Tenacissoside I; human liver microsomes; mass spectrometer; metabolism