School of Chinese Materia Medica, Beijing University of Chinese Medicine, South of Yangguang Street, Fangshan District, Beijing 102488, PR China.
School of Chinese Materia Medica, Beijing University of Chinese Medicine, South of Yangguang Street, Fangshan District, Beijing 102488, PR China; Institute of Clinical Pharmacy, Beijing Municipal Health Bureau, Beijing 100035, PR China.
J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Jan 1;1104:59-66. doi: 10.1016/j.jchromb.2018.10.008. Epub 2018 Oct 26.
Anthraquinones and anthrones are the main active components of rhubarb. To investigate the metabolism and possible mutual biotransformations pathways of anthraquinones and anthrones by human intestinal flora, 9 representative constituents (aloe-emodin, rhein, emodin, chrysophanol, physcion, sennosides A, B, C and D) were studied. An ultra-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF/MS) with mass spectrometry (MS) technology was employed to separate and identify their metabolites. As a result, a total of 64 metabolites were identified or characterized from 9 components. Among them, 12 of them were identified by compared with the reference substances, 52 of them were tentatively identified. The results indicated that reduction, hydrolysis, acetylation, oxidation, demethylation, methylation, hydroxylation, dehydroxylation and the bond cleavage of CO and CC were likely to be the metabolic pathways involved in the generation of these metabolites. Moreover, mutual biotransformations existed among the nine representative constituents in rhubarb by human intestinal flora. This study will provide evidences that intestinal flora may play an important role in mediating the bioactivities in vivo of anthraquinones and anthrones in rhubarb.
蒽醌类和蒽酮类是大黄的主要活性成分。为了研究人肠道菌群对蒽醌类和蒽酮类化合物的代谢及可能的相互生物转化途径，研究了 9 种代表性成分（芦荟大黄素、大黄酸、大黄素、大黄酚、大黄素甲醚、番泻苷 A、B、C 和 D）。采用超高效液相色谱-四极杆飞行时间质谱联用（UPLC-Q-TOF/MS）结合质谱（MS）技术对其代谢产物进行分离和鉴定。结果从 9 种成分中鉴定或表征了 64 种代谢产物。其中，通过与对照品比较鉴定出 12 种，推测出 52 种。结果表明，还原、水解、乙酰化、氧化、去甲基化、甲基化、羟基化、去羟基化和 CO 和 CC 键的断裂可能是产生这些代谢产物的代谢途径。此外，人肠道菌群中的 9 种代表性成分之间存在相互生物转化。本研究为肠道菌群可能在介导大黄中蒽醌类和蒽酮类化合物的体内生物活性方面发挥重要作用提供了证据。
