Kinetics and mechanism of 2,3,5,4′-tetrahydroxystilbene-2-O-β-d-glycoside (THSG) degradation in aqueous solutions
作者： Xiao-liang Ren , Gui-fang Wang , Meng Wang , Hui-zi Ou-Yang , Ai-di Qi
DOI: 10.1016/J.JPBA.2010.12.026
关键词:
摘要: Abstract The hydrolytic kinetics and degradation mechanism of 2,3,5,4′-tetrahydroxystilbene-2-O-β- d -glycoside (THSG) extracted from Radix Polygoni Multiflori (a commonly used officinal Chinese herbal Heshouwu ), were investigated using reversed-phase high-performance liquid chromatography (HPLC) chromatography–mass spectrometry (LC–MS). influences pH (1.5–9.9), temperature (25–60 °C) irradiation on the hydrolysis THSG studied in aqueous solutions. results showed that was pH-, temperature- irradiation-dependent all followed first-order kinetics. effect rate characterized Arrhenius equation. Maximum stability found at 1.5 ( t 0.5 = 47.57 d). unstable alkaline conditions. active energy E a ) solution 6.8 (most frequently adopted extract solvent) under lucifugal conditions 47.7 kJ mol −1 25.3 kJ mol , respectively. Three products identified by LC–MS. Cis – trans isomerism took place irradiation, acid–base Moreover, further oxidation aglycon occurred after cleavage phenolic glycoside acidic possible pathways are proposed.
elsevier.com
sci-hub.se 参考文章(13)
Wei Zhang, Chun-Hua Wang, Feng Li, Wei-Zhong Zhu, 2,3,4′,5‐TETRAHYDROXYSTILBENE‐2‐O‐β‐d‐GLUCOSIDE SUPPRESSES MATRIX METALLOPROTEINASE EXPRESSION AND INFLAMMATION IN ATHEROSCLEROTIC RATS Clinical and Experimental Pharmacology and Physiology. ,vol. 35, pp. 310- 316 ,(2008) , 10.1111/J.1440-1681.2007.04824.X
R. Wang, Y. Tang, B. Feng, C. Ye, L. Fang, L. Zhang, L. Li, Changes in hippocampal synapses and learning-memory abilities in age-increasing rats and effects of tetrahydroxystilbene glucoside in aged rats. Neuroscience. ,vol. 149, pp. 739- 746 ,(2007) , 10.1016/J.NEUROSCIENCE.2007.07.065
Gilly Regev-Shoshani, Oded Shoseyov, Zohar Kerem, Influence of lipophilicity on the interactions of hydroxy stilbenes with cytochrome P450 3A4. Biochemical and Biophysical Research Communications. ,vol. 323, pp. 668- 673 ,(2004) , 10.1016/J.BBRC.2004.08.141
Yong-Xue Guo, Zhi-Long Xiu, Dai-Jia Zhang, Hui Wang, Long-Xing Wang, Hong-Bin Xiao, Kinetics and mechanism of degradation of lithospermic acid B in aqueous solution Journal of Pharmaceutical and Biomedical Analysis. ,vol. 43, pp. 1249- 1255 ,(2007) , 10.1016/J.JPBA.2006.10.025
Xiaomin Wang, Libo Zhao, Tianzhao Han, Shaofei Chen, Jialing Wang, Protective effects of 2,3,5,4'-tetrahydroxystilbene-2-O-beta-d-glucoside, an active component of Polygonum multiflorum Thunb, on experimental colitis in mice. European Journal of Pharmacology. ,vol. 578, pp. 339- 348 ,(2008) , 10.1016/J.EJPHAR.2007.09.013
Geonseek Ryu, Jeung Hoon Ju, Yong Ju Park, Shi Yong Ryu, Byoung Wook Choi, Bong Ho Lee, The radical scavenging effects of stilbene glucosides from Polygonum multiflorum. Archives of Pharmacal Research. ,vol. 25, pp. 636- 639 ,(2002) , 10.1007/BF02976935
Qi-Li Liu, Jun-Hua Xiao, Rong Ma, Yi Ban, Jia-Ling Wang, Effect of 2,3,5,4′-tetrahydroxystilbene-2-O-beta-d-glucoside on lipoprotein oxidation and proliferation of coronary arterial smooth cells Journal of Asian Natural Products Research. ,vol. 9, pp. 689- 697 ,(2007) , 10.1080/17415990500209064
Zhou Yue, A Convenient Synthesis of Trans and Cis-3, 4′, 5-trihydroxystilbene 中国药学(英文版). ,(2005)
LU Li-shuang, Study on Stilbene from Roots of Polygonum multiglorum Thunb Antioxidant Activities in vitro Food Science. ,(2007)
Zhang Zheng, Blood lipid regulation of ethyl acetate extracting fraction and stilbene glycoside from tuber of Polygonum multiflorum Chinese Traditional and Herbal Drugs. ,(2008)