Synthesis of Benzene Propylene O-Glycosides and Their Anti-hypoxic Activities
MA Chen1,2, ZHANG Wen-bin1,2a, LI Xia2a, LI Ling-zhi2a,2b, WU Yu-qiang1,2a, ZHANG Yong-liang2b, GE Xiao-jian2a,3
1. College of Pharmacy, Tianjin Medical University, Tianjin 300070, China; a. Pharmaceutical Chemistry Lab; b. Tianjin Key Laboratory for Prevention and Control of Occupational and Environmental Hazard, 2. Logistics University of Chinese People’s Armed Police Forces, Tianjin 300309, China; 3. College of Pharmacy, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, China
Abstract：Twenty four benzene propylene O-glycosides(5a~5x) were designed and synthesized by Koenigs-Knorr reaction of 3-phenyl-2-propen-1-ol derivatives (3a~3x) with bromo acetyl glucose and deacetylation. 3a~3x were prepared by two methods. 3a~3t were prepared by Knoevenagel condensation， esterification， and reduction from substituted benzaldehyde. And 3u~3x were prepared by reduction from cinnamic aldehyde derivatives. 5c， 5f ~ 5x were new compounds. The structures were characterized by 1H NMR and ESI-MS. The anti-hypoxic activities of 5 on hypoxia exposure endothelial cells(EA.hy926) were evaluated by MTT assays. The results indicated that 5b, 5e,5g,5p, 5q, 5s, 5t and 5y exhibited better anti-hypoxic activity than salidroside.
马臣， 张文彬， 李霞， 李灵芝， 吴宇强， 张永亮， 葛肖健. 苯丙烯类葡萄糖氧苷的合成及其抗缺氧活性[J]. 合成化学, 2016, 24(3): 203-210.
MA Chen, ZHANG Wen-bin, LI Xia, LI Ling-zhi, WU Yu-qiang, ZHANG Yong-liang, GE Xiao-jian. Synthesis of Benzene Propylene O-Glycosides and Their Anti-hypoxic Activities. Chinese Journal of Synthetic Chemistry, 2016, 24(3): 203-210.
2016, Vol. 24 
