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| 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 |
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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.
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Received: 09 November 2015
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2016, Vol. 24 
