Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 30 Lenin Avenue, Tomsk 634050, Russia.
Department of Biotechnology and Organic Chemistry, National Research Tomsk Polytechnic University, 30 Lenin Avenue, Tomsk 634050, Russia.
Carbohydr Res. 2014 Mar 31;388:105-11. doi: 10.1016/j.carres.2014.02.014. Epub 2014 Feb 20.
The total synthesis of two natural phenolglycosides of the family Salicaceae, namely: populoside and 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) cinnamoate and nine not found yet in plants acyl derivatives of phenoglycosides: 2-(β-d-glucopyranosyloxy)-benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3,4-dihydroxy) cinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-benzoyloxy benzylbenzoate and 4-(β-d-glucopyranosyloxy)-phenylbenzoate, starting from readily available phenols and glucose was developed for the first time.
首次开发了一种从易得的酚类和葡萄糖出发，全合成两个杨柳科天然酚糖苷：柳皮苷和 2-(β-d-吡喃葡萄糖基氧基）-5-羟基苄基（3-甲氧基-4-羟基）肉桂酸酯，以及 9 种尚未在植物中发现的酚糖苷酰基衍生物：2-(β-d-吡喃葡萄糖基氧基）-苄基肉桂酸酯、2-(β-d-吡喃葡萄糖基氧基）-苄基（4-羟基）苯甲酸酯、2-(β-d-吡喃葡萄糖基氧基）-苄基（3-甲氧基-4-羟基）苯甲酸酯、2-(β-d-吡喃葡萄糖基氧基）-5-羟基苄基（3,4-二羟基）肉桂酸酯、2-(β-d-吡喃葡萄糖基氧基）-5-羟基苄基肉桂酸酯、2-(β-d-吡喃葡萄糖基氧基）-5-羟基苄基（4-羟基）苯甲酸酯、2-(β-d-吡喃葡萄糖基氧基）-5-羟基苄基（3-甲氧基-4-羟基）苯甲酸酯、2-(β-d-吡喃葡萄糖基氧基）-5-苯甲酰氧基苄基苯甲酸酯和 4-(β-d-吡喃葡萄糖基氧基）-苯基苯甲酸酯。
