SULFATION OF PACHYMAN WITH CHLOROSULFONIC ACID USING THE IMPROVED WOLFROM METHOD |
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Authors: | Qun Chen Ai-yun Wang Tian-tong Li Cheng-fu Li Qing-cai Jiao |
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Institution: | State Key Laboratory of Pharmaceutics Biotechnology, School of Life Science, Nanjing University, Nanjing 210093, China |
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Abstract: |
High purity polysaccharide of pachyman was isolated from the powder of Poria cocos sclerotium with a yield of 77.8%. The intrinsic viscosity of polysaccharide was found to be 78.95 mL/g in DMSO solution at 25℃. The isolated polysaccharide was reacted with chlorosulfonic acid to obtain pachyman sulfate using the improved Wolfrom method. The results of the orthogonality experiment on the sulfation reaction identified that the effectiveness of the reaction conditions on the degree of sulfation and the value of intrinsic viscosity is in the following order: molar ratio of chlorosulfonic acid to glucoside (3-5) > reaction temperature (60-80℃) > reaction time (1-2 h). The kinetic studies of the pachyman sulfation indicated that the hydrolysis is accompanied with the sulfation process. The decrease in intrinsic viscosity of the sulfated pachyman is proportional to the increase in the degree of sulfation under the mild reaction conditions of < 80℃, chlorosulfonic acid/glucoside mole ratio < 5, and reaction time < 2 h. Beyond the above reaction conditions, excessive loss of ―OH group occurs during hydrolysis. The NMR results indicated a complete sulfation on C-6 and a partial sulfation on the C-2 and C-4 of glucoside. |
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Keywords: | Poria cocos Pachyman Pachyman sulfate Reaction kinetics Orthogonality test METHOD IMPROVED ACID complete partial loss group during above reaction time mole ratio decrease increase mild kinetic studies hydrolysis process temperature molar |
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