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Synthesis of sulfated derivatives of curdlan and their anti-HIV activity
Authors:Zenjiro Osawa   Tsubura Morota   Kenichi Hatanaka   Toshihiro Akaike   Kei Matsuzaki   Hideki Nakashima   Naoki Yamamoto   Eiichiro Suzuki   Hiroshi Miyano   Tohru Mimura  Yutaro Kaneko
Affiliation:

Faculty of Engineering, Gunma University, Kiryu, Gunma 376, Japan

Department of Biomolecular Engineering, Tokyo Institute of Technology, Midoriku, Yokohama, Kanagawa 227, Japan

Formerly, Faculty of Engineering, University of Tokyo, Bunkyoku, Tokyo 113, Japan

Tokyo Medical and Dental University, Ochanomizu, Bunkyoku, Tokyo 113, Japan

Ajinomoto Co., Inc., Kyobashi, Chuoku, Tokyo 108, Japan

Abstract:Sulfopropyl curdlan was synthesized, its structure was determined, and the anti-HIV activity was compared with that of standard curdlan sulfates obtained with piperidine N-sulfonic acid in dimethyl sulfoxide. It was shown that sulfopropyl curdlan exhibits weaker anti-HIV activity than curdlan sulfate. Curdlan sulfates were synthesized with a SO3-pyridine complex in a heterogeneous phase. It was shown from 13C-NMR spectra of acetylated curdlan sulfates that they had a different substituent distribution from standard curdlan sulfate. The cytotoxicity of the curdlan sulfates was attributed to their heterogeneous structure.
Keywords:
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