Synthesis of a New Cerebroside Isolated from Typhonium giganteum Engl  被引量:1

Synthesis of a New Cerebroside Isolated from Typhonium giganteum Engl

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作  者:陈雪松 吴毓林 陈迪华 

机构地区:[1]State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Acdemy of Sciences, Shanghai 20002, China Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences & Peking Union Medical College,Beijing 100094,China [2]State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032,China [3]Institute of Medicinal Plant Development,Chinese Academy of Medical Sciences & Peking Union Medical College,Beijing 100094,China

出  处:《Chinese Journal of Chemistry》2003年第7期937-943,共7页中国化学(英文版)

基  金:Project supported by the National Natural Science Foundation of China(No.29790126),Chinese Academy of Sciences(No.95-A1504-03)and the Ministry of Science and Technology of China(Nos.970211006-6,G2000077502).

摘  要:The stereoselecfive synthesis of typhoniside, a new cerebroside isolated from Typhonium giganteum Engl. was accomplished. Cerebrosides are a kind of glycolipids highly enriched on the surface of myelin-producing cells and are composed by CUM, 8-sphingadienine, a-hydroxy acid and a saccharide head. It was the first time that cerebrosides were isolated from this traditional Chinese medicine (TCM) by us. In this paper, C18-4, 8-sphingadienine was synthesized from D-xylose via a SN2 type reaction. α-Hydroxy add was prepared from (R )-4-hydroxyte-trahydrofuran-2-one, which in turn could be obtained from L-ascorbic acid.The stereoselecfive synthesis of typhoniside, a new cerebroside isolated from Typhonium giganteum Engl. was accomplished. Cerebrosides are a kind of glycolipids highly enriched on the surface of myelin-producing cells and are composed by CUM, 8-sphingadienine, a-hydroxy acid and a saccharide head. It was the first time that cerebrosides were isolated from this traditional Chinese medicine (TCM) by us. In this paper, C18-4, 8-sphingadienine was synthesized from D-xylose via a SN2 type reaction. α-Hydroxy add was prepared from (R )-4-hydroxyte-trahydrofuran-2-one, which in turn could be obtained from L-ascorbic acid.

关 键 词:Typhonium giganteum Engl. natural product cere-broside chiron approach SYNTHESIS 

分 类 号:O629[理学—有机化学]

 

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